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The Jack Off Sessions Ch. 02

By: dlake



The Jack Off Sessions 2: More Adventures of Brent and James

Part 1.

Brent rolled to a stop at the side of the white stucco building. He unwrapped the chain from the frame of his bike and secured it to the empty bike rack. Looking around, he noted how innocuous it all seemed. A partially empty parking lot surrounded by a high fence and a single building sitting in the center. Trees shaded the borders. He concluded that the fence hid the parking lot from the street, giving the patrons of the building a sense of much needed privacy.

He made his way to the side of the building toward the entrance. Black tinted glass hid the interior from prying eyes. A single sign above the door announced the name of the establishment: "Wonderland Adult Books, Videos, Novelties." He pushed the door open and stepped through.

Brent felt the cool air of air conditioning once inside. This was a clear contrast to the hot afternoon he just escaped. His eyes adjusted to the interior lighting and he continued inside. 

Passing the bearded employee at the register, he made his way to the video section of the store. Peering over the top of the shelves he got a better look at the patrons. The single employee at the front of the store was flipping through a magazine at the front counter seemingly oblivious to the presence of everyone. A balding man was browsing the large shelves displaying a dozen different varieties of magazines. Two attractive middle aged women giggled as they loitered in the novelties section eyeing a row of different sized dildos and vibrators. 

Brent returned his eyes to the video covers, keeping a mental inventory of the explicit images. Asian Sensation 3, Titty Fuckers 7, Anal Adventures 18, Brent's eyes glazed over as he discovered more and more videos he had never seen. Though his experience with porno movies and magazines had grown in the past few months, this was the first time he ever saw such a massive collection in one place. Before long a bulge strained the crotch of his denim jeans. 

He casually moved from aisle to aisle taking in all of the images, allowing his arousal to grow. He turned the corner to yet another section of videos before arriving in the novelties section. He met the two women he had seen before head on. 

They simultaneously looked down at the growing erection in his jeans and giggled to each other. He felt himself blush, averted his eyes in embarrassment, quickly turned into an aisle of videos and headed for the register. 

The register area was set a few feet higher than ground level of the rest of the shop. The counter itself had a glass front displaying a variety of lubes and other small sex novelties on a number of shelves. As Brent approached the man behind the counter the employee put down his magazine and greeted him with a polite smile.

"One of those, please." Brent said in a hushed voice as he pointed to a large bottle of lube on the top shelf of the display case. 

The employee bagged the bottle and rung the total up as Brent fumbled money out of his wallet. He could hear the giggling women somewhere behind him. With the transaction completed, the employee slid an anonymous brown paper bag with the bottle of lube inside across the counter toward Brent. 

"If you want, you can take care of that in the arcade." The employee said as he gestured to a hallway off to the side of the store near the magazine rack. The doorway had a purple frame with a pink neon "Arcade" sign above it. Beyond the black curtain looked like a dark hallway. Brent was confused, and met the man's eyes. 

"What?" Brent mumbled.

The employee gestured to Brent's obvious hard on with a nod then pointed at the doorway.

"There, in the booths."

"Oh, okay. Thanks." Brent replied and headed toward the doorway. He was not quite sure what had just taken place. This was his first experience at an adult bookstore and was not prepared for sensory overload. Porn everywhere, women shopping for dildos, strangers browsing a variety of items for their personal fantasies. His mind raced as he walked under the Arcade sign, passed the curtain and into the darkness.

His eyes slowly adjusted to a dim light as he made several turns down a maze of hallways. He realized that the walls were lined with doors. Some closed, others opened. As he walked deeper inside he peeked behind one to see a small booth with a video screen secured to a wall. A single chair was set in the corner of the booth across from the screen. He quickly realized that these booths were for customers to relieve themselves. He instantly understood what the employee was obliquely referring to.

Brent walked to the end of the hallway and entered a booth in the back corner. He closed and latched the door behind him. Facing the video screen he noted a slot for dollar bills. He fed a five dollar bill into the machine and sat down in the chair as the screen blinked on. 

A blonde woman with ample cleavage teased a man's dick to attention. Her tongue ran up his shaft and began to suck the head.

Brent relaxed and looked around the booth. It was no more than 5 feet by 5 feet wide. Small, but comfortable for a single person. The video screen was a 20 inch television set into the wall. To the right of it were a series of well worn buttons. 

Brent pressed the buttons and another movie in progress began to play. A brunette with a bob haircut was riding a thick cock with her perfectly formed ass toward the camera. Again and again she lifted herself off the thick erection until only the tip was inserted and lowered herself until it disappeared inside her. She moaned and panted with every pump.

Brent leaned back into the chair and adjusted himself through his jeans. He sat watching the video in a trance for a few moments, tracing the outline of his own cock with his fingers

"Why not?" He thought to himself. He stood up, unzipped his pants and let them drop along with his boxers down to his ankles. He looked down at his throbbing 8 and ½ inch erection and tugged it to it's full length. He sat back down and began slowly stroking to the video on the screen. 

As he slid his hand down to the base he reflected on the past few months. He and his best friend James had made a routine of meeting up and watching porn together. Not a single time did they go without stripping down and jacking off in front of each other to completion. The thought of getting off and watching his friend do the same made him rock hard. 

He pumped his engorged cock slowly taking in the sex scene occurring on screen. A gasp on his left distracted him. It was then that he finally noticed the circular hole cut into the wall. He was at an angle that did not allow him to see through it but he knew someone was watching him. A length of blonde hair swept past the hole as light from the television screen illuminated the darkness next door. 

Brent continued stroking his cock at a measured pace as he stared at the hole. He heard a moan and the sounds of movement but the hole remained unobstructed. The light from the television in the booth revealed that the person who gasped through the hole was no longer looking through it. 

He slowly leaned forward and peered inside. 

He saw the bodies of a couple pressed tightly together. The woman wore a black skirt and the other figure wore jeans. The second figure's hands slid up the thighs of the girl wearing the skirt hiking up the hem. Fingers curled under the thin fabric of her white cotton panties and pulled them down. 

Brent let go of his throbbing cock and leaned further toward the hole to get a better look inside the neighboring booth. Though he could not see far up enough to see the faces of the couple, he got a clear view of the woman's breasts. She wore a tight pink tank top without a bra underneath. Brent noted how big they looked on her thin frame as she played with her nipples through the stretchy fabric. The second figure squeezed her ass under the skirt and Brent caught a scent of wet pussy. 

Brent quickly leaned back in his chair as the couple shifted in their small booth. He guessed that they were passionately kissing from the smacking of lips and grunts. With his eyes alternating between the scene taking place on the video screen in front of him and the hole in the wall, he spread his legs and began playing with his smooth balls. 

Before long Brent registered two fingers sliding around the edge of the hole. Looking through it he saw the red lips of the woman as she opened her mouth exposing the moist interior. Instinctively Brent stood up, faced the wall and fed his hard cock through. Inch by inch his thick shaft disappeared through the hole. A moment of panic filled his head as he realized just what he was doing before a wet mouth engulfed the engorged member. 

He felt the length of his cock slide into the wetness of a mouth, the lips creating a seal around the throbbing shaft. A sucking sensation paired with a slippery tongue relaxed him instantly. Brent looked down at the base of his dick disappearing through the hole in the wall and fed the rest through until he was pressed tightly against it.

The lips broke contact and a hand pumped the slippery shaft. He felt fingers explore every inch. The wet mouth returned and took the length whole. Brent's eyes rolled back and he groaned. 

This was his first experience having someone deep throat his entire 8 inches. He was in heaven. Fingers tugged on his heavy balls hanging on the other side of the wall and the sucking mouth slid from the base to the tip and back again. Pressed tightly against the hole he allowed his rod to be serviced by the expert cock sucker.

He imagined that the cocksucker was being fucked by her man. He envisioned her breasts being squeezed, her wet pussy stretching from his hard manhood sliding in and out of her. His thighs slapping her perfect ass with every thrust. With the image in his mind of this horny woman being serviced from behind while deepthroating his hard cock, Brent could delay it no longer. 

He grunted and exploded into her mouth. She slid down to the base once again and pressed her lips against his groin. He felt the head of his cock pass down her flexing throat as she drained every drop of cum from his balls. He grunted and groaned until there was nothing left. 

Just as quickly as it started, it was over. He heard the neighboring booth door open and close as he was still pressed against the hole. He slid himself out and sat back down. He breathed heavily reflecting on what just happened. The video on the screen blinked off and he was back in darkness. He pulled on his jeans, picked up the brown paper bag, it was time to go. 

Part 2.

The red VW Golf was parked in the middle of the driveway. Brent rolled to a stop beside it. A quick look inside revealed nothing significant to give him an idea of who the owner was. A binder of CD's, some receipts stuffed into a cubby hole, a pack of gum on the passenger seat.

Brent leaned his bike against the porch and rang the bell. He looked back at the car thinking to himself who it might belong to. Before he could come up with an answer James answered the door and let Brent though.

"What's up man?" James greeted him wearing a tee shirt and cargo shorts.

"Same old. Who's car?" Brent asked as he stepped out of the summer heat into the air conditioned house.

"Claire's back from school. She's gonna spend the break here at home."

The two walked into the kitchen where James returned to his half finished bowl of cereal. Brent hopped on a bar stool next to him.

"No kidding. Where is she? I haven't seen her in years." Brent asked as he set down the small paper bag he was carrying onto the kitchen counter. The image of a mousy girl entered his mind. He remembered her being cute with short tussled blonde hair. Though they got along during Brent's youth, he never thought of her as anything but the sister to his best friend. She was a bit of a bookworm and always seemed a little too interested in schoolwork than socializing, which suited Brent just fine.

"Speak of the devil." James said gesturing to the hallway leading to the bedrooms. Brent turned his head to say hello to James' sister. 

Long tanned legs lead to a short black skirt. A tight pink tank top stretched across full firm breasts. Her short tussled hair had grown out past shoulder length and framed a face fit for modeling. Her blue eyes lit and a smile spread across her face as she saw Brent sitting there in the kitchen watching her with his mouth ajar.

"Oh my God" Brent mumbled as he recognized that this girl, this woman, sister to his best friend, this was the woman behind the glory hole.

Part 3.

"Gonna give me a hug or what?" Claire asked as she trotted toward Brent with her arms stretched. Brent got up and returned her embrace. He could feel her warm breasts pressing against him. He noted that she was wearing a bra, which the woman at the bookstore was not. She must have put it back on after she left the store, in the car, or maybe here in her old bedroom he thought to himself.

"Wow Claire, gone two years and you come back a supermodel." Brent said as they hugged.

"Yeah right. I just filled out a little." 

Brent could smell the clean scent of her hair. Her warm body felt good in his, a perfect fit. Brent realized that he might be holding on too tight, so he quickly loosened his embrace and stepped back a bit. 

"It's good to see you again."

"You too. By the look of it, you've grown up a lot yourself." She commented with her hands on Brent's shoulders, looking him up and down. "You're practically a man now." She joked.

"Oh funny. At least you haven't lost your sense of humor." He laughed as he sat back down. She sat beside him at the counter. 

"So is that your car in the driveway?" He asked while wondering if in fact it was her who he received a blow job from through the glory hole earlier that morning. Same skirt, same tank top. Her build seemed similar, though it was pretty dark in there. He tried to remember if he saw a red Golf in the parking lot. His eyes drifted along her body finally meeting her eyes which responded with a playful look. "Shit, she saw me checking her out." he thought to himself. He looked away.

"Nah, it's my roommate's. I dropped her off at her Aunt's house. I'm supposed to pick her up later." She leaned back on the counter on her elbows, arching her spine as she stretched. A small yawn escaped her lips. Brent's eyes shot back to her breasts which were stretching out her tank top to a dangerous degree, then over to James who was watching him shaking his head with a smirk. "Shit!" He thought to himself again as he refocused to a random spot on a wall across the room. 

"Cool." He managed to get out as he got up. He snatched the brown paper bag from the counter and stood with his hands behind his back. 

"Well, we'll probably be seeing a lot of each other then. With your parents gone on that cruise, I'll probably be hanging out over here." He watched Claire as she finished her stretch and hopped off the stool.

"Awesome. Well, I have the car so if you need a ride anywhere just give me a holler. I'm gonna take a nap though, I'm beat. You kids stay out of trouble." She joked as she disappeared down the hallway. Brent made a mental note of the way her skirt swayed with every step. He wondered if she was wearing panties. 

"Dude." James said.

"What?"

"That's my sister." James clarified. 

"I know man, it's just.... Damn! What do they feed them at her school." Brent said as he recalled the morning's adventure and the possibility of having received oral sex from James' sister. 

"I know right? Still, she's my sister." He replied, and left it at that. 

Part 4.

As the sun set, Brent and James set down the controllers of their game console and leaned back on the couch. James reached into the bowl of chips on the coffee table and ate a few. Brent yawned and switched the TV back to cable with the remote.

"When's your sister coming back?" Brent asked as he flipped through the channels.

"Why?"

"Just wondering. I got that new bottle of lube. So..."

"Shes could be home any second. We'd better wait till later."

"Yeah. So... your sister. Man..."

"I know right? When she came to the door I was like, 'Whoa, who is this?' Of course this was before I realized it was her."

"Don't take this the wrong way, but your sister is fucking hot!"

"Yeah, yeah... she's still my sister."

"Smokin' hot."

"Dude." 

"Great ass, thin waist, sexy ass lips. Man, she's superfine!"

"Dude!"

"Just saying, good genes."

"Anyway... where did you get the lube?" James asked.

"Remember that porn store we passed the other day?"

"Yeah, that one in the middle of nowhere?"

"That's the one."

"What's it like?"

"Wall to wall porn videos. There's a section for magazines, a section for toys and stuff. But check this out though, after I bought the lube, the guy at the counter told me I could try it out in this booth section."

"Booth section? What do you mean?"

"Well, there's this doorway marked 'Arcade.' Inside is this maze of hallways with doors on either side. Behind the doors are these small rooms with tv's in them. You put a couple of bucks in a slot and the it plays porn."

"You just stand there and watch it?"

"No, there a chair to sit on. Here's the thing though. I was in there watching a porno when I noticed a hole in the wall."

"Someone was watching you?"

"Yeah!"

"Dude."

"I know right? So I look though and it's this girl in there making out with someone else. I couldn't really see much, but I could tell she had a nice body."

"Awesome. What did you do?"

"I was hard as hell from the movie, now there's this hot piece of ass on the other side of the wall watching me jack off and making out with her boyfriend or whatever. I took off my pants and gave her a show."

"Naturally. Then what?"

"So after a while, she puts her mouth up to the hole and starts licking her lips."

"Hot. Then what?" James asked. 

"I stuck my dick through."

"No shit!"

"Yeah dude. It was like... impulse. I had no control over what I was doing."

"What happened?"

"What do you think? She sucked me off."

"Any idea who it was?"

"No clue." Brent lied.

"So did you cum?"

"Yeah. She deepthroated me dude. I was balls deep."

"Whoa."

"I came down her throat. It was awesome. It was like she was milking my cock. My balls were completely drained when she was done. She swallowed every drop"

"Damn dude, that's hot."

"Yeah, you gotta check this place out." Brent said.

A key entered the deadbolt and turned. Claire opened the front door and walked through. Following her was a petite brunette wearing a loose gray hoodie and tight black leggings. Her glasses slid from her face as she struggled to pull her suitcase through the entrance.

James and Brent hopped off the couch to help with the luggage. 

"What gentlemen." Claire said smiling in the doorway. 

"Looks like you could use some help." Brent said taking the dufflebag from her arms. He was surprised at the eye contact she was making at him. It almost seemed that she was flirting. He blushed.

"I'm James, this is Brent." James said, introducing them to the new girl.

"This is Allison, my roommate from school." Claire said as she walked to the kitchen.

"Hey." Allison said.

James took her luggage and backpack and brought them inside. 

"Claire told me so much about you guys. I feel like I already know you." Allison smiled as she stepped in the foyer. She brushed her bangs from her face and adjusted her glasses. Her clear green eyes looked from James to Brent. She was shorter than Claire and though her sweater was loose, it was obvious that her breasts were much larger. 

"Can you take those up to my room?" Claire shouted from the kitchen.


The Jack Off Sessions Ch. 02



"Thanks guys. I really appreciate it." Allison said. She watched them as they took her back down the hallway.

"No problem." James said over his shoulder. He looked at Brent and mouthed 'wow.' 

---------------------------- 

It was a Blockbuster night. Scream followed by Dawn of the Dead topped off by Slither. It turned out that Allison loved horror movies and Brent and James were more than happy to accommodate. Claire seemed not to mind it at all. A few times during the movie marathon she squeezed Brent's arm during the tense parts. Brent recorded these moments to memory. A large supreme pizza and a few beers later it was time to call it a night.

Part 5.

"Brent, you awake?" James whispered in the darkness.

"Yeah." Brent replied from his sleeping bag on the floor of the room.

"You down for a session?" James asked

"Where? Claire and Allison are right next door."

"Follow me." James got out of bed and grabbed a flashlight from his nightstand. 

The two quietly made their way out of the bedroom, down the hallway and toward the kitchen. James opened the door to the basement and lead Brent down with him. 

"Stay close." James said turning on the flashlight and disappearing behind a stack of boxes. 

Brent rarely went down to James's basement. As far as he knew, they used it for storage and nothing else. He followed the glow from the flashlight through a tunnel he figured James had made himself. What seemed like a haphazard stacking of boxes ended up being a clear path deeper inside. At the end was a clearing with a small couch in front of an old television set.

"When did you do all of this?" Brent asked.

"On and off for the past couple of weeks. Sometimes a guy's gotta have his privacy, you know?"

"Yeah." Brent agreed as he plopped down on the couch. James turned off the flashlight and on the television. The screen illuminated the clearing. Brent noted what seemed like a room with boxes for walls. From floor to ceiling they were almost completely isolated from the rest of the basement. The only exit was the tunnel of boxes they came through. 

"Wow. Dude, this is great."

"Yeah, I can come down here and basically disappear for a couple of hours with nobody the wiser." James replied as he started the movie. He backed into the couch next to Brent. 

The couch was more of a loveseat than a full sized couch. There was room to fit only two people comfortably. A beach towel had already been spread on the seat. The movie started in progress. 

---------------------------- 

The blonde laid on her back completely nude as three men surrounded her. On either side of her face she was alternating between two hard cocks. Back and forth she sucked, licked, and stroked them. The look on her face seemed hungry and insatiable. Between her legs a man pumped his enormous dick in and out her bald wet pussy. Though the volume was low, Brent could hear her pant and moan with every thrust. 

They 'actors' soon changed positions. The two men receiving head moved toward a couch with her in tow. One laid down with her climbing on top. The other positioned himself behind her. The man with the larger cock stood at the end of the couch and stroked his appendage slowly.

She lowered herself on the first man's erection with a moan. The man behind her spread her legs apart and slid his dick into her pussy as well. She gasped, only for it to be muffled by the large cock in front of her face. Two men fucked her pussy at the same time, sharing the tight space while another forced his dick down her throat.

"Whoa. I've never seen that before." Brent said in awe while rubbing his bulge through the thin fabric of his boxers.

"Yeah, that's hardcore." James replied peeling away his shirt.

Brent looked over at James and followed suit. They both then stood and pulled down their underwear. Brent's semi hard cock swung in front of him. James's dick stood at full attention.

Over the course of the last few months James had become comfortable being nude and jacking off with Brent. In fact, he often looked forward to it, sometimes masturbating on his own thinking about it. He couldn't help but to sometimes fantasize about one day jacking Brent off, feeling his thick cock slide in his hand slick with lube, feeling the cum pump out, shot after powerful shot. 

They both sat back down on the couch and spread their legs slowly stroking their dicks. James watched Brent's left hand grip the base of his shaft and stroke the growing erection with his right. This was his routine. James figured it took a lot of blood to fill that monster and this method helped speed the process. Before long Brent was completely hard. James reached over the side of the couch bringing back Brent's brown paper bag from earlier that day. He passed it down without looking away from the screen.

Brent released his hard penis, it slapped his abs with a heavy smack as he pulled the fresh bottle of lube from the bag. James's eyes wandered over to Brent as he popped the top of the bottle and slowly drizzled the liquid up and down his thick shaft. He passed it back to James. 

James quickly squirted lube on his own throbbing member before putting the bottle on the floor between them. Almost in unison they began working the lube into their balls and cocks. Their slippery hands slid over their stiff erections, their fingers reaching under their balls and back over coating their entire groins. James noted how large Brent's dick looked, hard and slick with lube. He trimmed his pubes short and neat. The thick shaft had a huge vein running down it's length. His balls hung low between his thighs. James' cock was harder than ever. 

Like Brent, James also groomed his pubes. Unlike Brent, he shaved everything off. He liked the look and feel of not having any hair down there. He liked the way it glistened when lubed up. Sometimes he took pictures of it, sharing them with friends online. It always turned him on when he showed it to others. Though it was a little over an inch shorter than Brent's 8 ½ inches, it was still pretty big in his estimation. His eyes drifted from Brent's meaty dick, to his 6 pack abs, up his torso to his face. Brent, like always, was entranced by the porno playing on the screen, oblivious to James's admiration of him. 

"Look at that." Brent said.

On the screen was an angle that showcased the two cocks sliding past each other into the blonde's wet pussy. Her juices lubricated their shafts as they slipped in and out of her. When watching this scene James always imagined doing this with Brent. He fantasized about what it would feel like for Brent's cock to be pressed against his, fucking a tight wet pussy. 

They stroked their erections in silence with the occasional moan and comment of the scene at hand. Before long James felt the familiar sensation of an orgasm approaching.

"I'm gonna cum dude." He gasped. 

"Hold on, I'm almost there" Brent said quickening his pace. His spread his legs wider touching knees with James. His free hand tugged on his balls. His other hand pumped his shaft, the friction making a rhythmic wet sound. On the screen the two men came one after another inside the woman's pussy. Thick white semen spilled out as they pumped more and more inside of her. 

"Okay?" James moaned

"Yeah." Brent grunted in response. His balls tensed and a thick rope of cum shot high in the air and landed with a splash on his flat belly. The second shot fell across his chest reaching far up on his collar bone. James thrust his hips out and semen pumped from his own cock. Like a fountain, it erupted through the air finally landing on his torso. The two of them continued to milk their hard cocks, again and again, thick gooey ejaculate splashed on their bodies with every spasm. By the time their orgasms subsided they were coated with their own sticky seed. From their dicks to their necks, the sheen of cum glistened in the dim light of the television screen. 

For a moment they sat back on the couch enjoying the sensation of having had such an intense release together once again. The video continued to play, illuminating the area. Brent's head was tilted up across the back of the couch. James looked over at him, covered in cum, his semi hard cock lay in a pool of liquid on his belly, gently releasing small amounts of semen until it finally subsided. He watched thick globs slide down his body, between his legs, resting in a collection on the beach towel beneath them. 

"Alright dude, if I don't get up now, I'm never going to." Brent yawned.

"Here." James said tossing him a towel. 

He watched Brent mop the cum off his toned body and did the same. As James wiped his chest Brent stood up, his long thick cock wagged between his legs, a thin drip of ejaculate dangled in the air. He used the towel to dry his abs, gave his manhood a few tugs, draining out the last few drops. He finally wiped clean the cum from his inner thighs. James stood up and finished as Brent stopped the dvd and turned off the television. 

James flipped on the flashlight as Brent pulled on his boxers. He offered a plastic bag for Brent's cumrag, placing his own inside on top. Tying the handles of the thin material, he stuffed it into the dufflebag with the bottle of lube. Finally, he shoved the whole bag into a box next to the couch intending to wash it all along with the beach towel still spread on the couch at a later date. They quietly left the secret clearing, down the hallway of boxes and up the stairs out of the basement. 

Part 6.

After a while Claire climbed out from behind a stack of boxes behind the television. Her mind swam with the image of her brother and Brent jacking off together. From her position she saw the whole thing. A midnight trek to the basement to find her high school yearbook ended up turning into something completely different. 

The air was thick with the scent of cum. Her nipples were hard, her pussy was wet. The image of those two naked bodies jacking off and draining their hard cocks all over themselves turned her on beyond reason. Sitting on the couch in the darkness she felt the warm cum soak through the seat of her white cotton panties. She stood up, stripped them off along with her tee shirt, and laid back across the couch replaying the events in her head. 

She cupped the cum underneath her from the beach towel and spread it on her nude body. Her wet hands slipped across her breasts, her hard nipples, her ribcage, flat belly, and down to her hot pussy. She moaned with arousal as she slicked her body with their cum. She imagined Brent and her brother standing over her, jacking off together.

Replaying the events that took place on the very spot she was sitting just moments before made her pussy throb. She was now completely sure that the man attached to the dick she sucked through the glory hole was indeed Brent. The shape and thickness of his cock, the length, and the amount of cum he was capable of producing convinced her. 

Coated in their cum she massaged her clit, slipped her fingers in the wet entrance. Her free hand slid across her body massaging in the warm seed. She spent five days a week in the gym. She was proud of her figure. She was well aware of her breasts and the attention they brought her. Her hands explored their ample size. She liked the pool of cum that formed between them. She scooped it out and spread it along her toned abs.

Feeling a climax getting close, she flipped over with her knees on the couch, ass in the air. Still fingering her clit, she spread more cum on the firm round globes of her ass with her free hand. Down the crack rivulets of ejaculate met her anus before continuing down between the lips of her pussy. She reached back and fingered her ass, lubricating it with the sticky liquid. She bit into the arm of the couch as a spasm shook her body. Her pussy pulsed as an orgasm overtook her. 

Part 7. 

Her soft lips pressed against his. His eyes fluttered open to find darkness. He could feel the heat from her body, her soft breasts, her small hands on his shoulders. 

"What's going on?" Brent mumbled confused.

"Shhh." Her lips met his again, silencing him.

Another set of hands caressed his waist. Fingers slid under his boxers and began to pull them off. His eyes searched the darkness but found nothing. His hands found their way to his partner's hips. She was positioned over him, leaving room for the other person kneeling between his legs to strip away his underwear. 

His hands slid over the clingy fabric of her panties, thin waist, a tight cotton tee shirt. He fondled her breasts, her nipples were very hard. She moaned in his mouth, inserted her tongue and kissed harder. The other set of hands spread his legs and began massaging his growing erection. A gentle squeeze of his balls and a wet tongue sliding over his shaft brought him to full attention. 

As his eyes adjusted to the darkness he realized that the girl kissing him was Claire. The girl with her mouth around his throbbing cock must be Allison he reasoned. He pulled Claire up so that he could suck on her breasts. She removed her shirt and dropped it on the pillow next to his head. Cupping her breasts she brought them to his hungry mouth. He enveloped each nipple, licking, and sucking, one then the other. Her back arched as he pulled her into him. She moaned quietly.

Allison's mouth wrapped around his dick. He could feel her tongue circling the head. Her hands cupping his balls, her other hand pumping his thick shaft as she slipped her lips over the engorged member. Her hair tickled his thighs every time she lowered herself, allowing his shaft into the wetness of her mouth. He began to pump his hips meeting the wet opening with a distinctive sound of oral sex. Claire slipped her breasts from his lips and kissed him hard. She pulled back and looked him in the eyes.

"Hey." She cooed.

"Hey." He replied. His eyes adjusted to the low light of dawn. Her blue eyes were playful. Her lips were wet.

"How's it goin?" She purred with a sly grin on her face. His hands slid from her bare back to her firm ass.

"I'm having this really good dream right now. Don't wake me up." He joked.

She pulled his face close to hers and kissed him passionately.

"That was you at the glory hole right?" She asked as she slid her hands across his chest, down his abdomen. He looked down past Claire and saw Allison giving him head. She was not looking up at him, seemingly entranced by the slippery cock sliding in and out of her mouth.

"Yeah. So, that was you on the other side after all?"

"Me and Allison like going to Adult bookstores and checking out the perverts. Two hot girls walk in and it's like time stops." She giggled.

He groaned as Allison slid his cock out of her mouth and began licking and sucking his balls. Her hands pumped his engorged shaft, squeezing and stroking the slick surface, working the precum out.

"Sometimes we go into the booths and see what kind of dicks come through the glory hole. We've seen big ones, small ones, skinny ones, crooked ones, uncut, cut, you name it. But yours Brent, yours is a masterpiece." Claire explained.

Allison's tongue explored the area behind his balls, her hands spread his legs further apart. She continued stoking his cock with both hands.

"Thick, long, and hard as a rock. But the best part Brent, the best part is your cum. I've never had a guy cum so much."

"Yeah?" He groaned.

"Yeah. There's so much, and it taste different. Sweet, milky. I was telling Allison about it. She wanted to see for herself."

"Mmmmm..." 

Allison resumed sucking his dick. Deeper this time, faster. It felt like her mouth was wetter, more slippery, hotter. Her hands massaged his balls, the area behind his balls, her fingers explored. He felt the pressure build, he could barely contain himself.

"She wants to taste it Brent."

He groaned

"Cum in her mouth. She wants it."

Thick cum exploded from his cock. It filled her mouth. He could feel her tongue slosh it around his head. Cum, saliva, a slippery tongue, the wetness of her mouth and the engorged head of his cock pumping more as she swallowed. She slid the throbbing meat down the tightness of her throat until her lips were wrapped about the base. He could feel her swallowing every spurt of his seed. Claire pressed her lips against his. Their tongues mingled. He pulled her close. 

After a few moments he felt Allison slide his sensitive member from her throat, it's head finally slipping past her lips with a pop. She pulled his boxers back on and gave his package a gentle squeeze before standing up. 

Claire pulled away gently sucking his bottom lip as she did so.

"Don't wake up yet." She whispered to him before kissing him again and standing up herself.

The door closed, the footsteps faded down the carpeted hallway on the other side. Brent laid in his open sleeping bag on the floor with his eyes shut. His mind raced at what had just happened. Maybe it was a dream, he thought. Licking his lips he could still taste Claire's sweetness on his mouth, his hands proved his cock to still be slick from Allison's saliva. It did happen. 'This is the best morning ever,' he thought to himself and smiled.



The Jack Off Sessions Ch. 03



Part 1. James in Wonderland

James sat in the dark booth. It was just as Brent had described it. Small, but with enough room for a single person to sit comfortably. The television was set into the wall, a series of buttons were arranged to the right, below the slot for dollar bills. The distinct smell of semen lingered in the air.

He fed it a few dollars and watched as the screen blinked awake. The redhead arched her back as a man slid his cock deep in her wet pussy. She cooed with pleasure with every pump. 

Earlier that morning James woke up before sunrise. He laid in bed awake after a quick stop to the restroom. Brent was sound asleep on the carpet. He was wrapped in his sleeping bag, head on his pillow, breathing silently. James casually stroked his growing erection through the thin fabric of his boxers. He sighed and tried to fall back asleep. 

Before long, his dick was rock hard. His shirt was off, his boxers were tangled in the lump of blankets kicked to the foot of his bed. James looked down at his engorged penis and groaned quietly as he squeezed it. He turned his head toward Brent to see if he was still sleeping. He was.

James had been thinking about what took place at the adult bookstore the day prior. Brent had told him about how he received an amazing blowjob through a gloryhole while shopping for lube. James imagined Brent standing in that dark room, looking down as he fed his thick cock through the mysterious hole where a wet mouth was patiently waiting. 

He pictured the satisfaction of the person on the other side as Brent's massive engorged penis squeezed through the hole. His mind wandered back into Brent's perspective as he felt the stranger's soft lips slide over his erection. His hand slid over his own throbbing cock as his imagination played out the scene in his head. 

Within moments, James's curiosity about this bookstore, and the potential of their gloryholes, got the best of him. He stuffed his dick into a pair of shorts, pulled on a tee shirt, and grabbed a sweater. He closed the door softly behind him as he snuck out of the house and onto his bike. 

The ride there was tinged with the erotic promise of finding unknown sexual ecstasy. The cool morning air rushed past his face, caressing his body through the fabric of his clothes. Before long, he was inside the store, walking under the "arcade" sign and into a booth with a glory hole. 

James sat in the dark booth alternating his attention from the movie to the hole in the wall. He wondered if this was the one that Brent used. After a while he looked through it and saw a dark void.

He got up, opened the door, and peered into the hallway. It was empty. He walked around and looked through the other doors only to find identical arrangements in each one. Chair in corner, tv in wall. Some had glory holes, but most did not. All of them empty like the first. 

Disappointed but somewhat relieved, He wandered back into the main area of the store. He was looking at a shelf of magazines near the register when the cashier spoke up. 

"Pretty dead in there right now."

"Yeah." James mumbled.

"You should check the theater." The man said.

"Huh?"

The man nodded his head to another door along the wall. 'Theater' in purple neon hung over a black door. He did not take his eyes off his magazine for even a moment. 

"It's usually $10 to get in. But I'll let you check it out for free." He offered.

"Oh. Okay, thanks." Brent replied.

The man was again lost in the magazine he was reading. It was if no words were exchanged at all. James walked through the doorway.

He quickly found a seat. As his eyes adjusted to the low light, he realized that he was not alone in the dark theater. Toward the front, two men in separate rows sat fixated on the screen. To his right, several seats down, a middle aged man claimed the spot at the end. Behind him, in the back row, two figures were side by side, hidden in the shadows. 

James looked over to the man on his right. He was moving his hand in a familiar motion. James quickly realized that he was openly jacking off. 

Taking this as a positive sign, James pulled down his shorts, releasing his own erection. His cock was a little over 7 ½ inches long, thick, and smooth. He preferred shaving off all his pubic hair. Nothing beat the feeling of skin on skin, he felt. 

The man to his right leaned over and said something to James, but he could not hear it over the audio from the movie. James shrugged his shoulders and pointed at his ear, indicating that he could not hear him. The man moved down the aisle and took the seat next to him. He repeated his sentence. 

"Nice cock."

"Thanks." James mumbled, not sure what the normal course of action is in these kinds of situations. His best friend Brent was the only other guy he had ever done anything even remotely sexual with. Even then, they had known each other since childhood. Their current situation of meeting up to watch porn and jack off together had been a strictly hands off affair. 

James continued to stroke with the man's eyes glued to his cock. He tried to ignore him and watch the movie, but he could not help but feel the intangible warmth of the mans gaze. His erection was rock hard and precum leaked from the tip. He worked it into the shaft as he pumped. 

James looked over to the man's own rhythmic motion. In comparison, James looked huge. Not to say the man was small, his dick was roughly an inch shorter than James's. However, the girth of James's erection made it look much much bigger. Thick and hard, James stroked his engorged cock.

"Mmmm, it's so big." The man moaned.

James remained silent. He focused on the screen. He was afraid of what he might see if he made eye contact with the man. He found it funny that this is what it must like for Brent when jacking off with James. 

"Can I touch it?" The man suddenly asked.

James looked back at him. The man's eyes never left his crotch. The look on his face was one of hunger, his own cock leaking precum. James imagined that maybe this was what he had ultimately wanted the whole time. 

All those jack off sessions watching Brent stroke, fantasizing about it, wondering if it would ever go further. Now, here in this place, a stranger wants to cross that line, touch his cock, feel it's hardness and warmth. James moved his hand away and flexed. His cock stood at full attention. 

The man reached over and slid his palm over the underside. James closed his eyes and leaned his head back. The man's hands were warm and soft. Not as soft as a girl's hand, James thought, but soft enough. He opened his eyes and looked to the scene on the theater screen. The soft ass of a curvacious woman slid down to the base of a gleaming cock. Her juices coated the whole region leaving it shiny and wet looking. His balls bounced as she rode him.

The man gently wrapped his fingers around James's shaft and began stoking. His grip increased and so did his speed. James looked down and saw an good amount of precum leaking like never before. The clear sticky liquid rolled over the man's knuckles. 

"Can I suck it?" He asked.

"I don't know..." James mumbled

"I'm really good." The man pleaded

"I've never... really... done this before." James explained.

"Really?" He asked.

"Yeah."

"That's so hot." He moaned.

James did not reply.

The man stopped. James looked at him. The man smiled. 

"You want me to continue." He asked.

"Yeah."

"Tell me."

"What?" James asked.

"Tell me what you want me to do." He said. James looked at the man confused. He realized that what he was about to ask was harder to get out than he thought. 

"I want you to jack me off." He whispered.

The man looked at him silently, smiling softly.

"Jack me off, make me cum." James finally said.

The man resumed jacking him off slowly. James watched the man intently work his erection. Masterfully, the man applied just the right amount of pressure in the right places. He seemed to know exactly what James liked.

"Faster." James whispered.

The man quickened his pace. James felt the familiar sensation in his core. The warmth and tingling in his crotch increased. 

"Unh..." James groaned as he came hard on the back of the seat in front of him. Powerful bursts of thick cum splashed the black plastic, dripping into the floor into a puddle. Several ropes landed on his thigh. The man slowed his pace, squeezing on the upstroke, working it all out. James panted and melted into the seat. He was spent. 

He looked over to the man. He watched him lick the cum off his hand. He scooped up what landed on James's thigh, lubricated his own erection and began masturbating with it. James was amazed at the overt kinkiness of the man's actions. As he greased his hard cock with cum and brought himself to orgasm, James became aroused again.

Part 2. Voyeurs.

The hot spray of water washed over Brent's naked body. He wiped the steam from the small window and looked down at the pool. Only moments after stepping into the shower, he noticed the girls sunbathing in the backyard. Claire and Allison, James's sister and her college roommate took turns spreading suntan lotion on each others shoulders.

Earlier that morning he woke up to a surprise blowjob from Allison while Claire made out with him. The two apparently teamed up to ensure that they could take advantage of him as efficiently as possible with the least amount of struggle. Not that he would have put of a fight. In fact, he would have gladly participated in their little game if he only knew he was going to be a participant. 

Claire, out of the picture while away in college, arrived back in town the day before. James, nor Brent, had any idea that she would be spending her vacation back home. It was a nice surprise, at least to Brent, to see her again. His memory of the mousy sister to his best friend was replaced with the very sexy woman in the tiny black bikini that now dangled her feet into the pool. 

She was gorgeous. Her naturally blonde hair hung just past her shoulders. Her blue eyes sparkled with a constant playfulness that drove men wild. She had the body of a playmate. Tall, athletic, and toned. She was the definition of a hard-body.

Next to her, laying on a towel was Allison in an even smaller white bikini. Unlike Claire, she was very petite. At least a half a foot shorter, she would seem tiny if not for her large breasts. It was almost distracting how voluptuous she was. Her hourglass shape seemed almost constructed by the imagination of a teenage boy. Her dark hair, dark eyes, and mysterious history made her even more attractive. 

Together they could stop a stop a room full of men in their tracks without uttering a single word. Between these two beautiful women with amazingly fit bodies, was the ideal sexual partner, fulfilling the desires of most heterosexual men. Brent could hardly believe that he was lucky enough not only to be around them, but to have had an increasingly kinky, sudden, and secret sexual relationship with both.

Stranding under the hot shower, looking out of the window, Brent stroked his engorged 8 ½ inch penis. He slid his hand from the head down to the base fantasizing about being with both of them. He pictured Claire laying before him, legs spread, pussy wet, nipples hard, begging to be filled by his massive cock. 

He imagined Allison, sucking on his lips, her breasts pressing hard against him, her hands exploring his body. He pictured her bending over, arching her back and lifting her perfect ass in the air. He massaged his balls while filling his head with every dirty thought he could with these two goddesses as the inspiration. 

He groaned with pleasure. His eyes were closed. He felt like he was getting close to cumming. He was suddenly interrupted by a knock on the door. He was jolted back into reality.

"Hey, don't use all the hot water, k?" A girl's voice called out from behind the locked door. He looked out of the window and saw Allison laying there alone. It must Claire out there, he thought to himself. 

He quickly turned the knob, shutting off the water. He grabbed the towel hanging from the rack and wrapped it around his waist. Looking down, it was obvious he was hard. If Claire was indeed still standing in the doorway, she would get a show. 

He pulled the door open expecting Claire to be standing there in her little black bikini, a naughty smile on her face. He was disappointed to find an empty hallway. He looked left, right, he was indeed alone. He stepped into James's room and closed the door behind him. 

James pulled his bike into the driveway, leaned it against the wall by the front door, and quietly inserted his key into the lock. The smell of cooking bacon and scrambled eggs greeted him. He gently closed the door behind him and silently worked his way upstairs trying to remain unnoticed. 

He pushed his bedroom door open to find Brent standing at the window, back to the door, seemingly fixated on something outside. Having grown up with him, James could spot him in a crowd within seconds. At this moment however, Brent stood completely nude. 

A thin layer of moisture coated his body in some parts more than others. His hair was wet, droplets of water landed on his broad shoulders, a damp towel hung on the arm of James's bed frame. The scent of shampoo and body wash was thick in the air. James deducted that Brent must have just gotten out of the shower. Apparently, something outside distracted him before he could finish drying.

Though James had seen Brent in all states of undress over the years, especially lately now that their jack off sessions had become an almost daily event, never had he seemed so on display this morning. His strong legs, a result of a passion with track and field since freshman year, were planted firmly on the soft carpeted floor. His muscular ass tightened with every small thrust of his hips. His thin waist tapered up slightly to broad shoulders. Although he was faced away, James imagined the look of ecstasy that he was so familiar with seeing. 

He recognized the familiar rhythmic motion of his right arm, the soft, almost inaudible, grunts and moans escaping his lips. No doubt, Brent was masturbating. Whatever had his attention allowed James to enter the room completely undetected. He would have laughed if he was not so turned on by it. 

After studying Brent's physique for a few more moments, he snapped back into reality. He shut the door with enough force to announce his arrival but still seem natural. Startled, Brent spun around, his thick penis stood at full attention, his hand still wrapped around it. The look on Brent's face was priceless and James could not help but to laugh.

"What's up?" James smiled as he tossed his sweater on the bed. He casually made his way next to Brent to the to see the attraction out of the window. 

"Fuck man! You scared the hell outta me." Brent let go of his erection allowing it to slap his abs with some force. He wiped his face with his hands, feeling the moisture from the recent shower still fresh on his skin. He brushed the wet hair from his forehead and looked at James. "I didn't even hear you come in."

"Sorry bro. You didn't lock the door, I didn't think I'd walk in on you beating your meat the first thing in the morning." James laughed. 

"Dude, look out there. You'll see..." Brent said motioning out of the window. Noting the hardness that seemed to petrify the magnificent specimen of manhood jutting from Brent's crotch, James knew he was in for a treat. Indeed he was. 

James's mother always prided herself on her house. Most importantly, her yard. Immaculately groomed, perfectly planned, every leaf, every blade of grass seemed placed by hand. The backyard was no exception. The crown jewel was the pool. At this moment, all of the effort seemed worth it in order to frame the perfect figures of Claire and Allison laying by the cool blue water.

Growing up, Brent was used to being around Claire. James was his best friend and naturally Claire found her way in the picture every so often. She was older than them, but always had a good sense of humor about things. He actually liked her, unlike most of the sisters of his other friends. 

Though they never hung out exclusively, they shared a love for books and often found themselves in deep conversations about the plight of one protagonist or another when he came over. As he grew up, he realized that she was actually very pretty behind the glasses and frumpy clothes. However, as his best friend's sister, he dismissed her as nothing more. 

Now however, she had blossomed into a knockout. The glasses were gone, replaced by contacts. The frumpy outfits tossed in favor of more flattering attire. Her skinny frame was now complimented by curvy hips, bubble butt, and full breasts. Apparently college provided her with the right atmosphere to loosen up. It seemed that she was now well aware of how attractive she was and found nothing wrong with a little advertising.

Allison, on the other hand was still a bit of a question mark. He knew that she was Claire's roommate from college. They had become close over their time together and considered each other best friends. She grew up not far from them and actually knew some of the same people. Other than that, she was a blank slate. 

Claire and Allison sunbathed by the pool. The girls compared tan lines, seemingly oblivious to their secret audience. Before long, they both had their tops off, and spread suntan lotion over the previously unexposed parts of their body. 

"Seriously?" James gasped.

"I know, right?" Brent added.

Side by side the guys stood at the window and looked down at them. James wore shorts and a tee shirt, Brent was completely nude. He intently stroked his cock. 

"So where'd you go this morning? You weren't here when I got up." Brent asked without looking away from the window.

"Oh man, I woke up to use the bathroom and couldn't fall back asleep." James replied.

"And?"

"So I was laying in bed and I started thinking about what you told me yesterday. You know, about the adult bookstore?"

"Yeah?"

"Yeah."

Brent paused.

"You went there huh?" Brent laughed. "Dude, you are so predictable." He playfully punched James in the arm with his free hand.

"Dude, I was horny! I had to see it for myself." James laughed.

"So, how did it go?" Brent asked.

"I went there pretty early. It was dead. Nobody in the store part, nobody in the arcade."

"Oh man, that sucks. What did you do then, leave?"

"Nope. The guy at the register let me check out the theater for free."

"I didn't know they even had a theater."

"Yeah. It was small, but the movie was good."

"Awesome. God, look at her. So perfect." Brent said. Claire had turned over. His rhythm had sped up in direct correlation to his level of arousal.

"She has a perfect fucking body." James added.

Brent was not sure if he was talking about his sister or Allison. Either way, it turned him on sharing this moment with his best friend.

They silently watched for a while. Brent continued jacking off while James observed. His attention shifted between Brent's large cock and the girls by the pool.

"Dude, so in the theater..." James continued.

"Yeah?"

"I was jacking off when this guy sat next to me."

"And?"

"He was just, like, watching me." James was studying Brent's dick at that moment. He looked up and caught Brent looking at him. He could just barely see a smirk on his face.

"So, a guy watched you jack off. We jack off together all the time. Big deal."

"Well, he asked me if he could touch it."

"You let him?"

"Yeah." James was embarrassed. He was afraid that Brent might see James in a different light if he knew the truth.

"He jacked you off?" Brent asked.

"Yeah." He admitted.




The Jack Off Sessions Ch. 03



Brent continued to pump his hand along the length of his cock. James noticed how much harder it looked. Though Brent was usually very hard when he jacked off, only when he was very very horny did every fiber become completely engorged. It seeming like it was carved out of solid wood. A glisten at the tip indicated the forming of precum, a sure sign that Brent was extremely horny. 

"How was it?" Brent asked looking out of the window at Allison by the pool. By this time Claire had disappeared again into the house.

"Pretty good actually. This guy, I guess like all guys, knew how to handle one. It was pretty intense. Better than any handjob I've ever gotten from a girl, that's for sure."

"He make you cum?"

"Yeah."

"Where'd you do it?"

"Dude, I came so hard. Most of it hit the back of the seat and floor in front of me. Some got on my leg. Good thing I was wearing shorts. Check this out though. After I was done, this guy, this complete stranger, used my cum to lube himself up."

"Whoa, really?" Brent turned to look at James. 

"Yeah man, he used my cum as lube."

"Wow."

"Yeah. He had some on his hand already, but he used the rest that landed on my thigh."

"Mmmmm" Brent groaned. James was not sure it was from the stuff he was telling him, or if it was from the scene at the pool. Allison was now laying on her back, her perfect breasts fully exposed. Coated with suntan lotion, they looked plump and juicy.

"How did he do it? I mean, did he just like reach over and grab it." Brent inquired.

"No, he asked if he could touch it. The next thing you know, he's stroking by dick."

"Did he play with your balls too?"

James paused for a second and looked at Brent. It was obvious that he was getting off on this story. Though he was looking out of the window at Allison, he was paying very close attention to what James was telling him.

"Yeah." James lied. "He slid his hand to the base of my cock and squeezed. I was precumming like crazy. He cupped my balls, and tugged it gently. Yeah, like that." Brent was using his free hand to fondle his own balls. 

"I was hard as fuck too like you right now." James could tell he was getting close. Having spent so much time with Brent lately in their jack off sessions, all the familiar signs were obvious to him. "I fucking exploded! I came so hard."

Brent grunted and jets of cum spurted from his massive organ. He threw his head back, and groaned as pulsing streams of thick sticky seed splash onto the window. James felt his own erection grow watching Brent's uncontrollable orgasm overtake him. He continued to milk his thick penis even after the intensity subsided. He finally came to his senses.

"Man. You must have been saving up." James said, noting the mess Brent made on the window, sill, and wall directly beneath it. Cum was dripping down to the carpet. 

"Oh man, sorry. I couldn't help it."

"No biggie dude. Get dressed, I'll clean this up."

As Brent pulled on his shirt, James tossed the last cum soaked wadded ball of kleenex into the trash. He made a mental note to take out the garbage later. A sudden knock on the door startled them. James opened it to reveal Claire.

"Breakfast." She smiled. 

They guys made their way to the kitchen where the smell of breakfast filled the air. Allison sat at the kitchen table. Her white bikini, though small, was back in place. The fleshy mounds of her large breasts were barely contained beneath the thin material. Her hard nipples were just visible beneath. She talked causally with Claire who was busy at the counter top wearing an oversized tee shirt that ended just below her ass cheeks and left one shoulder bare.

Brent did not see a bikini strap where it should be. Further visual investigation revealed her bare nipples under the fabric. Though he had already cum twice this morning, he felt his penis thickening with excitement.

"Morning." James greeted them as he sat down.

"Smells amazing." Brent added. Claire smiled at him over her shoulder. 

"Claire and I cook all the time now. Living on our own, we don't have much choice." Allison said. She held a mug of coffee with both hands, her breasts pressed together forming an amazing amount of cleavage. The guys tried not to be so obvious while checking her out, pretty unsuccessfully. 

They were seated at the circular table. Claire brought them plates stacked with eggs, bacon, toast, and hash browns. Brent got up to help with the drinks. 

"You don't have to, I don't mind." She said watching Brent standing at the open refrigerator reaching for the orange juice.

"It's the least I can do." He replied pulling out a jug. "Who wants juice?"

The unanimous request resulted in four glasses of O.J. She smiled at him and brought the rest of the food to the table.

Over breakfast they talked about a variety of subjects. The girls filled them in on the elements of college life they left out the day before. Brent and James outlined the different activities they have been participating in and out of school, carefully excluding their daily jack off sessions. They talked about movies, books, television, and music. Before long their plates were clean and their glasses empty.

"Well, we'd better get ready." Claire finally sighed.

"What are you guys doing today?" Brent asked.

"Mmm... a little shopping. Maybe get a facial." Claire locked eyes with Brent then quickly looked away.

"My aunt told me about this amazing spa not to far from here. It's been ages since I had a pedicure." Allison added.

"I'm gonna get the deluxe." Claire smiled.

"What's in the deluxe?" Brent asked.

"I dunno, everything? I want it all." She winked at him and squeezed his leg under the table. He looked at James expecting him to notice, but he was too mesmerized by Allison.

"What do you guys have going on?"Allison asked as adjusted her bikini strap. Her breasts gently bounced. James could not look away if he tried. 

"I have a bunch of chores to at home. Mow the lawn, laundry, that kinda stuff." Brent said. He saw a brief look of disappointment in Claire's face. "I'll be back though, later."

"Hey, would you guys mind taking care of the dishes? We should really be getting ready." Claire asked as she stood up. Walking behind James and facing away, she reached overhead stretching. Her tee shirt lifted just enough for Brent to see she that was not wearing bikini bottoms at all. Her ass was bare, perfect and with just enough juggle. She casually lowered her arms, dropping her shirt back in place covering all her naughty bits. She smiled at Brent over her shoulder.

"Yeah sure. I'll stick around to help." Brent said, now willing to agree with anything she asked.

"You're such a sweetie." She said.

"You girls have fun." James added, watching Allison follow Claire down the hallway.

After the girls left the room, the guys brought the dishes to the sink and stacked them under the running water. 

"Holy shit, Allison's tits." James whispered.

"Huge! Those have got to be at least D cups, for sure."

"Crazy cleavage. She is so fucking hot." "Dude, don't take this the wrong way, but so is your sister."

"Yeah yeah, she's playmate hot. I know. Shut up."

"Having these girls around is like a waking wet dream. Constant eye candy. I think I'm going to move in here." Brent joked

"Seriously."

Part 3. Friends & Neighbors

Later.

While pushing the lawnmower across his yard, he saw his neighbor Jennie pulling a sudsy sponge across the hood of her mother's car. Though they had lived next door to each since grade school, they did not hang out. Their Social circles did not overlap much these days. 

It was very different when they were kids. They used to play together all the time. Unfortunately, over the years they found new friends, new hobbies, and their lives became separate. Regardless, he was still fond of her.

While working on the lawn, he would look in her direction every so often. She was pretty, but very much a tomboy. Her brown hair was cut short into a bob and her clothes were more for comfort than looks. 

More often than not, he saw her in her soccer outfit, kicking a ball in her yard. At school she could be often found in the soccer field practicing with her teammates. Seeing her in cut off shorts and a tee shirt seemed odd for some funny reason. It like she was a soldier out of uniform. 

He waved, she waved back.

Brent continued to mow the lawn according to his parent's specifications, making sure not to leave any spot untouched. The hot sun overhead beat down on him, made him sweat, and gave him a light head. His mind swam with the events of the past few weeks.

Brent's lifelong friendship with James had recently evolved into something new. For years they had been sharing porn with each other. Magazines here and there, movies, and the like. However, during one such recent event, circumstances lead to them to watch a porno movie together. That afternoon resulted in them openly masturbating in front of each other for the first time. 

He imagined that to some people, what they were doing was taboo. The mere idea of two guys jacking off together was something that would confuse people, make them speculate about the status of their friendship. He knew that James would never betray him by telling anyone. That did not concern him. What did however, was his growing sexual appetite. 

Their forbidden, almost daily, meetings masturbating together seemed to only intensify his desires. His once a day jack off sessions had become a four or five times a day affair. He wondered if this increased drive was due to puberty, or possibly something else. 

He liked the freedom he felt while sharing something so intimate with someone without an ounce of self consciousness. They fantasized about the same women, watched the same porn, and both had a seemingly unending need to get off. He felt surprisingly comfortable being around him, doing these things. 

In their youth they skinny dipped in James's pool from time to time, changed in front of each other, showered in the locker room next to each other. Seeing each other naked did not seem strange in the least. However, seeing each other nude and aroused, hard and jacking off, was definitely new. 

Their meetings almost always began with watching a porno together until they were both horny. They would then strip off all their clothes and take a seat next to each other. They both liked using lube when masturbating and always shared the bottle they had on hand. Though they never touched each other, the intimacy was palpable. 

Brent imagined looking down at themselves during one of their jack off sessions. Together on the couch they sat nude, side by side. His hand slid up and down the length of his well lubricated cock. 

Looking over, he saw James watching him, stroking his own greased member. Brent often caught James studying him. His eyes glued on Brent as he worked up a big load of cum. He imagined that it turned James on watching Brent as much as it did the other way around. 

Purely innocent youthful experimentation, he chuckled to himself.

Brent shut off the mower and peeled off his shirt. He was hot, sweating and thirsty. His growing erection seemed to be testing the elasticity of his underwear. He wiped the sweat from his forehead.

"Hey Brent" Jennie called over the short fence dividing their yards.

"Hey Jennie." Brent replied. The car was clean as can be. Her shirt was wet, but so loose that it showed nothing. Brent's imagination filled in the blanks. 

"Thirsty? I made some fresh lemonade earlier if you want some." She said walking over to him. Her baggy cutoff shorts dripping water from the fringe. They met in the middle, by the fence. 

"Fresh lemonade? I haven't had fresh lemonade in years." He said leaning on the fence, wiping the sweat from his body with his wadded shirt.

"We have a lemon tree in the backyard so we gotta find a way to use them." Jennie added. Her eyes wandered down his bare torso. He suddenly felt self conscious. "I really like lemonade too, so..." She rambled.

Her eager eyes sparkled at him. Her fresh complexion and soft hair that fell over an eye made her look so young. Though she was roughly his age, she made him feel much older. He wasn't sure if it was her nervous demeanor, her youthful exuberance, or the tomboy image that she just seemed unable to outgrow. 

He saw something attractive in her. The look on her face, the secrets in her eyes, told him to agree with whatever she offered.

"Yeah, sure." He managed to say as casually as possible. 

Her smile grew big before she realized how transparent her feelings must seem. 

"Alright, um. Wait here." She spun around and walked away.

Brent pulled on his shirt and watched her make her way into her house. He looked her over from behind. It was a shame, he thought, that she seemed to always find the most unflattering clothes to wear. Her shorts were baggy and her shirt was too big for her petite frame. If he did not know better, she could have been any anonymous teen in his neighborhood. He understood the need for comfort, but in her case, it was almost as if she actively avoided looking like a girl. 

She reemerged with two glasses of cold lemonade. He walked over to her porch and accepted the glass from her. They sat on the porch together sipping their drinks. 

"Mmmm. Delicious." He said after finishing a large gulp. "I was so thirsty, thanks."

"No problem. We've had so many lemons this year, I've been making more lemonade lately than we can drink. I'm glad there's someone else who likes it."

"I love it."

"Good. You know where to get some if you ever want any." She smiled.

They sat quietly on the porch, enjoying the afternoon. He took another sip, finished the glass, sat it down and leaned back on his hands. He closed his eyes. The smell of freshly cut grass still hung in the air. Birds chirped in the distance. A warm breeze washed over him. 

"It's so hot out here." He breathed.

"Yeah. It's been superhot lately."

He opened his eyes and looked over at her. She was was watching him biting her bottom lip.

"You want another?" She blurted, gesturing to his empty glass.

"Uh, sure."

"You can come in if you want." She said getting up. "We have A/C." She added in a sing-song voice.

He smiled. She reached out her hand and helped him up. He followed her inside.

The house was cool, almost chilly. He sat at the kitchen counter. She poured two more glasses of lemonade from a glass pitcher and carried them over. She sat next to him. They sipped their lemonade as he looked around.

"Man, it's been years since I've been in your house." He said. 

"Yeah, since like grade school." She added. 

"It still feels pretty familiar."

"Yeah, mom doesn't like change." 

"So... do you still have that big creepy dollhouse in your room?" He asked after a sip.

"Hey, my dollhouse was not creepy!" She gasped.

"I remember it being kinda creepy."

"It was a dollhouse. For my dolls! Besides, It's not like I'm not a kid anymore."

"So, no more creepy dollhouse?" "No dollhouse, and it's not creepy. Never was!" "Where is it then?"

"I dunno, the garage or something."

"Mmm Hmm." He rolled his eyes smiling. "What?" She asked.

"I bet that dollhouse is in your room right now." He said playfully.

"No it's not." She replied pretending to be offended. Her smile gave her true feelings away.

"I bet your room is still pink too." He accused.

She gasped and bumped shoulders with him. He caught a whiff of her shampoo when she got close. It smelled wonderful.

"My room doesn't look anything like it did when we were kids, as a matter of fact." She clarified.

He looked at her. Smiled. She looked so cute trying to defend her childhood taste while insisting she was no longer a kid. She saw a playfulness in him that she had not seen for years. His smile grew. He set down his glass.

"What?" She asked suspiciously. 

"Be right back." He suddenly hopped off the stool onto his feet and ran toward the staircase.

"Hey!" She called out as he climbed the stairs two at a time. She ran after him.

He lept over the top step and made a left toward her room. He was surprised he still remembered where it was. 

"Wait!" She begged as she ran up the stairs trying to catch up.

He pushed open her bedroom door.

It was in fact not pink any longer. At some point over the years it was painted white. Posters of various actors and musicians decorated the walls. In the place where he recalled her dollhouse being, there was a desk with a laptop. Though it seemed like she was telling the truth that she outgrew such things, her bed was still littered with pillows and stuffed animals. 

He heard footsteps behind him. They were approaching quick. Before he could turn around he felt the weight of Jennie's body ram into his. He stumbled into her room and fell onto her bed face first. He was swallowed by a pile of teddy bears.

"Oh shit!" Brent exclaimed while trying to dig himself out of the plush animals.

He spun around to see Jennie scramble around her room picking up dirty laundry and tossing them in the hamper in her closet. He rested on his elbows watching her. He could not help but to softly laugh.

Finished, she turned to face him. The anger on her face quickly melted. A smile began to form.

"Who said you could go into my room?" She mocked anger, walked to him slowly as if to seem more menacing. To him, she looked like a kid trying to look tough."

"I wasn't in your room. I was in your doorway, you pushed me in." He smiled.

She stood at the foot of the bed looking down at him. It seemed she was at a loss for words realizing Brent was in her bed.

"Now, you say you're all grown up, but look at all these stuffed animals." He threw a small teddy bear at her. It bounced off her chest and landed on the floor. She gasped. She picked up the toy and held it almost tenderly.

Her eyes narrowed. For a moment he worried that he might have overstepped his bounds. Maybe she has some sort of sentimental connection to these toys. She threw the teddy bear at his face and leapt onto the bed. He flinched at the furry projectile. She had him pinned before he could defend himself. He knew that it would take very little effort to toss her aside, but he played the victim out of curiosity where this would go. 

"If I recall correctly, when you were a kid... you were ticklish!" She laughed as she dived onto him, her hands finding his armpits, neck, sides. He laughed and squirmed under her. Though he was unable to control his reaction to her tickle attack, he could not help but to enjoy the feel of her weight on him. 

During the struggle her body slid down his, her strong legs squeezed around his hips. Her hair swung in her face and she was laughing. All of the physical contact between them aroused him. He felt himself get harder by the moment. He genuinely tried to wiggle free from her but failed. He only managed to push her into a sitting position, her crotch tightly pressing against his.

He saw a look of shock momentarily cross her face. He concluded that at that very moment, she felt his erection under her, between her legs. This pause was his chance to turn the tables. He caught her wrists mid air and flipped her on her back. With her arms over her head, she was defenseless. 

"Okay, okay. No more tickling." He laughed. He looked down at her. Her shirt had ridden up on her body. Her bare torso was toned and tanned. Her breasts caught the cotton fabric from riding up all the way. This was the first time he saw her as anything but the girl next door. He let go of her wrists and held his hands up in a gesture of peace. He rolled off and laid next to her catching his breath. His erection was now fully engorged. He was afraid to look down to see for himself, because he knew how obvious it was. He closed his eyes and tried to will it away. 




The Jack Off Sessions Ch. 03



"Ech, I'm all sticky and gross right now. I really should get off your bed." He said. 

She propped herself on one arm and looked at him.

"You don't look gross." She replied softly.

"I probably stink." He sat up pulling the shirt away from his chest.

"I like the way you smell."

"Yeah, say that to me when you're close enough to actually smell me." He could feel the dampness of his shirt sticking to his body.

She sat up and leaned into him. She inhaled deeply. Again, he caught the scent of her shampoo.

"Mmm... maybe it's your shirt." 

"My shirt?"

"Yeah, take it off."

He paused and looked at her. Her expression was blank, clinical. He did not sense a hint of playfulness in her voice. She seemed sincere that it was in fact his shirt that smelled, not him. 

"Okay." He took off his shirt almost absentmindedly. It was as if he was outside his body watching from a distance. It crossed his mind that this was anything but innocent, but he wanted to see where she was taking this.

She leaned into him again, her face next to his. Her hair brushed his shoulder. She inhaled deeply. She repositioned her nose to his neck. She inhaled deeply again. He liked the way it felt with face buried in his neck. 

She kissed gently him just under his ear.

"Mmmm..." Escaped his lips. Taking it as a good sign, she kissed his neck more passionately this time. More lips, a little tongue, and some suction.

"What are you doing?" He whispered.

He felt Jennie's leg slide over his. She positioned herself on top of him. Her shorts were gone. White cotton panties peeked out beneath her shirt. She pressed down onto him. He groaned when he felt the pressure on his throbbing hard on. 

He was confused, but even more aroused. Her head was tilted back. Her hips grinded into him. He could feel the moisture of her pussy through her panties. His hands grasped her waist and guided her along his thick shaft. They continued this rhythm for a few moments.

She finally lowered her head and kissed him full on the lips. He could hear her whimper into his mouth and tasted a hint of lemonade. The desperation and horniness aroused him. His hands slid up her body, finding her breasts under her shirt. He was surprised to find ample mounds hidden under her top, much more than than a handful. Her nipples were hard. Her eyes locked onto his and she pulled her shirt off and tossed it to the pile with his. 

She shifted herself down to his thighs and tugged on the elastic waistband of his shorts. He lifted his ass to allow her to pull them off. His hard cock stood at attention.

"Wow Brent." She said looking down at his erection. "Your dick is fucking huge!" She gasped.

"Thanks." He mumbled. He would not have, in a million years, imagined hearing those words come out of that mouth. He flexed, making it harder. She slid her hand from his smooth balls, up the thick shaft, and caressed the head. 

"Ooh, you are so fine Brent." She smiled. Looking him in the eyes, she moved back into position over him. Her crotch found it's place pressed against his.

She looked down at his nude body under hers. His hard abs flexed as he pumped his hips, matching her rhythm. The length of his hard erection slid between the lips of her wet pussy, with only her panties as a barrier. Her throbbing clit felt the friction as if it was amplified. His hands were on her hips, hers explored his body. 

She often fantasized about him. She saw him almost daily, but never said much more than a "hello." It drove her crazy. Over the years, she thought about being with him, kissing his lips, seeing him nude, having sex with him. 

The time she spent as his neighbor growing apart, she wished that they had remained close friends all along. She supposed he never quite understood her attraction to him, maybe he just never caught on to the signals she gave him. 'Sometimes boys can be so stupid,' she thought to herself.

His hands slid back to her sexy ass and squeezed. He pulled her down hard on him, making full contact between his hard shaft and her wet pussy. The thin fabric preventing grinding from becoming sex.

She increased the speed in which she grinded on him. He studied her body. She was thin and her bouncing breasts looked big on her thin frame. She was definitely an athlete. Her body was toned, her tummy was flat, her thighs were muscular but feminine. He could not have imagined what a hottie she was behind all the tomboy baseball caps and unflattering clothes. Her face had a look of ecstasy and hunger that mesmerized him. 

Her movements became faster, she was moaning with more passion. The moisture from her pussy lubricated his throbbing cock as if there was direct contact. He pulled her close, kissed her, and pumped his hips faster, harder. His strong arms held her against him. Her soft breasts against his hard chest felt so good.

"Oh god, oh god. I'm gonna, I'm gonna..." She moaned. A warmth tingled over her body as she climaxed. She felt the muscles in her pussy pulsing against his large cock. Wave after wave washed over her. Her mind swam in an ocean of pleasure. She locked her lips with his and kissed him hard. 

This pushed him over the edge. He grunted and came with an intensity he had not felt before. Their bodies slid past each other as he shot load after load between them. They kissed deeply. Pressed tight together, his cum lubricated their bare torsos. They eventually slowed their pace until she was laying on top of him panting.

For a moment his mind raced. 'Holy shit, did that just happen? My tomboy neighbor Jennie is a sexpot. Somehow a conversation over lemonade turned into an epic makeout session. Here I am, a nearly naked Jennie laying on me, my cum gluing us together.'

He ran his fingers down her bare back, over her ass and up again. She slowly pulled herself into a sitting positon. She had a dreamy expression on her face. She looked down at her nude torso she saw it coated with his cum. There was an awfully lot of it she thought. Her bare breasts and flat tummy glistened with the thick liquid. She gazed at him and bit her lip. Her dreamy look turned into a worried one. 

"Mmm... that was unexpected." He said, sliding his hands up her sticky cum coated body. He liked the feeling of her soft breasts and hard nipples covered in his seed. She looked like an oiled goddess, he thought.

Just as he was beginning to lull into a post-coital slumber, she suddenly climbed off of him.

"Sorry. I gotta... go... to the bathroom." She hopped off the bed and disappeared through her door. He sat up silently listening. He heard the shower turn on. 

He got off the bed and stood in front of her vanity mirror. His body was drenched in cum and sweat. He sighed. After wiping most of the mess off with his tee shirt, he made his way out of her room. He knocked on the bathroom door.

"Jennie?" He called out nude from the hallway. He tried the handle and found it locked. He knocked to no answer. 'Weird,' he thought to himself. 

He sat on her bed for a few moments waiting for her to emerge. She did not. Back in her room, he pulled on his shorts and stuffed his shirt into a pocket. He made his way to the bathroom and knocked again. No answer.

"Hey Jennie, I don't know if you can hear me but I gotta go home. So... uh... if you need me..." He trailed off. His mind scrambled. Maybe she realized that she just made a big mistake. Maybe she's just too embarrassed to see me right now. What exactly just happened in there?

He waited a moment for a reply. There was none. With his mind a daze, he walked out of her house and back to his. He started the shower. He needed to clean up.



The Jack Off Sessions Ch. 04



Part 1. The Aftermath.

Jennie looked at her cum covered body in the reflection of the bathroom mirror. She studied the way thick globs of the white fluid slid between her breasts and down her bare torso. Standing in nothing but her white cotton panties, she could not believe her appearance. "I look wild," she thought. 

Her normally neatly styled brunette hair was now tousled, her cheeks were flush, her nipples were hard and she had the wet sheen not unlike being covered in an excess of tanning oil. Except, this was not oil. The slippery lubrication that coated her body was the hot cum of her longtime crush.

Though she had made out with guys before on a handful of occasions, never had she gone this far. She recalled the boyfriends that she allowed to suck on her breasts, finger her pussy, or grind their crotch between her legs through a barrier of clothes. The only orgasms during these rare events were all one sided, never hers. 

She was never allowed the satisfaction of grinding with a guy until she came herself. Never had a guy slide his hot rigid shaft between her legs with nothing more than the thin fabric of her flimsy panties preventing penetration. Never had she felt a guy shoot cum all over her, the thick, hot liquid lubricating their bodies as they slid past each other, tongues intertwined, moaning into each others mouths with lust. 

"Oh God," she thought, "Brent's cock is so big, hard and thick." Knowing him all these years, she had no idea what it would be like to be with him. Though she often fantasized about it, masturbated to the image of them together, watched him in the hallways at school from a distance, and talked about him to her friends often, she never thought anything would happen between them.

She thought about the way he looked under her, the look in his eyes as she grinded him with her throbbing pussy, feeling his hard dick between her thighs. It felt so good to cum. So, so good to feel the pressure build, and build, then finally release like a tidal wave through her body. 

Feeling the heat between her legs intensify at the thought of what happened between them, she hooked her thumbs into her panties and quickly wiggled out of them. "You are such a nympho!" She giggled to herself.

She slid her hands over her breasts, spreading the hot cum into her flesh. Her hard nipples were sensitive under the pressure of her palms as a moan escaped her lips. More than a handful, her ex boyfriends all loved them. On more than one occasion, several suggested showing them off more. The would say things like, "Wear a tight top," "Show some of that awesome cleavage," "Let them breath sometime, babe." She was too self conscious to do any of these things. 

Her sudden growth spurt not too long back brought about a lot of changes to her body, specifically a physique that looked more mature than she was comfortable with. This included breasts that seemed to be getting bigger as the weeks went on, often to the surprise of the handful of boys she made the mistake of getting involved with.

Normally she would do her best to hide her body. Stuffing her breasts in a sports bra, wearing baggy shorts, keeping her hair neat and manageable. Her look reflected practicality over the overt attempt to look desirable, unlike most girls her age. But, in this light, in this empty bathroom, cum coating her naked body, her hands squeezing her swollen chest, her shaved pussy moist with arousal, she revelled in her sexiness. She looked good, she thought. 

"You are one hot bitch." She moaned as her hands lowered to her throbbing pussy.

Part 2. Poolside.

Brent floated on the surface of the pool in the inflatable plastic chair, his hands and feet dangled into the cool water. Behind his closed eyes he replayed the confusing events that took place earlier that day. 

He had made out with his neighbor Jennie. He pictured the dreamy look on her face as they kissed, the taste of her lips, the feel of her hips rhythmically pressing against him. The curve of her ass under his hands, her soft breasts against his bare chest, the whole surprising afternoon stirred arousal in him as every moment played and replayed in his head. 

"Dude, what's on your mind?" James asked, smirking. He was looking over the rim of his sunglasses gesturing towards Brent's swimming shorts. Lowering his eyes, Brent saw the obvious tent his erection made. He laughed. 

"Man, I gotta tell you something. It's a secret though. So, you gotta promise to keep it that way." Brent said rearranging his shorts to hide his erection. This did not embarrass him in the least. Given the nature of their friendship, Brent felt fully comfortable around James, no matter what the circumstance.

"Lips sealed." James said making a motion as if to zip his mouth shut. He pushed his sunglasses up his forehead and focused his attention on Brent. He was floating nearby on an identical inflatable plastic chair.

"You know Jennie, my neighbor?" Brent asked, already knowing the answer.

"Jennie Connor, cute, brunette, lives right next door to you. What about her?" James replied in one breath.

Years prior, when they were kids and puberty was far in the horizon, James, Brent, Jennie, and a handful of other neighborhood children often played together. Whether it was riding their bikes in the streets of their suburban hamlet, exploring the woods on the outskirts of town, or playing video games in each others homes, they were all friends, and often spent hours in each others company almost on a daily basis. As the years passed however, some moved away, others found new friends, a few became preoccupied with personal interests. The large group became several small groups, in some cases just individuals trying to find their own way. Brent and James became closer, and hung out almost exclusively. Jennie, always a tomboy, found an interest in sports and friends in her teammates. 

"Right. Well... we made out earlier today." Brent said quickly, almost blurting it out. He almost gave into changing the subject completely, thinking that maybe this was something he needed to figure out on his own before telling anyone else. But, this was James after all. His best friend since childhood. They knew each other better than anyone else. If he had not told him, James would have figured out something was up sooner or later. So, he decided to be up front and tell James everything. Maybe this way, they could make sense of the situation together.

Before James could reply, he looked up to see his sister Claire and her roommate from college, Allison, shutting the fence gate behind them. They walked across the backyard from the side of the house toward the pool. Holding shopping bags in each hand, they had obviously come back from a shopping trip.

"I'm glad you're home, I forgot my key." Claire announced as she approached the edge of the pool. 

"Hey guys." Allison greeted them with a smile. 

"Hey Brent." Claire said, giggling. The way she was looking at him made him feel self conscious. He brushed sweat from his brow. 

"Shopping?" He managed to ask, gesturing toward their bags with a nod.

"Yeah, some supplies for the dorm, some clothes. Stuff like that." Claire smiled as she placing the bags on the pebbled surface bordering the pool. She bent her knees and leaned over, dragging her fingertips over the cool surface of the water.

She wore black shorts and a tight pink cotton tee shirt with a faded white crest of some sort across the front. Her blonde hair was pushed away from her forehead by white framed sunglasses that acted as a makeshift headband. Though her outfit was relatively tame, she made it very sexy. She was athletic and very fit, but had curves in all the right places. 

Her blue eyes seemed to shimmer as she looked down at Brent. Her lips looked wet and juicy. The way she leaned over at the edge of the pool seemed to Brent as an offering, presenting herself to him. If only he had the guts to reach out to her. She almost pushed Jennie from his mind completely. Almost. 

"You guys gonna be out here much longer?" She asked looking deep in his eyes, a slight grin on her face. 

Brent nervously broke eye contact, looked at James, who looked back at him.

"Yeah, probably. What's up?" James answered looking back toward the girls. 

"We were thinking about having a barbecue later on. You guys getting hungry?" Allison asked. She wore a form fitting short-sleeved plaid button up shirt and khaki shorts. The top buttons of her shirt were undone, revealing a white low cut tank top which sadly hid what would have been considerable cleavage. 

Her body seemed barely contained by the fabric of her clothes. Her curves were almost extreme on her tiny frame. Shorter than Claire, she was very petite and very voluptuous. The delicate features of her face were betrayed by the overt sexiness of her body. The buttons of her shirt visibly strained to stay closed. 

Standing next to Claire, the two, with their toned bare legs, thin waists, full breasts, and gorgeous faces, seemed like every teenage boy's fantasy, which, to Brent and James, was exactly what it was. 

"Yeah, that sounds awesome." James finally replied, stretching on the floating chair. Though Brent was self conscious, James had no shame. He arched his back as he stretched, tensing and releasing the muscles of his body before settling back into the chair. He was noticeably hard and made no attempt to hide it.

"You need any help?" Brent asked the girls, trying to detract from James's obvious display of arousal. 

"I think we got it. We'll get things set up." Claire said, as if not recognizing James's obvious hard on. She straightened up and picked up her bags. The two girls made their way to the back of the house in silence. Stunned silence, Brent imagined. 

"Smooooth." Brent laughed splashing James with water. 

"Dude, Allison is so fucking hot. It would be rude not to show my appreciation." He joked.

"You have no self control, man. Did you even realize your sister was standing right there next to her?" Brent asked.

Not responding, James pushed his sunglasses back down over his eyes and floated in silence.

"So, tell me about what happened between you and Jennie." James finally said after a moment. 

Part 3. The Secret Lives of Claire and Allison

As Claire pulled items out of the refrigerator and placed them on the counter, Allison stood at the sliding glass door looking at the boys by the pool. 

"Your brother..." Allison breathed, almost to herself. 

"I know right?" Claire replied

"I have a thought." Allison turned from the glass toward Claire.

"Oh yeah?" Claire was bent at the waist into the fridge.

"It's so bad,.. but hear me out."

"Alright."

"So,.. you know how you said you watched them jacking off in the basement?"

"Mmm Hmm." Now smiling, Claire closed the refrigerator doors and leaned back on them crossing her arms. 

The night Claire watched Brent and James jack off together, she found the clearing in the basement while looking for her High School yearbook. She was not sure what she had found at first, but the stack of porno magazines and DVD cases in the box next to the couch made it all too clear. She realized that this was the area her brother used to jack off in privacy. 

It was isolated, out of the way, and relatively secluded. Her parents rarely went down to the basement. If they did, it was usually to add more boxes to storage rather than to dig anything out. If they did need anything, they usually sent James down to get it. If, for some reason, they did make a trip to the basement, odds are they would not have tried to explore the labyrinth of stacked boxes that eventually lead to the clearing with the couch and television: James's jackoff sanctuary.

What she didn't anticipate was that James shared this activity with anyone. Though, if he did, it would only make sense that he would do so with his best friend, Brent. Still, most of the guys she had been involved with treated masturbation as a private act. Only in the rarest of cases had she been involved with a guy that liked company while doing it, which usually involved her participation. 

Until that point, she had not thought of her brother as a sexual creature. She had always thought of him as just her little brother, the kid that grew up alongside her; dorky and awkward. Now, however, she saw him in a whole new light. He was a young man, with lean muscles where there were none before, a handsomeness that reminded her of a younger version of her father. He had grown several inches since she last saw him, his baby fat burned off leaving chiseled features, and a quirky appeal that, on anyone else, she might be attracted to.

Of course, the most impressive feature that she had never noticed on her baby brother before was his nude body. Watching him from behind a wall of boxes, she saw him in the nude for the first time since they were toddlers. To her surprise, he was smooth shaven. This youthful hairless appearance was betrayed by his engorged cock. Thick and long, it's size was enhanced by the smooth surroundings. This was not the first time she had seen a guy shave his pubic hair. On the contrary, many of the guys she dated tended to groom down there. Several of which approached things just as her brother did by taking it all off. Though, never would she have imagined that James would have such an impressive unit. The lack of pubic hair gave her a clear view of it all. 

Then of course there was Brent. James's partner in crime since childhood, she had known him for years. In their youth, she had always liked him. He was smart, funny, and seemed to have at least a few interests similar to hers. On more than one occasion, they had extended conversations about books and even loaned each other some volumes from time to time. She even found him attractive, in a young and cute way. This was, after all, her brother's best friend, and he was still a few years her junior. 

However, in the basement clearing illuminated by the porno movie on the television, she could see Brent was no longer just the sweet kid she had grown up with. Like her brother, he was now a young man. Athletic and toned, he obviously worked out. Her eyes were immediately drawn to his sizable cock as he stood there in the nude. It was huge. At least an inch longer than her brothers, it was also thicker. Though he did not shave off all his pubic hair, he did groom it short. It then dawned on her that she had seen this impressive unit before. In the porno shop, earlier that day, she had sucked him off with Allison through a glory hole. 

In college, she had immediately clicked with her Roommate Allison. They often joked they were "two peas in a pod." Within weeks they found that their friendship was special and unique. Allison, the more experimental and outgoing of the two, brought Claire along on her "adventures." There were many of them. Within weeks they had casually made out with each other one drunken night. Following that, they included one of their male friends into the fold. It soon became common to dare each other to participate in increasingly sexual acts that eventually brought them to a local adult bookstore. It was there that they found a thrilling outlet for sexual experimentation without strings, in relative anonymity, with the patrons of the establishments. 

One of their special "adventures" involved a trip to an adult bookstore together with a small digital video camera. Finding a jackoff booth in the arcade section with a glory hole, they would record each other sucking the dicks of strangers. Having done this several times, they would watch the video later and make out to it. A quickly growing collection of digital video tapes was collected, documenting these acts, in a locked piece of luggage in the back of a closet in their dorm room. 

The previous day, after immediately entering the city limits her Claire's home town, she suggested stopping off at a little isolated building called Wonderland, instead of heading directly home. Growing up, she knew about this bookstore located at the edge of town, but never had the guts to go there. With Allison by her side, she wanted to finally satisfy her curiosity. Inside she found a setup similar to the half dozen or so adult bookstores she had been in while away at school. However, it was in the booths that she experienced something different. 

The length and girth of the penis that squeezed through the glory hole was impressive. Hard as carved wood, she and Allison took turns licking, sucking, and stroking it, passing the camera back and forth while the other serviced the engorged member. Using the skills she learned in college, Claire quickly brought it to orgasm, experiencing a flood of hot, sticky, sweet cum that filled her mouth. Swallowing almost every drop, she had not experienced such a powerful release before. This was indeed special. After draining it, she and Allison shared a deep, cum flavored, kiss in the darkness of the tiny booth, then promptly left. It was not until later that night in the basement clearing that she discovered that the well endowed stranger was none other than Brent, her kid brother's best friend.

"I can't stop thinking about it." Allison said in a dreamy voice, again facing the sliding glass door so close that her breath fogged the glass.

"It's so hot right? My brother and Brent, in the basement, completely nude, jacking off their lubed cocks together" Claire was looking up from the inventory on the counter top. She had stopped pulling items from the refrigerator and now shared the view of her brother and Brent out of the window. With one hand she kneaded her breasts, stimulating her hard nipples.

"I would never have thought that they would be into anything like that." 

"When we were growing up, James wouldn't even take off his shirt when we went swimming. Now hes jacking off, butt ass naked, with Brent? It's crazy."

"Hot is more like it." Allison paused, then turned to Claire and continued, "I wanna see them do it."

"Of course you do." She laughed. "What did you have in mind?"

Part 4. A Plan Unfolds.

Brent and James looked up as the sliding glass door closed with a thud. Walking towards them over the lawn, the girls had altered their outfits. Though they still wore shorts, they both now wore bikini tops. Claire's was small and black, Allison's was white and even smaller. The guys watched them approach in stunned silence. 

"Hey, so it turns out we're missing some things for the barbecue. We're gonna have to make a trip to the store in a little bit." Claire said. The girls lowered themselves to the edge of the pool. Together, they dangled their bare legs into the cool water as they sat on the pebbled concrete. Claire leaned back on her hands and arched her back. Her breasts heaved as she took a long slow breath, her head tilted to the sky. Allison looked down at her chest and fiddled with her bikini top .

"This is way too small." She mumbled as she adjusted the small pieces of fabric covering her obviously hard nipples. 

Brent could feel his erection growing. Looking from Claire to Allison, and back to Claire, he shifted in the floating chair and tried to hide his arousal. James seemed to be mesmerized by the girls, particularly Allison. His eyes traced the curve of her breasts, watching intently as she struggled with the top. Looking at him, Brent could see that James was very hard as his shorts clung to his shaft.

"All of my bikinis are gonna look small on you. Your tits are huge, honey." Claire laughed turning her head toward Allison. 

"Are my boobs too big?" Allison asked the guys. Leaning over, she squeezed her arms together, making her substantial cleavage much more prominent. The guys shook their heads and managed to mumble, "Nu-uh," "No way." She laughed and relaxed, her breasts bouncing back into their natural resting state. Though they were large D-cups, they still had a youthful firmness. Perfect, James thought to himself. Absolutely perfect.




The Jack Off Sessions Ch. 04



"So, we were thinking about renting a movie or something while we're out. Any requests?" Now leaning forward, Claire looked at the guys and smiled. Her breasts were large C-cups, not as big as Allison's, but they were still looked very full and juicy on her thin frame. Obviously uncomfortable, the guys tried their hardest to look natural.

"Uh, whatever you think looks good." James managed to say. 

"Okay, then. We're off. We'll be back in a little while." Claire said getting up, Allison following her lead. 

"Bye guys." Allison said, looking over her shoulder. The guys studiously watched as they walked away, looked at each other, then back at the girls. 

Part 5. Male Bonding.

Peeking over the edge of the fence, Brent and James watched as Claire and Allison backed down the driveway. As the red VW Golf disappeared down the tree lined street, they dropped down onto the lawn and made a bee line toward the sliding glass back doors of the house. Neither said a word, it was just not necessary.

They weaved through the maze of boxes in the basement toward the clearing. Once inside, in the area between the small couch and television, they dropped their swimming trunks. Their eyes slowly adjusted to the poorly lit basement as they stood before each in the nude. Since their first jackoff session, they had preferred doing so sans clothing. It made sense considering their affinity for lubrication and often explosive orgasms. Clothes would only get in the way.

Though the small basement windows high along the walls allowed some dim light to enter, the stacked boxes provided privacy and also sacrificed illumination. After a moment, James reached into a box next to the couch and retrieved a beach towel and laid it over the cushions. He then pulled out a bottle of lube and dropped it on the towel. 

Though Brent could barely see in the darkness, James's bare skin seemed to glow in the gloom as he went through the motions. He figured since James was the one that cleared out this area of the basement, he was probably pretty familiar with the set up. Still, it was impressive how he knew exactly where everything was despite the lack of light. With a push of a button, James turned on the television. The clearing was immediately lit up with with the static on the screen. James pressed play on the DVD player and movie began. James looked over his shoulder at Brent and smiled. 

The two took their seats side by side on the small couch, James reached between them and retrieved the bottle of lube. In a single motion, he popped the top open with a flick of his thumb and squirted a long line of the clear liquid from the tip to the base of his shaft then passed the bottle to Brent. Already stroking his long, thick erection, he followed suit and squeezed a substantial amount on it just as James did. As they jacked off together, the tell-tale sounds of wet cocks being stroked was mingled with the sound of sex coming from the speakers of the television.

The brunette looked up at the two men as she took turns taking them into her mouth. As one cock slid out, it was replaced by another. Brent and James often watched this video and talked about being in the places of the men. As the scene played out, Brent finally broke the silence.

"Your sister is so fucking hot." Brent finally said

"I know right? That little white bikini...mmm-mmm."

"How big do you think her tits are?"

"C cups for sure. They got bigger since the last time she visited."

"How about Allison in her bikini!? Her tits are fucking huge."

"I'm thinking she has D cups, maybe even double D's."

"Fucking hot. Both of them. Oh man, I got so hard when they came out."

"Me too." James slid his hand down to the base of his cock and squeezed. Every vein bulged. Brent did the same. Together they wagged their dicks in the air in mutual admiration. 

Since they started jacking off together months prior, they often checked each other out. It seemed only natural to show off a little. 

"Hey man, you think my dick got bigger?" Brent asked.

James looked up at him, then back down. Brent stopped stroking and held his dick out with the thumb and forefinger of his stroking hand. He flexed it, engorging it to capacity. The film of lubrication gave it a wet sheen. Every bulge and valley, vein and ridge seemed to be enhanced by the slick coating.

"Yeah man, it looks huge."

"Yours does too. Looks hard as hell."

"It is."

"When was the last time we measured, like two months ago?"

"Yeah, two, three months, something like that." James seemed mesmerized by Brent's cock. He sensed that turning the conversation to their erections would allow James to check him out in comfort, making him hornier. He spread his legs and pushed his hips out a bit. His thigh was now touching James's thigh, his smooth balls hung low, unrestricted. He slowly stoked, feeling his length slide beneath his grip.

"You got a ruler?" Brent finally asked.

James looked up at him, smiled, then reached over the arm of the couch and into the bag where their porn stash was located and returned with a 12 inch wooden ruler. Placing the ruler over his own shaft, James pressed the base against his pubic bone and flexed his dick.

"Just over 8 inches. Check that out. Half an inch bigger since the last time." James said. Holding his thumb a little over the the 8 inch mark. The thickness of his penis clearly showed the head passing the line. 

"Dude, seriously? Nice."

"Hormones man. It's been a while since we measured. You were 8 and a half before. I bet you're over the 9 inch mark by now."

Brent took the ruler and placed it over the length of his shaft. He felt the warmth of James's cock on the wood. It made him very hard.

"Damn." James said. "9 and a quarter." His eyes seemed focused on Brent's cock.

"Seriously, I wonder if I'm gonna get any bigger."

"For real. They say the average is like 6 inches."

"Shit, that just means we are hung as hell."

"Fuck yeah."

Brent passed the ruler back to James, who dropped it back in the bag. They continued stroking.

"I am hard as fuck dude." James said.

"I bet I'm harder." Brent replied.

Suddenly, James reached over and squeezed Brent's cock. Shocked, Brent froze. His hand stopped stroking as James wrapped his fingers around Brent's thick shaft with a firm grip.

"Damn dude, it's like it's made of wood. Check out how hard I am." James said jutting his hips out. His engorged member rested on his abs, balls hanging low. 

Without thinking, Brent reached over and took it in his hand and squeezed.

"Hard as hell man." Instinctively his hand slid down the shaft and back up before releasing. He realized that James still had a hold of his. James reciprocated by pumping his hand up and down a couple of times before returning to his own.

The two refocused on the scene playing on the television

The brunette was sandwiched between the men. Below her, one man pumped his dick in her pussy. Above her, the other man fucked her ass. She gasped and groaned as they slid rhythmically inside her.

Jacking off in relative silence, they quickened their pace. 

"I wanna fuck your sister so bad."

"I wanna fuck Allison and cum all over her tits."

"We should fuck them together"

"Yeah man. Take turns." James grunted.

"Pass them back and forth. That would be hot."

"I know right. Claire's my sister, but damn. I have to admit, she does look good."

"It was almost like they were trying to make us horny."

"Maybe they were."

"I mean, jeez. Claire in that white bikini, Allison and her juicy tits in that little black bikini. I would do anything to see them naked."

"Both of them together would be a little hard to handle." 

"I think we can handle it."

On the screen the brunette kneeled in front of the men as they stroked their cocks in front of her face. She begged them to cum as she fondled her breasts.

As if thinking the same thing, Brent and James speed up their pace and after a moment aimed toward their chests. Simultaneously, they released a torrent of cum all over themselves. Pulsing blasts of the sticky white fluid shot though the air, landing on their torsos, coating their bodies. They moaned as the the hot aromatic seed shot out with an intensity they had never experienced before. Again and again, thick ropes flew through the air, landing on themselves, dripping down their bodies and onto the couch. 

As their balls emptied, they finally slowed their pace, panting, and finally relaxed. Their heads tipped back as their rigid erections softened while the cum drooled out and onto their thighs. They were sitting in a mixture of their cum as the credits began to roll.

"Holy shit, that was intense." Brent groaned.

"I came so fucking hard, dude." James sighed.

They got off the couch before their hot cum completely cooled onto their bodies. James handed a slightly used towel to Brent to wipe off his bare torso, then used that same towel to wipe himself down. He dropped it onto the soaked beach towel that laid across the cushions of the couch and brought the whole thing up with them to put in the washing machine.

As he shut the basement door behind him, the only clue to what had just occurred lingered in the air with the thick scent of cum, sweat, and testosterone. The television was off and the porn stash was safely hidden away. After the small puddles of cum on the floor dried and the scent dissipated, their tracks would be covered.

Between a couple of cardboard boxes next to the television, the strategically placed digital video camera hummed in the darkness.

... to be continued. 



The Jack Off Sessions Ch. 05



The Jack Off Sessions Ch. 05: Brent and James have a guest.

Brent and James sat side by side on the small couch in the dark basement. The blush of light from the television illuminated their nude bodies. The image on the screen was graphic. Sweating bodies gyrated, lips sucked, tongues licked, breasts bounced, hard cocks slipped in and out of wet pussies and open mouths. The two, in the privacy of their secret clearing, stroked their well lubricated erections at a steady pace, completely ignoring the television, watching as the girl disrobed in front of them.

Part 1.

Earlier.

The hot summer sun was reason enough for the girls to wear their bikinis throughout the afternoon. At the grill, Brent flipped burger patties with Claire at his side, sitting on the tabletop a foot away. She explained what classes she was taking in college and what life was like in the dorms as he listened intently. In the water, James and Allison floated on the surface, chatting about television.

It was a nice day.

"Well, I liked it." Allison said, slowly paddling her hands in the cool water. She wore a small white bikini that barely fit. With such a petite frame, her body seemed almost exaggerated. Her large natural breasts jiggled with every movement. Her thin waist flared out to very feminine hips. Her bare feet dangled in the water. Like James, she lounged in a floating pool chair wearing sunglasses, enjoying the warm sun.

"Yeah. I mean, it was good, but I was expecting a little more. They left a 'lotta loose ends." James replied. Through his tinted lenses he studied Allison's body. He found it hard to maintain his concentration on the conversation with his erection throbbing beneath the thin material of his swimming trunks. It was all he could do from reaching down and squeezing his aching cock to relieve some of the pressure.

"That's what I liked about it. Those loose ends... I dunno, it give it some life after the end. Ya know?" Allison answered, adjusting the strap of her bikini top. She watched James as he struggled to ignore the tent in his shorts. She stifled a smile and brushed imaginary lint from her breasts, her nipples stiffening with contact. She almost laughed as James's mouth fell open. It was almost cartoonish, in a cute way.

"Food's ready." Claire announced, hopping to her feet. Standing next to Brent, she found herself incredibly attracted to him. Aside from the obvious physical chemistry, she found him incredibly charming and sweet. He genuinely seemed interested in her, which was a change of pace from the guys she normally found herself paired up with. However, his almost platonic attention to her, despite their recent short but intense sexual history, made her want him even more. She figured the obliviousness he displayed must be an act. But, that was fine. She can play along if he likes, she thought.

With her back to him, overlooking the pool, she brushed the seat of her black bikini bottoms then rested her hands on her hips as her brother and her roommate climbed out. She wanted Brent to notice. Her long legs lead to a perfectly formed ass that she worked hard at keeping in shape. Hours at the gym ensured that wearing anything form fitting or skin exposing, drew attention, and she knew it.

As Allison and James made their way out of the pool, Claire turned her head back to Brent. He was watching her. His eyes looked over her slowly, taking in every inch. From her bare feet, up her calves to her thighs, pausing on her ass, up following her smooth back to the strap of her bikini top, her slender arm, sun-kissed shoulder, the curve of her breast as she turned to him. Her beautiful face, her blue eyes, a smile growing on her lips. She was watching him watch her. He froze. She closed the gap, snatched the tongs from him hands, and raised her eyebrows. "Checking me out, huh?" She whispered while making her way back to the grill.

Brent stood embarrassed, excited, horny. She caught him looking, plain and simple. Considering the things they did together in the past two days, this was innocent. Still, it was difficult for him to accept the speed and intensity of everything happening, and he was still not quite comfortable with how everything was unfolding.

His mind swam with the memory of her anonymously giving him oral through the glory hole at the adult bookstore the day before, waking him from sleep the next morning, kissing him, feeding him her breasts, all while Allison took her turn between his legs. Later, inexplicably, making out with his neighbor Jennie and cumming all over her. The image of her nude body glistening with his seed, the sleepy satisfied look in her eyes brought his erection to fullness. Now, here he was back in the company of these two bikini clad girls, poolside. The last few days had been crazy, unexpected, and otherwise unbelievable. His penis throbbed between his legs.

"Dude, how about that burger?" James asked breaking the spell, snapping Brent out of his daze. James smiled, looked over at the girls helping themselves, and returned his eyes to Brent. "Dude." He whispered. He shook his head and they joined the girls at the grill.

The rest of the afternoon went on without a hitch. The four enjoyed burgers poolside along with cold drinks. The conversation never strayed from safe topics. Aside from a handful of lingering looks, it was as if they were just a group of friends hanging out. Completely innocent.

Part 2.

"Great view." Virginia said. Standing at her bedroom window wearing a black tank top and tight gray leggings. She looked as if ready for yoga class. Her naturally fire red hair was pulled into a ponytail, accentuating her high cheekbones, full lips, and bright green eyes.

Like Jennie, she was lean, but well proportioned. Unlike Jennie, she was much more comfortable with her maturing physique. This resulted in a sexuality that contrasted directly with Jennie's appearance of youthful innocence. With every developing curve, Virginia experimented with increasingly sexy outfits. It seemed as if now almost every article of clothing she wore enhanced her figure in some way. Today was no exception.

"I just wish I could hear what they're saying." Jennie mumbled, cupping her hands at the window and leaning into them. She smelled freshly scrubbed. Her long auburn hair was still somewhat damp from a recent shower and she still retained the scent of shampoo.

Down below, by the pool of Virginia's back yard neighbor, Brent and James mingled with two gorgeous girls. After an in depth dissection of what they observed, Jennie and Virginia deduced that the blonde was James's sister Claire. The brunette, however was still a mystery to them. Jennie did not know what to think.

Despite practically growing up together, the bond Brent and Jennie once shared in youth had dissolved over time. Still, he remained her neighbor, classmate, and until this morning, a platonic friend in public, and an impossible crush in private. Until this morning... she would have only daydreamed about luring him into her room, stripping down to her panties, and making out with him to climax on her bed.

The scene playing in her head made her skin tingle. His breath on her mouth. Their tongues intertwining. His naked body pressed against hers. His arms holding her close. The desire to pull the fabric of her thin panties aside to let him inside her. Again and again, her engorged clit feeling the pressure and friction of his movements. The growing warmth of her body intensified with the thought of her nipples in his mouth, spreading her legs for him, wet, throbbing...

She caught herself moan audibly and snapped to the present. Her left hand was kneading a breast under her shirt. Her right hand was rubbing her pussy through her shorts. Virginia was watching her, mouth ajar.

"Oh my god Jennie. Seriously?" Virginia chuckled, obviously amused.

"Sorry." Jennie blushed as she attempted to compose herself. She fell back onto Virginia's bed. Her blue cotton running shorts were tight on her crotch, a hint of moisture in the crease. Virginia watched as Jennie's breasts jiggled under the thin fabric of her gray tee shirt as she rubbed her eyes. Her nipples were very hard.

Part 3.

Claire stepped away from the others to take a phone call. The table was littered with plates, crumbled napkins, and melted ice in empty glasses. Allison, Brent, and James shared stories of their youthful indiscretions. They laughed and joked, not knowing they were being watched. Claire finally returned, phone in hand.

"Well, it looks like Allison and I are going to be heading out for a little bit." She said, setting the phone on the table and taking a seat next to her.

"Where to?" Brent asked.

"We ran into some friends from high school at the supermarket. Remember Ashley and Lindsey?" She asked.

Ashley, Lindsey, and Claire were a trio in high school. "BFF's" they liked to say. Once they graduated, Ashley left for a stint in Europe, Lindsey to college on the East coast, and Claire began her life at the local university. As time passed, they moved on to other endeavors, but running into each other, it was only natural that they would want to at least hang out and catch up.

"They wanna take us out for drinks. You guys gonna be okay for a couple of hours?" She asked.

"Yeah, sure." James said.

"You two coming back?" Brent asked. He locked eyes with Claire, then looked away. By the time the words left his lips, he realized how lame it sounded.

"Yeah, it should only be a couple of hours or so. Why? You gonna miss me?" She joked.

He blushed.

"It's gonna be couple hours tops, maybe. You guys okay to clean up?" Claire giggled. She liked that Brent wanted her around. She wanted to be around him.

"Really?" James asked, looking around at the mess they made.

"I know, I know. We just gotta be there soon and we gotta get ready. I'll... We'll make it up to you guys, I promise."

Part 4.

"So I think I'm gonna see my guy later." Virginia mumbled as her thumbs sped across the screen of her cell phone, composing a text.

"Oh yeah? Am I actually gonna finally meet him?" Jennie asked, turning her back to the window. This was a well needed reprieve from the unending torture of watching other girls flirt with the guy she crushed on. Virginia sat propped up with a stack of pillows at her headboard. The room was growing dark from the setting sun.

"I don't think that's in the cards tonight." Virginia answered, looking up. She dropped her phone on the bed and joined Claire by the window.

"You tell me every last detail about what you two do together, but you won't even tell me who he is?" Jennie asked.

"Oh look, I think they're going inside." Virginia gestured back to the four below.

Brent and James finished gathered the napkins, glasses, plates, and the rest of the things left over from lunch. The girls lead them inside. Within moments, the serene silence returned to the backyard.

It's just not fair, Jennie thought to herself. I finally make my move... then freak out and lock myself in the bathroom. Now Brent's hanging out with these girls? Not fair!

Maybe it's totally innocent, but the way these girls were looking at Brent all afternoon, I seriously doubt it. I really need to talk to him... shit! She sighed, closed her eyes and tried desperately to think of what she could possibly do before her window of opportunity was gone forever.

"I'm gonna go over there." Jennie finally said. "I can jump the fence and... I dunno, try and get close enough to see inside. Then... what do you think..." She backed away from the window and turned to Virginia. The room was empty.

She's probably in her brother's room. She thought as she stepped away from the window. It was strange to Jennie how Virginia and her brother had suddenly become so close. The change in the dynamic of their relationship over the past year made her wonder what it was like when nobody was around. Jennie even entertained the idea that maybe it was him that she was regularly fucking. She laughed at the thought.

As she padded down the hallway, she heard voices from Virginia's brother's room. As usual, the door was open just a crack. She peeked inside and found Virginia laying on his bed, John was at his desk turned away from her on his computer likely working on homework. As much potential he had attracting girls with his broad shoulders and easy smile, he preferred to focused on school. While honorable, Jennie thought, it was a shame.

He was tall and handsome, but looked nothing like Virginia. She was two years younger than him and had an athletic, outgoing personality that contrasted with his quiet, studious manner. He was smart, but not socially awkward. His subdued observant manner almost gave him an air of mystery.

According to Virginia, girls were often attracted to him because of this. Jennie thought maybe it was because of his looks. Perhaps it was a little bit of both.

"Hey." Jennie announced, pushing the door open.

"Hey Jennie." John greeted her with a smile as he spun to face her in his chair. Jennie knew that he had always a thing for her, but with Virginia being one of her best friends, he was strictly off limits. Still, she didn't mind the attention.

"Hey John." She looked down at herself and realized that she really should have worn a bra. Crossing her arms as casually as she could, she turned to Virginia.

"So, I think I'm gonna go over there." She said as she sat on John's bed.

Virginia was laying laying on her front, propped up on her elbows with an open issue of Cosmo in her hands. She looked up at Jennie who sat at the foot of the bed, leaning back on her hands. Her hard nipples were visible only to Virginia beneath the thin fabric of her shirt.

"Seriously?" Virginia asked. She closed the magazine.

"I was thinking about jumping the fence and getting a closer look."

"What are you guys talking about?" James interjected.

"Look over at James's house." Virginia instructed.

John stood up and pulled the blinds open."What am I looking for?"

The girls joined him at either side. The sun was setting and the sky was getting dark. The interior lights of James's house illuminated the figures inside. Though behind glass and a good distance away, they were clearly on display. Allison stood closest to the sliding glass doors. Her white bikini left little to the imagination.

"Wow, great view." John mumbled.

As he stood at the window trying to get a good view inside the house, Jennie pulled Virginia out of the room and lowered her voice to a whisper.

"You're brother won't say anything will he?" Jennie asked.

"Nah, he's good at keeping secrets." Virginia answered, looking back into his room.

"Okay, good."

The girls made their way downstairs and out of the back door. As the night crept in, the air chilled slightly. Jennie wished she wore more than a tee shirt and shorts. Even a bra would have been a welcome layer.

"I dunno about this. What are you gonna do when you get there? What if you get caught?" Virginia hesitated.

"I'll be careful." Jennie replied as they reached the fence. Despite her lack of confidence when it came to guys, she had it in spades when it came to herself. Sizing it up, she saw that horizontal support beams would provide easy access to the other side. As long as nobody was paying close attention, she should be able to make it up to the house undetected. She was almost positive nobody would notice her.

After a moment, Virginia gave in. "Okay. Just... be careful, okay?"

"Roger that." Jennie quipped. She hopped over the fence almost too easily. Virginia waited quietly and listened for any movement on the other side. Crickets. Wind rustling through the leaves overhead. Nothing out of the ordinary. After a moment, she turned back to her house and up. Her brother still stood at his window, looking out.

Part 5.

James's slippery hands slid across the smooth hard surface. He passed the clean plate to Brent who set it on the rack next to the sink to dry.

"Dude." James looked at Brent with his eyebrows raised. A lifetime of friendship allowed a certain level of communication using an economy of words. In this case, James was referring to their afternoon with the girls poolside. In particular, James's subtle variation of the syllable was emphasizing Allison's amazing body and possibly his own sister's radiance.

"Dude." Brent agreed, subtly adding how hot Claire's ass looked in her little black number. He also hinted at the hypothetical possibility of getting lucky, if they played their cards right.

The following silence they shared was spent recalling their favorite moments. The images they burned to memory were reviewed for close inspection. Together they washed and dried the dishes deep in thought.

..................

Outside.

Jennie, with her back to the wall of the house, quietly crept to the side door of the garage. The idea of simply watching through the window was scrapped as James and Brent seemed to be quietly studying the layout of the backyard. It took only a moment of hesitation before she checked the door, found it unlocked, and closed it behind her once inside.

It was dark, warm, and the air sat heavy with staleness. It was immediately obvious that the garage door itself had not been opened that day, possibly several days. She pulled the small flashlight from the pocket of her shorts and clicked it on. The garage was empty. No car in sight.

Years ago, when the neighborhood kids used to play hide and seek, it sometimes took place here. Jennie recalled the layout of the garage and noted the absence of the SUV that James's parent's drove. She deduced that meant that they were not home.  

James, Brent, and these two girls were all alone inside the house. There was nobody there to keep an eye on them. Nobody to stop one of them from pulling Brent inside an empty room and having her way with him.

She walked to the door connecting the garage to the laundry room, which lead into the kitchen. She pressed her ear against it and listened. The sound of her heart beating drowned out almost everything.

..................

"So, what are you gonna do about Jennie?" James asked.

"I dunno, I'm kinda thinking that she probably doesn't want to see me for a while... too embarrassed to talk to me after what happened." Bren't replied.

"You don't really do what she did on a whim. She's had it bad for you since we were kids, dude. Good for her for finally getting the nerve to do something about it."

"It just... happened so suddenly, you know? I wasn't expecting it."

"Yeah, well... so... boobs?" James asked, naturally.

"Dude, you would not believe the body she has. I'm talking boobs, ass... she's pretty fine, dude."

"Yeah?"

"I mean, obviously she's an athlete, so she's gonna be in shape. But, she never really wears anything to show off her body, you know? If she did, I might have made a move a long time ago."

"Yeah right. As long as i've known you, you have never made a move. Girls make moves on you."

"I'm a gentleman." Brent joked.

"Sure you are. With that thing, you'd think you would have a little more game." James gestured to Brent's crotch.

Brent laughed.

"So, how does Jennie compare to Allison... or my sister, for that matter? Yeah, I know you've been checking her out. I don't blame you, she's one hot piece of ass."

"She's right up there, man. All three in my bed? I wouldn't know where to start."

"Now, that's something to think about."

The voices trailed off and disappeared into the living room. Jennie cracked open the door and peeked inside. The kitchen was empty. Though the conversation was muffled, she distinctly heard her name several times. She closed the door behind her and worked her way in deeper.




The Jack Off Sessions Ch. 05



Part 6.

"Oh my god, their dicks are so big." Allison gasped.

The digital video camera sat on the top of the television. Cables snaked around the back, terminating at the video inputs. The image fed to the screen was James and Brent, side by side, masturbating in their private basement clearing.

"I told you." Claire replied.

"I knew Brent was big, but you brother... your brother is fucking hung, Claire!"

"I know, right? Who knew James was packing that much heat. I had no clue, growing up. Had I known..." Claire trailed off as she undressed.

"What would you have done?" Allison asked.

Claire smiled. She made a motion with her hand and pressed her tongue to the inside of her cheek as if feeding something hard and long into her mouth.

"You are so bad!" Allison laughed.

"Hey, I'm just saying..." Claire sucked in air between her teeth, watching the video play as she took off her bikini. First her top, then her bottoms.

"How is it possible that two hot guys would be as hung as this in one place? I mean, what are the odds? These guys are unbelievable." Allison continued.

"Yeah, we got lucky." Claire answered, cupping her breasts then letting them go, watching them bounce.

"Fuck, this is so hot. Look at them. Lubed up, stroking their hard cocks, playing with their balls... I mean, wow. I think we're gonna be watching this video a lot." Allison said. Claire stepped behind her and untied her top. It dropped to the floor in a little pile along with Claire's bikini.

"Bottoms." Claire instructed. Allison hooked her thumbs into her bikini bottoms and wiggled out of them. She nudged them into the pile with a bare foot. She didn't take her eyes off the screen.

"I'll bet as soon as we leave, they'll probably have another jack off session." Claire pressed her nude body tightly against Allison's from behind, her hands slid up her torso up to her breasts. Allison moaned as Claire squeezed gently.

"Lets try and come back quick so we can catch them... maybe they'll let us watch." Claire whispered into Allison's ear, nibbling her lobe. Allison looked away from the screen and into Claire's blue eyes.

"I really need to cum." Allison whimpered. Her lips lingered inches away from Claire's.

"Let me help you with that." Claire whispered.

They embraced. Their nude bodies pressed against each other's, the intensity of their motions increased. Soft kisses became firm. Their tongues intertwined. They moaned into each other's mouth with lust, desperation, and hunger.

Claire guided Allison to the bed. She laid her on her back, spread her legs, and slid down her body, leaving a trail of kisses. Brent and James continued to masturbate on the video in the background as Allison watched, feeling the pressure build.  

..................

"I'm coming." Allison announced, turning the corner.

Brent and James sat on the couch in the living room, game controllers in hand. Claire stood before them. The television was muted. The game was paused.

"So, we should be back in a little while. You guys want us to pick up a movie or anything?" Claire asked as Allison joined her side. They both looked cute. Claire wore small tight plaid shorts and a yellow short-sleeved button up shirt. Allison wore a pink and yellow sundress. Comfortable and casual seemed to be what they were going for. Still, the two were guaranteed to turn heads when entering a room.

"Sure, okay." Brent replied.

"Anything in particular?" Allison asked.

Brent and James looked at each other and shrugged their shoulders.

"Surprise us?" James offered.

"Okay then, you guys be good." Claire agreed.

Jennie stood in the dark hallway outside of the room listening quietly. With the sound of footsteps headed her way, she pulled open the door closest to her, stepped inside and closed it. She was standing on the landing leading to the basement.

"Shit." She whispered.

She pressed her ear to the door. Muffled voices trailed off. Silence. The front door opened, then closed. She breathed a sigh of relief quietly. She waited in the dark listening to her heartbeat.

After what seemed like hours, but probably actually minutes, she decided that if she didn't leave now, she might be stuck there for the rest of her young life. She wiped the sweat from her brow then reached for the handle of the door. It spun in her hand and the door pulled away from her.

Part 6.

Even after having jacked off with Brent dozens of times, it always excited James as if it was his first.

Compared to average guys, James was big. Compared to Brent, he felt average. Rather than make him self conscious, it only increased his arousal. Never was he harder than during their jack off sessions together.

At full mast, Brent's cock was a massive, hard specimen that stood steeply angled upward, almost parallel with his body. The ridge running the length on the underside was a substantial tube. James imagined that it made sense considering the volume and intensity of his orgasms. Having a sufficient delivery system to facilitate this seemed necessary.

While James came as much, if not more than some of the most impressive porn stars he had seen in movies, Brent appeared to have an almost bottomless reservoir of the thick fluid. Again and again he would shoot long thick ropes of sticky seed well after James had finished. Luckily, James was able to sustain the force and quantity even after several jack of sessions throughout the day. Brent himself often expressed amazement after numerous times.

In the glow of the television, James could make out the vein snaking up the side of Brent's shaft, branching out to wrap the circumference of his length, finally terminating along the bottom ridge. He often thought about him late at night. He imagined what it must be like with his monster cock, stroking it slowly, wrapping his fingers around it, and what it must feel like to cum hard with it. It turned him on thinking about it.

Brent turned to look at James.

"So, you gonna try and hook up with Jennie again?" James blurted, breaking his gaze and looking down at his own erection. It was large by most measurements. At a little over 8 inches, he was proud of it's size. More specifically, he liked it's shape. Widening at the midpoint, tapering in toward the head, and flaring back out at the crown. He stroked it slowly, hoping Brent admired it too.

"I dunno. What would I even say? 'Hey, remember how we made out and I came all over you? Wanna talk about it?'." Brent joked.

He flexed his dick, catching James's eye again. He knew James liked watching him. He didn't mind. To him, it was part of the fun. Checking each other out, comparing sizes, showing each other how horny they were, watching each other cum. Every thing about jacking off with James made sense to him.

"Well, you've been here all day. Maybe she's been trying to get a hold of you." James answered. His eyes went back on the television. The pixie haired brunette knelt between the man's legs, squeezing her breasts around his cock.  

"Yeah, maybe... I dunno." Brent studied James's technique. A slight twist as he reached the head. His left hand fondling his balls. Brent mimicked him, feeling the same sensations James felt.

"She basically threw herself at you, dude. You don't do something like that on a whim."

"It caught me off guard, for sure." He paused. "I'm telling you dude... she's a fucking playmate. I don't know why she doesn't show off her body more. She's so hot."

"Hotter than Allison... or my sister?"

"I'd say it would be an even battle. I'd take turns on all of them if I had the chance." Brent said flexing his cock again. He slid his fingers down to the base and wagged the engorged appendage. A drop of lube landed on James's thigh. James studied the glistening rod with admiration. His cock thickened and throbbed as he looked over Brent's nude body.

Brent continued, "They're different though. Your sister has this hot sexpot thing going on. She looks like she wants to fuck. Something in here eyes. No offense."

"None taken. She's hot. I'd fuck her." James agreed, watching Brent as he commenced slowly stroking his manhood.

"Allison... well, at first she looked... kinda nerdy. Those glasses, the baggy sweater."

"Sexy librarian..."

"Off with the glasses, toss the baggy clothes and god damn. Tight little body, sexy ass, amazing tits. Man..."

"I know, right? Perfection."

"Jennie is somewhere in between. Great body, super super cute... I mean, the look on her face when she came? My God." Brent groaned, speeding his pace. It seemed as if his cock became larger for a moment, engorged to capacity as the image flashed in his head. Precum drooled from this tip and over his pumping hand. "I could cum right now thinking about her."

"Dude, pace yourself. Let's make this a long session. I wanna shoot a big load."

"Alright." Brent breathed. He slowed back down to match James's rhythm. "When I cum, you're gonna have to clean the ceiling."

James laughed.

..................

Her hiding spot was smaller than the clearing where the guys were, but big enough for a nice girl like Jennie to kneel and watch them through a perfect, inconspicuous gap between boxes. She wondered if this was just a result of a haphazard placement of clutter, or if someone purposely created this makeshift observation deck. Either way, her inquisitive mind numbed once James and Brent took off their clothes.

About a half an hour prior, after the door opened, she instinctively backed down into the darkness of the basement. It was a crowded labyrinth of cardboard boxes. She panicked and stood motionless like a deer caught in headlights waiting to be discovered.

Her back was pressed against the wall her hands at her sides. Maybe they won't see me. Dumb, dumb, dumb. Of course they will, why else would both of them come down to the basement? She tried to get as far away from the stairs as possible and discovered an opening off to the side. She thought maybe she could hide in a crevice. The crevice turned out to be a narrow hallway. Deeper she went until it opened to a clearing. Her eyes had adjusted slightly to the darkness, but she was not sure she was seeing what she thought she was seeing. It looked like a makeshift living room. A couch on one side, a television setup right across from it. The basement door closed and the voices became clear. Footsteps fell on the stairs.

She clicked on her flashlight for a split second, partially covering the lens with her hand as to narrow the beam. She waved it around the clearing until she found another very small opening in the far corner. She squeezed inside, again hoping it was a good hiding spot, and discovered an even smaller clearing. She knelt down, turned off the flashlight, and prayed she would not be caught.

..................

By the time Brent and James were nude, lubricated, and stroking their etections to the third or fourth scene in the video, Jennie had somehow lost her shirt, shorts, and shoes. She was completely nude along with them, masturbating in the dark basement. While they watched the TV, she watched them.

She snapped to her senses several times, intending to put her clothes back on, only to be drawn back into the scene happening live in front of her, returning her hands to her breasts, or between her legs. She only stopped when she was getting too close to having an orgasm. She didn't have a lot of experience with sex and was not sure how loud she would be. Considering how incredibly aroused she was, she could not guarantee any sort of subtlety.

The feeling came over her again, the warmth in her core, the numbness in her legs. Her nipples were hard and sensitive, her inner thighs were wet with her juice. She was close, but wanted to go a little longer before stopping. She deserved at least that much. She squeezed her breasts with her left hand, the fingers of her right were deep inside her. Brent and James were stroking their large glistening cocks and commenting on the scene playing on the television when Allison turned the corner.

"I was looking for you guys." Allison said stepping into the private jackoff sanctuary. The slight slur in her delivery, and the way she immediately sat on the arm of the couch, hand firmly on James's bare shoulder for support, made evident her minor intoxication. Jennie almost gasped.

They remained mid stroke, eyes wide on her presence. The sound of sex filled the air from the television. The obscene squeaking sound of their hands sliding on their greased cocks had stopped.

"Yeah, fuck me deep! Fuck yeah, right there!" The video continued to play.

"Really guys? Am I really making you that nervous?" She looked down at their shrinking erections, a crooked smile on her face.

"Uhhhh....." James explained... poorly.

"Go on." She giggled.

"What are you..." James stammered.

"Apparently, Ashley and Lindsey like to party." Allison explained. "Claire had a shot too many. She's taking a nap in her room."

"Is she okay?" Brent asked, cock in hand.

"Yeah, she's fine. Why? You worried?"

Brent mumbled something incoherent. His face began to flush. Never had he felt so exposed.

She stood up and looked over them. The were obviously uncomfortable. "Listen. Claire would kill me if she knew I was doing this without her..."

She thought for a moment, "How about this?" She stood before them and shrugged the straps of her sundress off her shoulders. "I know you've been checking me out. You've been staring at my tits all day. If I show them to you, will you pick up the pace?" She asked.

They nodded in unison. Their erections quickly hardened. Before her dress hit the floor, they were completely erect. "Good. That's it. Let me see you work those big dicks." She purred as she began to remove her bra. Once freed, her breasts bounced into their natural resting position. While firm, they were large and had weight. "You like?" She asked as she cupped them.

They nodded in unison, again. Their strokes quickened. She smiled. "Um.... so.... panties too?"

No answer was needed. She removed them as well. Standing before them completely nude, she slid her hands over her body and even slowly spun, giving them a good look. Every inch of her perfection was visible for them to admire.

"Fuck. You guys have really big dicks, you know that?" She asked returning her gaze to their erections.

"You think so?" Brent flexed his cock. James followed suit.

"Hell yeah." She replied, dropping to her knees between them. As if inspecting from a purely clinical perspective, she looked from one to the other. "Yeah, no doubt. You guys are hung. Do you mind if I..." She trailed off, holding up her hands, palms forward. They both nodded approval. She placed them on their shafts, wrapped her fingers around their girth, and squeezed slightly. She proceeded to pump her hands slowly, masterfully.

"Damn." She almost whispered. She turned her head back to the TV.

"So, you guys having a little jack of session huh?" She asked, returning her eyes to their gaze, now fondling their balls. Their legs naturally spread to give her access.

"Yeah." They both managed to say almost in unison. Their eyes were exploring her body. Her breasts were large and tipped with hard pink nipples. Unlike some of the actresses that they had pleasured themselves to, she was obviously all natural. They jiggled with the slightest movement and had a curve that man would be hard pressed to duplicate.

"Would it be weird if I joined? I love watching guys jack off." She explained, removing her hands and wiped the lube off her hands on her breasts.

They scooted over to the sides of the couch, making room for her. Like James, she was completely shaved. She lowered herself between them. They asked each other, can you believe this? Without saying a word.

Jennie meanwhile, was visibly shocked. Her hands were tight over her mouth. She wanted to burst out from behind her hiding spot and say something, but she spent the good part of an hour watching them hidden there in the darkness thus far, so she kept quiet knowing better.

"Okay. Obviously you guys won't tell Claire I was down here, right?" Allison asked, turning from Brent to James.

"Your secret is safe with us." James offered, flexing his engorged member and stroking the length. Allison bit her lip, smiled and lowered her hands between her legs.

Part 7.

"Fuck, you guys. I am so horny. You probably think I'm a total slut." Claire was sitting on the couch between Brent and James. Her legs were spread, but because of the size of the couch, they rested on the thighs of her neighbors. The soft skin of her bare legs were mere inches from their stoking hands.

"No way. You're just..." Brent began.

"Sexually liberated." James finished.

"Really?"

"Yeah, totally. I wish more girls were open with their sexuality like you are."

"Yeah, sex is natural. Why pretend like we don't get turned on now and then."

"You guys are totally cool. I'm so glad Claire brought me back here for break." She visibly relaxed a bit.

"Yeah, me too." James smiled, looking over at her.

Me three. Brent thought.

"You know, you guys don't have to be completely hands off. I mean, you can at least cop a feel."

Brent and James looked at each other, then looked over her body.

"Don't be shy. I love having my tits played with."

They reached over with their free hands and caressed her soft skin. Slow and timidly at first, increasing intensity with growing confidence, squeezing and feeling the weight of her breasts and youthful firmness. Her expression showed approval. Looking down at the hands appreciating her body, exploring and enjoying her form, she hummed with pleasure.

"You guys like them?" She asks.

"Yeah." They answered, almost in unison.

"Mmmm.... I like when you play with my nipples." They brushed them with their fingers and palms, feeling how tight and stiff they were. James was the first to take one in his mouth.

"About time. Go ahead, you want to..." She whispered to Brent. He interrupted with a kiss. Their lips lingered for a moment as if in slow motion. She moaned and pressed harder onto his mouth. Their tongues touched. Her hand drifted down to his shaft.

Wet fingers slid well past the base, cupped his balls, further to the spot just behind. He spread his legs giving her access. She rubbed gently but firmly. He felt the almost unbearable pressure to release. His hand slowed his stroke and he pulled his lips away, looked in her eyes.

"Fuck." She whispered. She turned to James and he met her with a kiss as well. This one harder, more purposeful. His hands slide down her body and between her legs. She spread her pussy for him, letting his fingers inside. She moaned.

Between kisses she whispered, "Are you guys getting close? 'Cause I'm really close."

"I've been ready since you took off your dress." James replied.

"Me too." Brent added.

"Seriously?" She asked.

"Yeah. We've been pacing ourselves." James explained before placing his lips on her neck. She tilted her head resting it on the back of the couch. Brent's mouth was on a nipple, his tongue massaging. His free hands joined James's between her legs. Their wet fingers slid past each other in and out of her pussy, rubbing her clit, exploring her. They continued this for several minutes.

"So you guys are ready? I'm ready to cum." She breathed.

"Yeah." James whispered between kisses.

"Three or four good pumps." Brent said, returning his attention to his rock hard erection.

"I have this thing... this fantasy..." She said between labored breaths.

"What is it?"

"Well... I always kinda thought it would be... hot if two guys came on me while I got myself off. It's weird, I know..." She almost whispered, a blush in her tone.




The Jack Off Sessions Ch. 05



"No, no. That's cool. We can do that, right?" James asked, already knowing the answer, looking over at Brent.

"Yeah, totally. That would be hot."

"Just say when." James said.

"Really... You guys... are awesome... fuck..." She dropped to the floor to her knees and turned to face them. Her hands continued their motion between her legs.

"Okay, can you stand in front of me and like... ooh.... cum on my tits, when I say?"

They stood and took their positions side by side in front of her.

"Oh, yess...." She purred. "Pump those big hard cocks. Mmmmm... yeah, like that." She sucked air from between her teeth as she sped up her pace.

"Fuck....mmmmmm... okay, i'm gonna cum. You guys ready to shoot your hot loads on me?"

"Yeah, we're really close."

"Fuck yeah, blast me with your hot loads. I'm cumming, oh fuck."

Groaning, the stroked faster. The pulsing sensation took hold, they flexed, then exploded. Thick streams of sticky fluid spewed from their cocks, landing on Allison's bare chest with audible splats. She opened her mouth gasping, catching a few powerful shots on her tongue. Her fingers furiously stimulating her clit, her pussy contracted as waves of orgasms passed over her. Juice lubricated her thighs.

Again and again they pumped their rigid erections, milking intense creamy loads out from deep inside. Her breasts were coated, dripping onto her thighs. More and more covered her body as they continued their barrage.

She laid back bringing her knees up, legs spread, slowly massaging her pulsating pussy. They proceeded to expel more and more cum on her beautiful body. From her chin, to her breasts, down her bare torso, and between her legs, until it finally subsided.

Spent, they fell back onto the couch, breathing hard, a sheen of sweat covering them. They took in the sight of Allison covered in their cum. Writing on the floor, her fingers slid over her body, mixing their seed, bringing it to her lips, spreading it all over. They continued to slowly stoke, letting the last of their supply ooze out onto themselves.

Pulling her fingers from her lips, she looked down at her glistening body. "Wow, you guys... seriously. What fucking juicy loads" She purred between pants. "So fucking hot..."

James and Brent looked over at each other and smiled.

"Dude."

..................

After the door closed, the basement was again clear and silence returned, Jennie remained motionless in her hiding spot. She could not believe what she has just witnessed. What was it that she was feeling? Jealousy, anger, lust? She wanted to scream. But she didn't know if it was out of frustration, or was it the sensation electrifying her every cell as her pussy throbbed with arousal. She crawled from her spot, her clothes in her arms.

The smell was intoxicating. Testosterone and sex. She dropped her clothes on the couch intending to pull them on as quickly as possible and get out of there without being noticed. Instead, she returned her hands to her pussy and let herself cum again and again, a steady moan breaking the silence every time it washed over her.

..................

Will Claire find out what happened in the basement that night?

Where will Jennie go from here?

Stay tuned to find out...



The Jack Off Sessions Ch. 06



JOS Chapter 6: Fun and Games

Thank you all for taking the time to read this entry of The Jack Off Sessions. This being the sixth chapter, it might be a good idea to skim through the previous installments, read the cliffs-notes versions, or have a loved family member read them to you. I kid, I kid.

I'm really not much of a writer in my everyday life, so work on this when I can. Unfortunately, finding the time to sit down and write is hard to come by nowadays. I hope this one was worth the wait.

Thanks again for all of you who stuck with me this far on this project.

Enjoy...

Part 1.

This is so depraved, Claire thought. I can't believe I'm doing this.

She knelt on the soft carpet between her brother's legs. James stroked his throbbing erection inches from her face. She looked up at him with her clear blue eyes.

Do you want your pretty sister to suck your big hard cock?

She slid her hands up his thighs as she bit her bottom lip. She arched her back and wiggled her ass just a little as she leaned in. She knew how good this looked from his angle. She wanted him to see her as more than a sister and appreciate what a perfect heart shaped ass she had. She wanted him to know what he could have if he was only willing to just take it.

Heat radiate off of him. She could feel her cheeks blush with anticipation. She had thought about this moment many times since she caught him jacking off in the basement with Brent. She imagined herself in this very spot between his legs, about to do what she was about to do.

He slowed his stroke and brushed the engorged tip over her soft wet lips. She tasted his precum as she slid her tongue back into her mouth. She hoped that when all was said and done, she would have a lot more than just a mere taste.

The rigid thickness of his hard cock, veins snaking up the side, shaved smooth, was a masterpiece, she thought.

Over the years she had seen her share; Some big, some small, hard, soft, thick, thin, and everything in between. But this, beautiful example of male libido, this powerfully rigid appendage between her sweet brother's legs, made her mind swim.

After a moment of hesitation, she gave in to temptation.

She ran her fingers up his length, pressed her face against his hot velvet skin. He caught his breath and instinctively pumped his hips. She tilted her head to the side, parted her lips and slowly tongue kissed the side of his shaft while keeping her big blue eyes on his.

She worked all the way up with soft wet kisses until she reached the tip. She spread the lubrication of her saliva in a stroking, pumping motion with her small hands until he was slick. She opened her mouth and placed him on her tongue. He groaned as waves of pleasure pulsed from his core.

"Mmmm." She moaned as she closed her mouth around the engorged head. Her glistening lips enveloping, then sliding off. Again and again; enveloping and sliding back off. She continued to pump her hand up and down his shaft and and play with his balls as she teased.

Suddenly, she slipped him past her lips and into her mouth. Her tongue swirled around, slippery and hot. It was like a vortex of pleasure. She slid her fingers down to the base and held it like a tight ring. Expertly, she pushed further downward. Inch by inch he disappeared inside of her. Her mouth never stopped, her eyes never looked away.

At the end of that single motion, her face was firmly pressed down to his base.

James was balls deep in his sister's throat.

As tight a fit as it was, she managed to slide out her tongue and lick his balls as her throat clenched and relaxed, miking him, coaxing his sweet release.

She slid him back out, every inch slippery and wet. In a piston-like motion, she pushed her head all the way down again, then all the way back up. She continued this in intervals, taking a short break every so often to catch her breath. In these moments, she continued to gently massage and tug his balls with her delicate fingers.

It was like a hot wet embrace that urged his climax and never subsided. As erotic as her mouth was at giving him pleasure, the look in her eyes brought him to the edge.

She felt his hands grip the sides of her head and begin to guide her ascent and decent. He pulled her up, the head of his cock held tightly between her lips as he paused, her tongue exploring, begging him to stay inside. Obediently, he slid her back down slowly, enjoying the look of his sister's face as her lips stretched to accommodate his thickness.

Her wet pussy throbbed as he grinded her face firmly against his pubic bone, the entirety of his fully erect penis down her throat once again. Her nipples tightened. She squeezed out a moan of pleasure. He leaned back and spread his legs further.  

He loosened his grip and let her slide off. Once free, she lowered her hungry mouth to his balls as she pumped his shaft with her slippery hands. Saliva cascaded down his length and glistened around her mouth. Her tongue gently sucked and massaged him while she continued to explore him with her hands. Her technique was very wet and sloppy but expertly performed.

Tilting her head to the side, she kissed the smooth sensitive spot behind his balls. Not just a peck, she kissed it with the the sucking, tongue massaging wet intensity she learned to perfect over the years. He pumped his pelvis involuntarily and groaned with pleasure, his spit-lubricated cock slipping in and out of her tight grip.

Watching his face, she saw the hunger and uncontrollable lust that she had only dreamed of seeing.

She moved back up and slid him just past her lips then paused. She looked up at him pleading, begging with her eyes. He took hold of her head and pushed her down. Every inch of his rock hard cock slid down her tight throat slowly. He pulled her up until he was almost completely out then slid her back down again.

He continued to fuck her mouth and she loved it every moment of it.

As his hands guided her speed, his pace quickened. She saw a look of perverse desperation flash across his face and she knew he was close.

He let out a long groan.

Time stopped.

She felt the muscles at the base of his cock flex.

At the first taste of his sweet release, he pushed her all the way back down.

She felt him pulsate and throb in her throat as he drained his seed inside of her. He held her tightly and moaned.

"I love you."

She could feel every powerful jet of his cum shoot deep inside her as she swallowed, and swallowed, and swallowed...

---

Claire's eyes fluttered open. They met with darkness.

Her vision slowly adjusted and she recognized the familiar arrangement of her old bedroom. She was back at home.

Alone.

A sliver of moonlight fell across her bed though the curtains. She was tangled in her sheets, sweat coated her half naked body.

She lowered her hands between her legs and replayed the dream.

---

Jennie walked along the shadow of the fence quietly. She reached the far end of the yard, pulled herself up the fence and dropped over the other side. Her knees buckled more out of mental exhaustion than physical strain. She took a seat in the grass and exhaled.

Brent and James came all over that girl.

The images replayed in her head, pausing, fast forwarding, rewinding, replaying again and again. Though she brought herself to orgasm more times than any moment in her brief sexual history there in that basement, her body still begged for more. She pushed herself up, ignoring the temptation and made her way inside Virginia's house.

She immediately kicked off her shoes and climbed the stairs letting muscle memory guide her. Once she reached the landing, a moan brought her back to reality.

"Uuhhhhh... Uuuhhmm..." Another, and another, and another.

It continued rhythmically again and again as she followed it to it's source: John's room.

For a moment she thought if she caught Virginia's brother watching porn, she wouldn't be able to resist herself. She knew he liked her, he aways had.

Maybe what I need is a good hard fucking.

She pushed the door open and stopped in her tracks.

Virginia faced away from the door. Her toned back was bare and tapered down to her perfect ass. She was straddling John's hips. Her knees dug into the mattress as she raised and lowered herself rhythmically on her brothers thick erection, a moan escaping her lips as he bottomed out inside of her.

Jennie gasped when she realized what she was seeing.

John's eyes parted slightly as his sister's tongue explored his mouth. He tilted his head, allowing him to see past her bare shoulder.

His eyes met Jennie's.

They went wide.

He froze.

After a moment, Virginia realized something was wrong. John had stopped moving. She pulled back and registered the look of shock on his face and turned her head to see what spooked him.

Jennie stood motionless in the open doorway, her eyes coasting over their glistening bodies.

Virginia's wet pussy tightly gripped John's hard cock, her juices ran down his length. John's strong hands still gripped his sister's ass. Her bare breasts were wet with his saliva.

A moment passed... and another. Jennie could smell the sex in the air. It was electric. Her skin tingled.

She pulled her shirt off and dropped it on the floor.

Virginia smiled as Jennie pushed the door closed.

Part 2.

Jennie's thighs flexed. Her arms pumped. Her muscles burned as sweat rolled down her temples.

"Slow down Flash. What's the rush?" Virginia called from almost half a block behind her. She was breathing hard.

Jennie slowed to a trot. "Sorry." She called back between deep breaths.

They had made this run dozens, if not hundreds of times before. Since they met in Jr High, the two often found the time for a jog around the neighborhood. This gave them the time to talk and reflect on their lives. Until recently their topics were pretty tame: homework, boys they liked, TV they watched, music they listened to. Only recently did their conversations begin to almost solely focus on boys.

It was usually a pretty one sided. Virginia was much more outgoing and less of a tomboy than Jennie. By the time they were 18, Virginia had left a trail of heartbroken guys all across their small town. Jennie, on the other hand, had only a handful of boyfriends, every one almost always ending prematurely. Her biggest obstacle for making it work, Virginia often stated, was that she was helplessly in love with her neighbor Brent.

Virginia often encouraged Jennie to date the guys who were obviously into her. This usually led to Jennie going on dates, sometimes several. Ultimately, she always ended up single and wondering if Brent would ever make a move on her.

It wasn't until the day prior did Jennie finally take it upon herself to make a move on him. Of course, having thought about, dreamt about, fantasized about being with him for years, when she did finally did make a move, she couldn't control herself. She all but dry humped him until they both came, then locked herself in the bathroom out of embarrassment until he left.

Stupid, stupid, stupid. She cursed herself.

"Mind somewhere else?" Virginia asked as she caught up.

"Yeah..." Jennie mumbled.

A moment of silence.

"Is it weird now?" Virginia finally asked. She slowed a bit and faced Jennie.

"What? Because of last night?" Jennie returned to reality.

"Yeah, I mean... are you freaking out because of what we did?" Virginia asked, looking down at her feet.

"No! No, it's not that. I'm actually... pretty okay with it I guess."

Jennie really did mean it. To her, it was as if a door opened and the world was suddenly a little bigger. Good, bad, whatever. It was new and exciting and it took her mind off of Brent for once. She needed it and she was glad it happened with people she trusted.

Like with most things, she wanted to keep an open mind and see where it went. At some point, she realized, she'd have to really step back and think about it. Later, she decided.

Later.

"So? What is it then?" Virginia slowed to a walk, matching Jennie's speed.

"I was thinking about Brent." Jennie caught Virginia's eyes and blushed.

"Of course." Virginia laughed. She was relieved.

Though she didn't show it, she was worried how Jennie was processing what happened the night before.

The threesome between Jennie, Virginia, and her brother John just happened. It was completely spontaneous. She wasn't expecting it. She wasn't planning it. John was definitely caught off guard. She was afraid it would ruin everything. Hearing that Brent still topped Jennie's list of things to worry about was a good sign.

"Brent and James and that girl... It was... I dunno... crazy... " She trailed off as her mind wandered.

Virginia was tempted to say something, anything, but she just had no words.

They jogged in silence for a block.

"Why the hell did I let you pick out my outfit anyway?" Jennie suddenly laughed, looking down at herself.

Her top was white with bright green trim around the neck and sleeves. To say it was tight would have been an understatement. Jennie imagined that any healthy male that caught a glimpse of her jogging, would instantly know her bra size and could probably pick her out of a lineup without ever seeing her face.

Her bright green shorts matched the accents on her shirt. They were also very tight and very short. Her long tanned legs ended in matching running shoes, which were her own. Thankfully, she thought, at least something about her outfit was actually hers.

"What do you mean?" Virginia played dumb, a grin on her lips.

That morning they discovered that Jennie's clothes needed thorough washing along with John's sheets and a few other things. In the unique position to find something for her to wear in the meantime, Virginia thought she'd find something that would properly show off her body for once. She didn't realize just how heavy handed she was until this very moment.

"Look at you... and look at me..." Allison wore a baby blue tee shirt, black shorts, and matching running shoes. She looked practically modest next to Jennie.

Jennie's breasts visibly jiggled with every step. Virginia started to feel a little bad. Still, it was kind of funny to see Jennie dressed this way. Of all the girls in the town, nobody would have ever pictured Jennie Connor wearing anything quite this revealing.

"I look like I'm out to fuck the paper boy." She laughed.

"You look fucking hot Jennie! I just wanted you to enjoy your body for once. Seriously, look at you. Smoking fucking hot." Virginia said.

"Look." Jennie slowing to a stop. Her attention was no longer on what she wore. Rather, she was focused ahead in the direction of Virginia's house.

She pulled Virginia onto the nearest well manicured lawn, next to a high hedge wall. She peeked around the side.

She pointed to the driveway of the house next to Virginia's.

James's house.

This is where she witnessed the unexpected scene between James, Brent and the unknown brunette the night before. This is where her hidden primal sexual hunger was triggered, leading to an all night, no boundary, sexual experiment with Virginia and her brother John. Now, here she was dressed like a teenage boy's fantasy hiding behind a bush, heart pounding in her chest, wondering what was going to happen next.

The brunette stepped into the driveway first. She wore a dark blue sundress with white polka dots and sandals. Her hair was pulled back into a ponytail and glasses framed her face. Despite her voluptuous body, her appearance was relatively conservative.

She looked cute.

Cute as a fucking button, Jennie rolled her eyes.

She recalled seeing the girl, naked and on her knees on front of James and Brent as they stroked their gushing erections over her, their cum spilling on her tits, her fingers slipping into her pussy, rubbing her clit, moaning with pleasure. Jennie resisted collapsing onto the grass at that moment and submitting to the warm throbbing sensation between her legs.

Get a hold of yourself!

The blonde that followed close behind was James' sister Claire. She wore a sheer blouse over a white tank top, tight blue jeans, and knee high boots. Unlike the brunette, her outfit really accentuated her body. Her jeans hugged her perfect ass, her sheer top hinted at ample breasts beneath.

They climbed into the red VW Golf, backed out of the driveway, and disappeared down the tree lined street within moments.

"That was the girl?" Virginia asked.

"Yeah." Jennie confirmed.

"Didn't look like much." Virginia yawned.

Jennie appreciated how Virginia always sided with her. Even in a situation like this, she made the effort to lessen the sting.

BFFs.

"You didn't see her yesterday. She has the body of a freaking porn star." Jennie shook her head.

"Oh, so she subscribes to the Jennie Connor school of conservative fashion?" Virginia joked.

Jennie smiled, "I don't like dresses. Besides..." She gestured down at herself, "...this definitely is not conservative."

"You're welcome." Virginia smiled. She motioned toward the house and empty driveway. "The coast is clear. Now's your chance to make your move." She said stepping back onto the sidewalk.

"I don't think so..." Jennie hemmed.

"Come on, don't be a wuss. It's just Brent and James in there, right?" Virginia nudged her.

"Last night I watched Brent and James cum... all... over... that girl. Why would I even..."

"Fast forward half an hour and you're fucking my brother." Allison interrupted.

Jennie blushed.

"Well, that's my cue. I'm gonna go inside and see if John's up." Allison winked. "Now, take your time Jennie dear."

"Wait." Jennie pleaded.

"Seriously, at least an hour."

"Come on..."

"Seriously." Though Virginia smiled, Jennie saw in her eyes that she was indeed serious. The reality that she interrupted Virginia and John the night before was not lost on her. She didn't protest as Virginia left her alone on the sidewalk.

As Virginia's door closed, James' door opened. Jennie dropped into a squat back behind the hedge and peeked around side. Brent came out first then James. A moment later they were on their bikes and down the street headed in the opposite direction where the girls drove.

She watched as they peddled away, shrinking in the distance. Impulsively, she jumped to her feet and began following them. She knew that this was probably a very bad idea.

I should just go home and change out of these ridiculous clothes before someone sees me. Someone's going to see you and that'll cause all kinds of trouble.

She pushed the thoughts down and kept her pace.

Though they were far in the distance, they never left her sight.

Part 3

Their cocks stretched her tight pussy. Her juices lubricated them as they slid past each other deeper inside.

James passed the magazine to Brent.

"Hot." Brent grinned.

They stood side by side in front of the wall of magazines. From one to the next, they browsed the various titles, passing them back and forth when something especially interesting caught their eye. The single employee behind the register didn't seem to mind them grazing his merchandise. He himself alternated looking though a magazine of his own and watching a bank of televisions playing porno movies on the counter behind him.

Through the doorway with the purple neon sign over it that read Arcade, a woman and two men appeared. Brent was surprised to see anyone else in the store. Though there were a few cars in the parking lot, they were alone the whole time they looked though the magazines.




The Jack Off Sessions Ch. 06



She was middle aged but pretty, the man on her arm was a bit older but likewise attractive. The second man looked like a construction worker or some sort of laborer. In any other circumstance it would have been odd that they would have such camaraderie, but here in Wonderland, anything seemed possible.

They chatted as they left the store.

"Wanna check out the booths?" James said after the doors closed.

"Sure." Brent placed the magazine back on the shelf and together they disappeared into the dark hallway.

---

Jennie pulled the door open to the small building after several moments of hesitation and watching three customers leave. Two bicycles were secured to the bike rack, and a single car in the parking lot was all that was left. Jennie figured that the car must belong to an employee, leaving Brent and James the only two customers.

Bells jingled overhead announced her entrance. She stepped inside and the door closed behind her.

Everywhere her eyes landed was sexual in nature. Movie covers featured graphic acts between multiple partners. Magazines had titles she could never say out loud without blushing. Toys lined the shelves that confused and aroused her in equal measures.

She was embarrassed. She wanted to turn around and walk out. She wanted to laugh. She wanted to call out for Brent to save her, take her away from this place and fuck her hard on her soft comfortable bed and confess his undying love for her.

She did none of these things.

Quietly, she stepped into the closest aisle and looked around. Aside from the single employee behind the counter reading a magazine, the place was empty.

Brent and James have to be in here somewhere.

She saw the dark hallway with the purple neon sign along one wall. If they weren't in the main part of the store, they must be somewhere deeper inside. Past that sign, somewhere in the darkness perhaps?

Stop.

Turn around.

Just leave before someone sees you in that ridiculous fucking outfit. Just go!

NOW!

She suppressed her thoughts and stepped through the doorway .

Her eyes adjusted as the layout became clear. The hallway had a series of doors on either side. As she made her way deeper, she saw that many of the doors were open. A small booth, a single chair, a TV mounted to the wall comprised the interiors.  

Private viewing booths, she thought

Further back was the familiar sound of sex. It seemed to be coming from one of the open booths near the back. She peeked around the corner of the doorframe and saw it was empty. On the screen, a video was playing.

A woman straddled a man who sucked her breasts. An image from the night before flashed in her mind.

Virginia fucking her brother.

His cock sliding deep in her wet pussy.

His hands squeezing her ass.

Their mouths locked in an incestuous kiss.

Jennie stepped into the booth and closed the door. A simple latch secured it shut. She sat down and proceeded to watch the movie.

His cock slipped in and out of her. Jennie lowered her hands between her legs and began to rub herself through her shorts. He alternated his mouth from one nipple to the next then back up to her lips. Jennie pulled up her shirt over her chest and squeezed her breasts as she moaned.

As she relaxed, she saw a hole in the wall from the corner of her eye. Through that hole, light flickered on the other side. She leaned in and looked through. Just like in her booth, the television mounted on the wall was on. It was a different movie. Just as graphic.

Brent?

Suddenly, the hole went dark.

She stood up.

Looking down, she saw a thick, hard appendage slide through. By the time his balls dropped over the lip, over nine inches of throbbing cock twitched in anticipation of her warm touch.

Brent.

---

She looked passed the wall in her mind and imagined him pressed against it. She leaned into it, picturing him inches away. She took him in her small hands and gently squeezed. She could almost feel him groan with pleasure on the other side.

She slid her hand from the tip to the base, feeling just how hard he was.

Like carved wood.

Impulsively, she knelt on the cold concrete floor, directly in front of it. Her lips inches away.

She turned it from side to side, imprinting it to memory. She licked her lips and slid the head in her mouth.

Oh my God, what are you doing?

Remembering what she learned the night before, she relaxed her jaw and used her tongue to distribute her saliva. She eased it inside more and more with every bob of her head. Her hand pumped the base of the shaft as he slid deeper past her lips.

With that, she gave herself completely to her desires. The voice in her head stopped. It was just her and Brent alone in this den of sex and perversion. She was very aroused.

He started pumping his hips, pulling from her mouth before sliding back in. She moved closer to the hole, her lips almost pressed against it as he proceeded to fuck her mouth.

She squeezed her breasts with her free hand, the other between her legs. After a moment, she realized a different cock was in her mouth. She moved back a bit as it slid past her lips and confirmed her suspicion.

James?

She didn't stop.

She didn't even pause.

She continued to suck, lick, and enjoy the sensation of being their tool for pleasure. She completely surrendered herself to her desires.

---

Brent watched as James fed his cock through the hole. Even in the dim light, he could see it glistening with her saliva. Every vein bulged, he was engorged to capacity.

"Dude..." He smiled at Brent.

"Fuck yeah." Brent nodded, stroking his own hard cock inches away, patiently waiting for his turn.

James slid all the way through and pressed hard against the wall. He tilted his head back enjoying the sensation. He moaned with pleasure.

Finally, he slid slowly out. His cock dripping with her spit. He paused before pulling completely out as her lips appeared just beyond the ridge, wet, full, and hungry.

James stepped aside as Brent positioned himself in front of it and slid through.

"Oh God, this feels so good." He groaned.

"Go all the way though, see how much she can take." James said staring intently at the hole as Brent fed his cock through.

After a moment, "Oh fuck man, I think she's fucking me." He gasped, looking down. He pulled a few inches away as James bent down to look through.

Her wet pussy gripped Brent's shaft. She was pressed firmly against the wall, welcoming him inside her.

"Yeah, dude, that's her pussy."

Brent slid back through, deeper inside. They could hear her whimper beyond the wall. He pistoned in and out, his full length sliding back and forth. James was tempted to reach down and feel how hard he was, scoop some of her juices onto his own cock and use it as lube.

"I'm gonna cum man, seriously this is too good."

"Do it man, fill her up." James instructed.

Brent pressed firmly against the hole and grunted. James watched his face wash with ecstasy. His lips parted as he took in uneven breaths. The pressure increased then released as he pumped his cum inside of her warm depths. He moaned and shuddered as his balls drained in her tight wet pussy.

He finally relaxed and slid out. Just as he did, James slid in, their cocks brushing against each other for the briefest of moments.

James could immediately feel her wet embrace. He imagined his hard cock filling the space that Brent was just in. He imagined Brent's cum lubricating his shaft and he pushed deeper inside.

"Oh my God."

Beyond the wall, their unknown partner rose and fell on his cock, fucking James in a quickening pace. Her pussy tightened around him, gripping him, almost pulling him deeper inside of her.

"Oh fuck, i'm gonna cum."

"Yeah, fuck that pussy. Shoot that hot load." Brent's eyes were glued on the base of James's cock as it swelled with the impending climax. James watched his face, filled with lust, drunk with arousal. From his core he felt the pressure rise just before his muscles involuntary pulsed, releasing torrents of his seed.

As he throbbed inside her, he could feel the slurry of their cum around his cock. It spilled out over the lip of the hole as he added to it, again and again until he was completely drained.

---

Jennie felt him finally slide out of her. She remained with her arms outstretched against the opposite wall, pressing her rear firmly against the hole. Cum dripped down the back of her legs. The tremors of pleasure slowly subsided and she began to worry that if she pulled away, they might look through see who she was. She remained in this position until she heard the door to their booth close.

After a moment, she stood up and slowly bent forward to look through the hole.

The booth was empty.

The television was off.

She was alone once again.

Their hot cum warmed her her thighs as it slid down her legs and soaked into her socks. She dropped into the chair and caught her breath. With the illumination of her screen, she looked down at herself. Nude except for her shoes and socks, her pussy throbbed as the final waves of pleasure washed over her.

What did you just do?

She heard booth door next to her open then close.

The television flickered back on.

They're back!

Her nipples instantly hardened.

She peeked through the hole.

A hard cock slid through.

It wasn't either of them.

She bit her lip and dropped to her knees.

Part 4.

Brent and James returned home and made their way into the kitchen, led by the scent of food.

Claire pushed sizzling meat around a hot pan as Allison sliced up tomatoes on the chopping block.

"Hey guys. Hungry?" Claire smiled back at them over her shoulder. Brent approached from behind to see what she was cooking. As he looked over her shoulder she leaned into him. It was surprisingly intimate and caught him off guard.

"I am so hungry, you have no idea." He said.

"Great. Why don't you guys wash up and we'll make you plates."

---

The next hour consisted of dinner, desert, and polite conversation.

"That was good." Brent sighed and leaned back into his chair looking down at his empty plate. He hadn't realized just how hungry he was.

"Great even. Seriously Claire, when did you learn how to cook?" James asked.

"A single girl on her own has to fend for herself, you know." She explained.

"Claire and I cook all the time." Allison added.

"I don't think I ever saw you pick up a single spatula when you still lived here." James joked.

A smile spread on Claire's face.

"Remember the time I threw a frying pan at you?"

James laughed.

"Yeah, right here." He traced an indentation on the wall with his finger.

When they were kids Claire and James sometimes reenacted scenes from the cartoons they watched together.

One Saturday morning, Claire lost control of a frying pan she was chasing him around with while trying to flatten his head. Instead, she slipped on the tile floor and the pan went flying. It ended up missing James by inches, leaving a hole in the wall.

They spent the rest of the afternoon together trying to patch it before their parents got home. They did a pretty decent job too. It took over a week before their mom finally noticed it.

"Well, don't worry. I've outgrown all of that."

"Obviously." He said, quickly assessing her body.

She looked at him sideways but let it slide.

As the girls washed the dishes, the guys started the movie they picked up on their way home. Of course like gentlemen they offered to reverse the roles, but the girls insisted.

---

"She is so hot." James commented as the leather clad vampire backflipped over a speeding car, firing guns akimbo. The girls joined them on the couch holding pink drinks in tall glasses.

"She's okay." Claire sighed taking a sip.

"Okay? Look at her, she's smoking hot!" James said.

"Yeah, she's pretty..." Claire yawned.

"Pretty? She's fine as hell!" James stated.

"You boys... She's probably wearing a padded push up bra, you know. Hollywood movie magic." Allison said.

"What are you saying?" Brent asked.

"Well, I've seen her in a few other things. She was in this Victorian period drama and she goes topless. She was no way as stacked as she looks in this movie." Claire explained.

"I dunno, she looks pretty good."

"Don't get me wrong, she looks good, but she's definitely been enhanced for this role."

They watched the action scene play out. It was over the top, but entertaining. As a dialog heavy scene commenced, James broke the silence.

"So, can I ask you a question?" James asked Allison.

"Sure." Allison replied.

"Since we're on the subject..."

"Okay..." Allison replied suspiciously.

"How big are your boobs anyway?" He asked as his eyes drifted down to her chest.

She laughed.

"Seriously James?" Claire moaned.

"I mean, you're so tiny but your boobs are so big." James persisted.

Not an ounce of shame, Brent thought.

"Well, how big do they look to you?" She said as she arched her back slightly, testing the the integrity of the buttons on her dress.

"I dunno... pretty big."

"If you had to guess?" She asked looking down at her chest.

"D?"

She poked her index finger toward the ceiling.

"Double D?"

She continued the gesture.

"I dunno, E?"

"G or FF, depending on the bra."

"Wow, I didn't even know they went that high." James said. His eyes shamelessly stayed focused to her chest. Brent saw the telltale signs of a raging hard on beneath his cargo shorts. Allison cupped her breasts in her small hands and squeezed.

"It sounds way more impressive than it really is. I'm really small, so it seems a lot bigger." She could have told him that she was an alien princess from the planet Barsoom. He wouldn't have noticed. The way she casually squeezed her breasts together enhanced their volume to such a degree that it left him practically mesmerized.

"No... they are impressive.... no doubt..." James mumbled as he nodded involuntarily.

She almost had the cartoon quality of the feminine ideal as imagined by a hormone fueled teenager. Petite but stacked. Her large breasts, thin waist, and hips that allowed an ass that stopped happily married men in the tracks, made her impossible not to fantasize about in all manner of sexual scenarios. Adding delicate, almost angelic features and she was a woman that in old black and white movies, with the right colored red lipstick, could have easily made a private detective unravel his life for just a moment of her attention

"It's really hard trying to find a bra that fits, to be honest." Allison continued, as she brushed a lock of mahogany hair from her brow and looked up at him with dark lustrous eyes. She realized that her idea of restrained flirting left James in a trance.

"I look like a little boy next to her." Claire quipped knowing that it wasn't true.

A good six inches taller than Allison, Claire had the proportions of a playmate. Allison often joked that if money ever became tight, Claire always had a the option to become a lingerie model.

"Hey, small boobs are cool too." Brent played along. He smiled and shrugged, letting his eyes fall on her chest for the briefest of moments.

"My boobs are not small!" Claire gasped, bringing her hands to her breasts.

"There's nothing wrong with small boobs. Yours are cute!" Brent said holding up his hands in surrender. He was piling it on now. The look on her face; shocked but amused, added a dimension of vulnerability that contrasted with her otherwise confident sexuality that put him at ease. It made him feel less like a kid in the company of a woman, and more like the man he actually was.

"Oh my god! Cute? My boobs are cute!? You are really making me feel like I'm 13 again!" She pouted.

"Hey, I like girls with small boobs." He grinned and squeezed her knee condescendingly. On the outside, he gave her the look of an understanding father figure or close platonic friend. Inside, he wanted to slide his hands up her thigh, pin her down with his body, taste her lips, feel the heat between her legs...

"You are such an asshole!" She slapped his hand away and laughed.

"Come on, I'm just kidding. You have great boobs." Brent confessed.

He was surprised how comfortable he was. Days before, he would have been at a loss for words in front of someone as beautiful as Claire. At no point would he have even been able to bring up the topic of another girl's breasts in front of her, let alone joke about it.

"Jerk!" She crossed her arms over her chest.

"Seriously, you're... very sexy." He trailed off.

"Really? You think so?" She lowered her arms and looked into his eyes.

"Yeah... I mean..." Brent looked over to James.

"Forget my brother, he's not even paying attention." She said.

Allison was fondling her breasts as James watched with pure joy on his face. She looked at Brent and Claire with a stupefied expression. "I think all the blood left his head." She laughed.

Claire brought her hand to Brent's face and focused his attention back on her. This close, he noticed the light freckles on the bridge of her nose. He recalled that when she was younger, those freckles were much more pronounced. Seeing her again after the year or so she had been in college, he hadn't noticed them at all. He reasoned that the time in the sun by the pool might have brought them out. Then again, everything else about her seemed to have changed so much, it was possible that he could have been focusing on other things.

Seeing him flustered stirred something inside her. She bit her lip and steadied her gaze. "You think I'm sexy." She whispered.

The look on her face, the shimmer in her eyes, and the close proximity to him stirred the boyhood crush he had secretly harbored for her since he was very young. It took all the strength he had not to lean in and kiss her. He wanted to feel those soft slips pressed against his, feel her tongue in his mouth, know that she she wanted him as much as he wanted her...

She knew with a little effort, she could get him to just about anything.

---

"This is good." Brent said after taking a sip.

"It's this pineapple-rum concoction we perfected in the dorm. You can't even taste the alcohol really." Allison explained as she handed a glass to James.

"It's like juice." Brent took a big swig.

"Whoa there. Pace yourself. It might not taste alcoholic, but it is. We don't want you passing out now. You'll miss all the fun." Claire winked.

"What kind of fun?" James asked, swallowing a gulp.

---

"I have a game..." Claire suggested as she plopped down on the recliner with a drink in her hand.

"Oh no." Allison groaned.

"Come on, it's fun!" Claire whined.

"What is it?" Brent asked.

"Childish." Allison mumbled.

"Shut up, you always have fun." Claire nudged her shoulder.

"Well, what is it?" James asked as he set his drink on the coffee table.

"Have you guys ever played Truth or Dare?"

Part 5.

During Claire's senior year of high school, Brent and James spent almost an entire night snooping on her and her friends during a sleepover.

Earlier that evening, Claire made a deal with them that if she and her girl friends got exclusive access to the first floor of the house, she would let them go unsupervised for the whole night upstairs. This agreement was, of course, made without much foresight. Once hunger set in, Brent and James snuck downstairs for supplies.

As they filled their arms with leftovers from the fridge, they overheard the girls laughing. Naturally, they eavesdropped.

The gaggle of girls lounged in sleepwear that left little to the imagination. Skimpy tops, tight bottoms, bare skin. The smell of scented lotion and the sound of girls giggling filled the house.




The Jack Off Sessions Ch. 06



Eventually someone suggested truth or dare.

Over the course of the night, Brent and James listened on as they confessed the most private of secrets, believing that nothing they said would leave the room. First attempts at oral sex, handjobs in the back of cars, crushes on other girl's boyfriends, and just about everything that could possibly come up when truth was chosen.

Before long, truths turned into dares and half the girls ended up skinny dipping in the pool by the end of the night. Brent and James quietly watched it all.

---

"Since you're the guest, you can go first." Claire smiled.

"What about Brent? He's a guest too!" Allison argued.

"He's next. First you." Clare took a sip.

"Fine." Allison agreed.

"To make it interesting, lets let the guys ask." She continued.

"Truth or Dare?" Brent and James asked in unison before she could change her mind.

Allison shared a look with Claire. "Dare."

---

They stood facing the sliding glass doors leading to the back yard. The four of them stared at the glassy surface of the pool as James flicked on the patio lights.

"Can I pick truth instead?" Allison begged, already knowing what the answer would be.

"Rules are rules." Claire smiled.

"This is only the first round!" Allison whined.

"Rules are rules." James mimicked Claire.

"Fine. Just wait until my turn." She gave him an amused look.

Allison hitched her shoulders, letting the straps of her dress fall down her bare arms. She wiggled her hips, allowing the thin fabric pool on around her feet. She stood before them in nothing more than a lacy white bra and matching panties.

She paused a moment allowing them to take it all in.

Her skin was sun kissed, likely due to the afternoon by the pool. The looks on Brent and James's faces spoke volumes. Claire held in a laugh.

"What about just the top?" Allison asked cupping her breasts as she looked from Brent to James with puppy dog eyes. It was intended to evoke sympathy, but considering her state of undress, it was more sexy than anything.

"Rules are rules." They answered in unison and laughed.

She released the clasp between the cups and let it drop to the floor.

Full and firm, her breasts were amazing. On her tiny frame they looked very large, but somehow fitting. Her nipples were a shade darker than the skin around them and obviously very hard. After a moment, she hooked her thumbs into her panties and shimmied out of them. By the time they were at her feet, she was bent at the waist, her ass high, her breasts jiggling with every movement. She straightened up, closed her eyes, and shook the tension from her hands. "Here goes nothing."

In a flash, she was out of the door. They watched as she brought her legs up in mid air, clear the lip of the pool, and break the smooth surface. She was underwater for a fraction of a moment before she began to pull herself back out.

The image of her emerging seared into the memory of James and Brent instantly.

Her body glistened as she ascended the steps. Rivulets of water slid over and between her breasts. Between her legs a small heart was carefully shaved into her shortly cropped pubic hair. Her strong thighs flexed, her eyes twinkled with a mischievous gleam.

She trotted back to the house leaving a trail of small wet footprints. With teeth chattering, she snatched the towel Claire held out to her and immediately disappeared into the bathroom.

The guys were speechless, mouths open, salivating.

Best summer ever.

---

"Truth."

Claire looked disappointed. She was expecting Brent to choose dare. Considering the instant nudity during the first round of this little game, she was hoping to keep the momentum going. With the constraints she was given, she finally asked, "Who was the last girl you had sex with?"

Brent and James shared a brief look. Claire saw it... but said nothing.

Their escapade in the booth earlier that day was a secret they understood they would take to the grave together. Moreover, even if it was something they agreed to share with the world, they had no name or identity of the girl on the other side of that wall.

Claire wanted a name.

He was pretty sure she was not asking him to out her as giving him head through the glory hole a few days before, or the makeout session she had with him the following morning ending with Allison going down on him. Regarding Allison, he and James promised not to bring up their late night basement rendezvous if Claire asked, so that was out of the question.

"Well..." Claire urged him. He realized that replaying all of the recent events in his head had resulted in a temporary lapse of time.

 Allison sat quietly squeezing the moisture from her hair with a towel. She wore an oversized bathrobe that Claire loaned her. Her dress and underwear were now neatly folded on the arm of the couch by her side. She looked at him with an expression that he understood as a reminder of his promise.

"Remember Jennie?" Brent asked. Of course. Though the last few days had been packed with new sexual experiences involving everyone in the room, there was someone else he could safely talk about without breaking a promise or prematurely revealing a secret.

"Little Jennie Connor?" Claire asked.

"She is 18 now... not really a kid anymore." Brent explained.

"Who's Jennie?" Allison asked as she pushed her glasses back on her face.

"Brent's neighbor." Claire explained. "She used to follow him around everywhere when we were kids. She was so in love with him."

"I... don't know about that..." Brent looked away.

"Suuure, anyway, you were saying? The last girl you fucked?" Claire smiled taking a sip. James looked at her wide eyed with a smile on his face. He rarely heard his sister use such vulgar language before. He liked it

"Well... the other day we kinda hooked up." Brent explained.

"What do you mean, kinda?"

"I was over at her place and we... kinda made out." Brent clarified.

"You just saw me butt ass naked. I'd like to hear details please." Allison folded the towel she used on her hair on her lap. Though it was understood that she changed into some of Claire's clothes after her dare, the robe wrapped around her body left some doubts.

"Okay... I was mowing the lawn and she was washing her mom's car. After I finished, we got to talking. She offered me something to drink. I was thirsty so I took her up on the offer. Anyway, I ended up in her house."

"Go on..." The girls giggled.

"Anyway... one thing leads to another and we're making out on her bed. Before I know it, I'm completely naked and she's topless, little panties on, grinding me."

"Who was on top?" Claire asked.

"Yeah, and slow down. Details, remember?" Allison said.

"Okay... so, we're kissing. She's on top. I'm super horny and she's grinding against me..."

"More details." Allison reminds him.

"Okay... she's grinding her pussy on my... cock. She's so wet. Her tits are in my face and I'm sucking on her hard nipples. She's moaning and starts going faster, and I think she starting to... you know..."

"Climax?"

"Orgasm?"

"Cum?"

"Yeah... she start to cum... and it's so fucking hot I couldn't help myself."

"Mmm Hmm." Allison bites her lip.

"I couldn't help it and I came too."

"Hot." Allison whispers.

"Then what?" Claire asks.

"Nothing. I came, we kissed a little. She gets up, goes to the bathroom and doesn't come out. I waited for like fifteen minutes but she didn't ever come out. So I left and came here."

"So that's it?"

"Yeah."

"You grinded, came, and that was it?"

"It was pretty hot."

"Yeah, but..." Allison hems.

"That doesn't really count." Claire states.

"What do you mean? She was completely covered in my cum."

The image of Allison writhing on the floor as he and James stood over her flashed in his mind. He imagined Jennie in her place as they stroke their cocks and cum on her pretty face.

"Still doesn't count!" Claire said.

"What does count then?" James asked.

"Vaginal penetration." Claire states. "Everything else is just... playing. Off the books. Doesn't count."

"Really...?" James smiled.

"Really." Claire said matter-of-factly.

"So handjobs don't count?" James asked.

"Nope."

"Blowjobs?"

"Nope. Vaginal penetration only."

"Hmm..." Brent smirked.

---

"Dare." Claire said.

Brent and James turn their backs on the girls and whisper quietly. Finally, they return their attention to the girls.

"Now that we know what you consider sex... I dare you... to titty fuck James." Brent said.

"Whoa..." Claire laughed.

"It won't even be... on the books. Doesn't count. No penetration." Brent smiled.

"I don't... think that it's... okay to..." Claire stammered.

"Rules are rules." Brent chuckled. He didn't actually expect her to do it. He just wanted catch her off guard, even for a moment, to see where she drew the line. The look on her face was worth the effort.

"Seriously. You want to take it there? It hasn't even been a full round yet." Claire crossed her arms.

Brent smiled.

Claire sighed. "Dare's are one-on-one. James has to agree to it too."

"I'm game."

"James!" Claire gasped

"When my turn comes up, I was gonna choose dare anyway. This can be my dare too." James said.

"Seriously?"

"What? You two have been walking around... wearing tight little bikinis... looking all good... Seriously, a guy can only take so much!"

"I'm your sister James!" She did her best impression of an sister appalled at the idea of being sexually involved with her own brother. Allison saw right through it but said nothing.

The Oscar goes to...

"As far as I'm concerned... right now, you are a smoking hot blonde that I'm about to titty fuck."

"Oh my God James. Seriously?" She groaned.

"Rules are rules. Top: off." Allison instructed.

"Oh, you're gonna pay." Claire almost laughed but maintained the facade.

Allison chuckled. "You're the stickler for following rules."

Claire hunched her shoulders in defeat and sighed.

She looked at James, snapped her fingers and pointed to the recliner.

James was genuinely surprised.

It was no secret that James was pretty shameless. In fact, he and Brent actually talked about titty fucking Claire in detail, as well as Allison, Jennie, and just about every girl in town with large enough breasts, but actually going through with it was not really in their realm of reality. James was even more surprised that Claire was not putting up much of a fight. It seemed to him, knowing her, that she gave in pretty quick. Then again, she was a stickler for rules...

Claire unbuttoned her blouse and tossed it onto the couch. Her breasts stretched the fabric of her white tank top. The blouse, as sheer as it was, was obviously necessary as her nipples were clearly visible without it. She quickly pulled it over her head in one motion and dropped it onto the soft carpeted floor.

Like James, Claire was lean with blonde hair and blue eyes. Unlike James, Claire was very much the embodiment of female sexuality. Her breasts were full, firm, and tipped with small pink nipples that, at the moment, were very hard.

"Don't even think about blowing your load." Claire instructed and she knelt between her brother's legs. She hoped he couldn't see the lust on her face. She wanted to maintain of doing this against her best wishes. She had an idea that this game could spiral way out of control if she let it, so a little restraint at this stage might be for the best.

She took a breath, exhaled, and leaned into him.

---

He couldn't believe his beautiful sister was kneeling topless between his legs unzipping his fly.

He imagined what this would look like many times before. He pictured her big clear blue eyes looking up at him with his cock between her lips, feeling the vibration of her moan as her tongue slid along his length. He had thought about it, but never really believed it would actually happen.

Yet, here they were.

She pulled his shorts down his thighs freeing his rock hard cock.

Claire settled on her calves and took it all in.

Her brother looked down on her without a stitch of clothing on. His hard throbbing erection was inches from her face, twitching as he flexed it. She could feel the heat radiating off of him. She was actually doing this.

Brent and Allison sat in silence as this highly erotic scene between brother and sister unfolded before them. This is unreal, Brent thought to himself.

When summer started, he and James had pretty reasonable expectations. They planned to play some video games, watch some movies, swim, relax, and partake in their increasingly frequent jack off sessions whenever the desire arose. They hoped, but did not expect, to possibly find a willing sexual partner to experiment with. Never had they thought they would have two college girls within their reach, more than willing, one of which was James's sister.

"Damn James. You have a big fucking dick." Claire grinned and shook her head as she slid her fingers up his length. He shuddered with pleasure. She locked her eyes on his as she squeezed her breasts together around his throbbing cock. She slowly began to build momentum by flexing her thighs, rising and falling in his lap.

The sound of skin sliding on skin seemed amplified.

"We need some lube." She said backing off. Claire took him in her hands and brought her lips directly over his cock and spit. She working in her saliva in a stroking, pumping motion. He could feel her breath on him. He pictured her full wet lips wrapped around him. Her eyes meeting his as her tongue explored.

"Fuuuck." He grunted.

"There." She resumed, squeezing her breasts around his now slippery cock.

"You are so fucking hot Claire." He whispered. She smiled. In her eyes he saw a hunger he had never seen before.

He began to pump his hips, matching her rhythm. With each thrust, the tip bumped her chin. To her, it was as almost as if he was urging her to take him in her mouth. She knew that this was likely just her desires consuming the logical side of her brain, then again...

Her inhibition free, sexually hungry little brother just might want to fuck his sister's mouth.

Maybe the taboo of incest was something he was willing to consider experimenting with. Maybe the idea of fucking his sister something that turned him on.

Maybe, like her, his sexual hunger allowed him the flexibility to do just about anything to bring him pleasure.

She licked her lips and was about to let him slip inside the warmth of her mouth when she remembered she had an attentive audience.

Allison was watching.

Brent was watching.

Oh fuck, what am I doing?

"Okay. Who's next?" Claire said suddenly, rolling on her knees to a sitting position. Her back was to the couch, facing away from James. She slid her fingers between her breasts and spread her saliva until her chest was shiny.

She didn't bother putting her shirt back on.

James didn't pull his shorts back up.

The blush on Claire's face said more than she wanted.

---

"Dare."

Claire smile broadly. "I dare you to play the rest of the game nude."

"Um... wait, isn't it Allison's turn?" Brent stammered. Brent looked at James with his cock in his hand, Claire topless, and Allison with a robe wrapped around her staring into his eyes with a particular look on her face.

"Whip it out stud. Show us what you've got. If you're anywhere as big as James, I wan't to see it." Claire instructed, gesturing to his crotch.

"How about Allison loses the towel? That way, it'll be fair." James offered.

My best friend, ladies and gentlemen.

"Hey! Those aren't the rules."

Claire gave her a look.

"Fine."

Allison pulled the tie around her waist free and dropped the robe onto the soft carpet. She stood before the three completely nude.

"Happy?" She asked with her hands on her waist.

The boys nodded in unison.

"Okay, your turn." She said to Brent.

Brent pulled the button free on the front of his shorts and pulled the zipper down. He hooked his thumbs into the waistband of both his shorts and underwear and pulled them down together.

His thick erection angled upwards, long and hard like a totem to the gods of fertility.

Silence.

---

"Wow." Claire gasped looking from Brent to James and back again.

Amazing, Allison thought. Claire was well aware just how big they were. Yet, her reaction seemed like genuine giddy disbelief.

Allison on the other hand, was not the caliber of actress that Claire was. Instead, she stayed quiet and spoke with her eyes.

"Seriously, I don't don't think I've ever seen guys as big as you two before... definitely not at the same time." Claire smiled. Allison nodded in agreement.

"You think?" Brent tensed his abdomen, flexing his engorged cock to full capacity. Every vein bulged, every ridge and valley were clearly defined.

James had seen this show many times before and never got tired of it. Over the course of the past year, he and Brent had met up to jack off together many times. This often took place in the small sliver of time after school and before his parent's came home. Together, they shared technique, compared sizes, and often had contests to see who could cum the furthest, the most, the soonest, and so on. Seeing Brent when he was very horny was always impressive.

"Yeah, do doubt. You guys are big." Allison almost whispered. Her eyes were glazed over.

---

"I dare you two to make out." James suggested with a grin.

At this point, it was obvious that their little game of truth or dare was just an excuse to delve into increasingly sexual territory with little personal responsibility. Though they all understood this to be true, they continued to play along.

"Okay... If you two jack each other off while we watch." Claire suggested.

"That would be so hot." Allison said leaning into Claire and kissing her neck softly. She kept her eyes on the guys to gauge their reaction. If her instincts were right, all they would need was a little push.

They were speechless.

"I just titty-fucked my own brother on a dare, the least you two can do is give each other a hand." Claire said before pressing her lips into Allison's.

James and Brent looked down at each other. It would not have been the first time they felt each other's cocks. However, this would be the first time they would do it with the intent of giving each other pleasure.

"Have you ever seen two girls make out?" Claire asked. She unbuttoned her jeans, pulled down the zipper and turned her back to them. She tugged the waist down past her perfect ass and paused. Looking over her shoulder, she delighted in their lustful expressions as their eyes molested her body.

"Well?" She said suggestively, pausing in this position.

James and Brent shared a look.

"It'll be our little secret." Claire whispered and she pulled her jeans the rest of the way down her long legs. She bent at the waist and arched her back. Her feet were far enough apart that when Allison slid her hands up her thighs, there was enough room for her to slip her palm between her legs and press her fingers into her soft mound. Claire let out a soft moan before Allison silenced her with a kiss.

James slid his hand to Brent's cock and squeezed the firm head. Brent submitted and released his grip, allowing James to slide his hand down his length. He lowered his gaze and watched as James begin to jack him off. His fingers wrapped around his thick shaft and expertly stroked him with the right amount of pressure, at the perfect speed.