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Did You Ever?

By: riverwatch55



Max and Tony had been friends since third grade. They were always together, had similar interests. If folks out in the community saw one of the close buddies alone, they would ask were the other was.

It seemed that they were mismatched. Max was tall and lean, with a dark complexion and perfect hair. He was an accomplished high school athlete. Tony was the opposite, a little shorter, but chunky with curly reddish hair. Not an athlete at all, he wrote about sports in the high school newspaper. Max was outgoing and had plenty of girlfriends; Tony was shy and had never been on a date. But while uncomfortable around most people, Tony was completely at ease with Max.

They shared thoughts, ideas, hopes and dreams.

Each wondered about the future of the friendship, though, after graduation from high school. Max went to a large state university with a plan to become a chemical engineer. Tony went to a small school with a dream of becoming a math teacher. At first, the two exchanged frequent phone calls and emails, but as they settled in to their respective college lives, each made new friends, studies occupied much of the time, and the contact waned.

Come Thanksgiving break, though, the two were back together and things were as they always had been.

They reunited at Tony's house. Nobody else was home. Tony's mom was out to collect her free turkey from a local supermarket -- a prize for spending $400 in the weeks leading up to the holiday.

They were hanging out in the finished basement, where they shot a little pool and watched some TV. Max, lounging on an old couch in the basement, looked over at Tony, who was sitting on an overstuffed chair that once was in the living room upstairs.

"Hey," Max asked. "Do you think you still have that skill of yours to rub knots out of my shoulder muscles?"

Max had been a three-sport athlete in high school, and was always complaining of sore muscles. In a trade of services, Tony would dig into Max's shoulders and back to ease his pain. In exchange, Max would give Tony what they called the "soft tickle." Tony didn't like the rough, deep-muscle massage stuff. So Max would lightly run his fingertips over Tony's back, which always resulted in huge goosebumps. "I'll give it a try," Tony said, switching over to the couch. 

Max sat on the floor in front of him and Tony worked his magic. Max's muscles were super tight, and no amount of pressure was too great for him to endure. Twenty minutes later, Max was loosely rolling his head in circles, moaning in pleasure. "Brother, you are the best," he said. Tony responded by quipping, "my turn."

The chunky Tony pulled off his shirt, something he was reluctant to do in front of anyone else, and switched places with Max. He loved that light touch, and it was quickly evident that Max was as good as ever at it. It was delicious. The touching for each had always been limited to the the back. Tony was a little shocked when Max moved his fingertips to the sides of his neck. As he did, Tony shuddered. "What was that, man?" Max said. "Didn't you like that?" "No," Tony responded. "It felt great, it was just different."

With a low chuckle, Max said, "well, what about this," and he reached down to lift Tony's arms over his head. Tony turned his head, but before he could speak, Max ran his fingertips along Tony's sides, from the tops of his jeans all the way to his armpits. Tony let out a grunt and shook all over. He had never felt anything like that, certainly nothing that had felt so good. Max returned to Tony's back and finished up the tickle.

They returned to watching TV, and not another word was said.

Soon after, Tony's mom, Jenn, returned and she was happy to see Max, who had always pretty much been a fixture around the house.

The three talked about college and what it was like being away from home for the first time. As 5 p.m. rolled around, Tony's dad arrived home and the conversation continued. At one point, Max's mother, Rita, called to announce dinnertime.

"It's just tuna salad," Rita told Max. "I have too much to do for tomorrow to get involved in complicated meal tonight."

As had been the case since forever, Max's decision was based on the menu at Tony's house. Both of the young guys were famous for checking with both moms before deciding where and what to eat.

Jenn had a big pot of chili cooking on the stove, and Max loved her chili. So he stayed for dinner. Afterward, the guys retreated to the basement for more pool and TV, the latter of which inspired them to sleep. 

They were stirred to consciousness when Jenn yelled down the stairs. "It's getting late," she said. "Is Max staying?"

That was another regular thing for the two friends, staying at each other's houses as nights grew late. "I'll call my mom," Max responded. "I'll sleep here."

"Here" meant the basement, because Tony's room had only a single bed. It was not a problem, the sofa was a sleeper couch, and Jenn kept sheets and blankets in a cabinet downstairs. That was fine with the guys, who liked to stay up late watching TV without bothering Tony's parents.

They made the bed and stripped down to boxers, the standard sleeping attire for each. Lying there watching an old movie, Max said, "you wouldn't want to work on my back some more, would you?"

"As long as you return the favor," Tony said, laughing.

With the couch open, Tony did as he always did, straddled Max's thighs and attacked his sore back. After about 10 minutes, Max said, "Listen, my quads are killing me. Would you work on them?" That request was something completely new. Tony hesitated, but said OK and rolled off Max's thighs.

Max flipped over, and Tony, hesitating a little, straddled Max's calves and dug into the tops of his thighs. Max responded with sort of a cooing sound, encouraging Tony to "go higher." As Tony reached the bottom edge of Max's boxers, he got a surprise. A tent grew inside the boxers; Max was aroused and had an obvious erection. It was not difficult to determine that reality. Max not only had the gift of a great physique and a perfect face, he was very large "down there." Tony had seen it many times in locker room showers and while getting dressed in each other's houses. But never hard.

Stunned, Tony immediately stopped and stammered, "my turn." Max covered crotch with his hands, but said nothing.

Tony flopped down face first and Max straddled his friend's thighs and began the tickle. That routine had occurred many times, but it was different this time. Tony was trying to concentrate on the tickle, but something was distracting him. Max was still hard, and Tony could feel it against his thigh. He could think of nothing else, except that he was getting hard, too. Tony was happy to be face down.

Max soon finished his tickle, and the two were lying in the bed silently, backs facing. Tony did not want Max to see that he was aroused.

A few minutes later, Max said, "Hey, look here." Rolling back a little, Tony looked at his lifelong buddy. At age 19, for the first time ever, he felt uncomfortable around Max.

"Tony, I have to ask you, do you jack off?" Max inquired.

"No," Tony lied. "Why would I do that. It's weird."

"If you don't, you should," Max said. "I've done it for a while, and it really feels good, especially at the end."

"Well, I don't," Tony blurted out.

"Hey, when you rolled over after the tickle, I saw that you were hard, and I know that you know that I was hard," Max said. "It's OK to let off steam. I was embarrassed to think people would know I did it, but then my roommate ... ."

"Your roommate ...?" Tony said quietly.

"I woke up at school one night and had to go to the bathroom. I sat up in bed to go, and looked across the room and saw him doing it, right in bed," Max whispered.

"Oh, no, did he see you?" Tony asked.

"Yeah, he did," Max replied. "He asked if I wanted to watch. I was frozen in place, couldn't speak, but he turned on his desk lamp and went back to doing it. And I just sat there and watched until he came on his stomach."

"Wow, was he big?" asked Tony, immediately wishing he hadn't said it.

"He was a little bigger than you, but not as big as me," Max said. "But he was really thick, thicker than me."

"Did he say anything after?" Tony asked, again thinking he should just shut up.

"He just said, 'your turn,' and sat at the foot of my bed, waiting.

"Oh, no," Tony said. "Did you hide under the covers?"

"I don't know where I got the nerve, but I just pulled down my boxers, leaned against the wall and went at it," Max said.

"And he watched you?" Tony asked.

"He got right up beside me and watched from like a foot away," Max said. "After a couple minutes, he got hard again, and we were sitting side by side, jacking off together."

"Yikes," Tony said, "And did you ...?"

"I came in about two minutes, and a couple minutes later, he came again, but not as much squirted out."

"Holy cow," was all Tony could muster.

"He said that after Thanksgiving, he wants us to do it to each other," Max said, his voice barely audible.

"Will you?" Tony asked.

"I don't know," Max said. "But I can't stop thinking about it. Tony, you got hard after I got hard; you do jack off, don't you?"

Tony shook his head no, so hard his neck hurt, knowing he was lying like hell.

"Look here," Max said. "It's not a bad thing."

When Tony faced Max, his friend's boxers were off. Max had a huge erection, and he was stroking it.

Tony didn't turn away.

"C'mon," Max said, nearly panting as he spoke. "Do it with me. I can see you are hard."

Tony looked at his crotch, as if he really had to see that his cock was hard. It was so hard it hurt.

His eyes locked on Max's cock, Tony shed his boxers. Max's cock was way bigger, but not harder. Tony's cock was harder than it had ever been. But he didn't move. He just watched Max stroke that monster.

"I'm getting close," Max panted. "Tony, do it so we can cum together."

Tony could not move. He could not will his hand to move.

Suddenly, Max slipped over, his body right beside Tony's. Max rolled over on his side and reached.

"Tony, if you really don't do this, you are really missing out," Max said. And with that, he grasped Tony's cock and started to pump. Tony didn't speak. He covered his face with his hands and seconds later exploded. The first burst of cum landed on his neck, and more followed. Max kept going until no cum remained. Tony was breathing heavily and removed his hands from his face. He saw that Max was on his back and once more frantically stroking that huge cock. 

Tony didn't know what power was behind his action, but he brushed Max's hand away and sat cross-legged beside his friend. Tony used both hands and gripped Max's cock. He squeezed hard and pumped it a half-dozen times before Max came with a grunt, three hard squirts and then continuous oozing until he was finally emptied out.

They stayed there motionless for a long while, each covered with sticky cum.

"Man," Max said. "We'd better go wash off."

And Tony silently followed Max into the washer and dryer area of the basement, which also included an open shower.

They showered silently together, and after Tony turned off the water Max finally spoke.

"You know what Tom really wants to do when I get back to school?" Max said of his roommate. "He said he wants to put his mouth on my cock."

"No way," Tony said.

And off they went to bed, sleeping soundly as all tension had been removed.

Early on Thanksgiving morning, Tony awoke to a strange sensation, something incredible that he had never before experienced. It was as if he was in a dream. But he was awake, and when he opened his eyes, he saw Max sucking on his cock.

More later.

Did You Ever? Ch. 02



Tony sat straight up on the fold-out couch mattress and scooted back a little. His cock exited Max's mouth with a pop. He looked down and saw his best friend on his knees, stroking his huge cock. It was obvious Max had been masturbating while sucking on Tony.

"Max, geez, what the hell?" Tony said, pulling the waistband of his boxers over his hard cock.

His face twisted as if in pain and his hand furiously stroking his dick, Max blurted out, "Sorry, sorry, uhhh, I should have, ughhh, I should have asked, Oh, oh, wait, I should have, uhhhh, I,I," and he dropped to his side, rolled over onto his back and let loose. Max's cock pulled tightly against his belly, he came and came, a pool of cum forming just above his navel. It took just a few seconds, but to Tony it seemed to be much longer. He watched as Max groaned, and fought to take in air. With each squirt of cum, Max's hips lifted off the mattress, as if he was fucking the air.

Finally, it was over, and Max lay still, his deflated cock against his thigh. Even when it was soft, Max's cock was larger than Tony's cock hard. Tony sat in stunned silence after witnessing Max's wild, almost violent orgasm. In the seconds after it ended, Tony realized that his hand was tightly cupping his balls. He silently admitted to himself that watching Max had excited him. He wanted to experience the same wild release. His cock was still hard against his boxers, which were damp with Max's saliva from the interrupted blowjob.

"Holy shit," Tony thought. He was receiving his first-ever blowjob, and he stopped it. In his dreams, that first BJ would come from a girl. But in reality, it came from a friend, his best friend for many years, whose head had bounced up and down over Tony's cock.

Without thinking, he slid his hand up and began to squeeze his cock.

Max, still on his back, finally spoke.

"Tony. Tony, I'm sorry. I shouldn't have done that without your permission. It was wrong. It was wrong because we didn't decide on it together. I woke up and your cock was hard and moving. I could see it through the fly on your boxers," Max said. "I was thinking about last night, how we made each other cum, that it looked like you needed to cum again. I was thinking about my roommate at school, how he wanted to use his mouth on me. I was imagining how good it might feel; people say it feels better than anything to have your cock sucked.

"You're my best friend. I wanted you to feel what it was like. I wanted to feel what it was like to take a cock in my mouth. So I just did it, and it was so exciting to feel you get harder and harder, to hear you mumble in your sleep, to feel your hips move as I sucked you."

Max fell silent, his chin dropped to his chest and tears began to form in his eyes.

A long minute passed.

"Tony," Max whispered. "I'm sorry. I hope you don't hate me."

"Max, it's OK," Tony said. "I never felt anything like that in my life, the wetness, the softness, the heat of your mouth. If you had asked, I might have said no, but I'll tell you this, it felt good as hell."

Both friends shared nervous laughs. Everything with OK with them, as always.

"Hey Max, I gotta finish what you started. I feel like my balls are in a vice," Tony said, pulling down his boxers and grasping is cock.

As Tony fell into a rhythm, he closed his eyes and enjoyed that sensation of masturbation. Max crawled alongside to watch his friend jack off, his own cock beginning to twitch.

"Tony," Max said, interrupting the moment. "I didn't ask before, which was wrong. But I'm asking now: Can I finish you off."

"It felt pretty good," Tony said. "And I don't think I will be able to do the same for you, but I have to cum pretty soon, and if you want to do it, go ahead."

So Tony flattened out on the bed and watched as Max took hold of his hard cock and bent it toward his mouth. Tony's eye were wide open as Max swirled his tongue around the tip of his friend's dick and then opened his mouth and slid his lips over the rigid column of hard flesh. His head bobbed up and down, sucking on the downstrokes and dragging his tongue on the underside of Tony's cock on the upstrokes.

Thirty seconds last, Tony felt every muscle in his body tense, his cock swelled, and he grunted, "now, it's coming, I can't hold back, Max, I, Unnnghhhhh.

And the cum flowed in heavy spurts. Max had pulled back his face, and the cum splattered against his cheeks. He pumped Tony's cock to the finish, and then rolled back.

"Tony, I didn't have the guts to take it in my mouth," an apologetic Max said. 

"That's OK," said Tony, who rolled over and began to masturbate Max. "I wish I could do the same for you. But I can jack you off if it is OK."

"OK, hell, pump away, brother, jack, jack, jack," Max said, laughing. "This might take a while. I emptied out pretty good before."

Max was true to his word. Tony had to change hands a couple times, his arms aching, but after about 20 minutes Max came. It wasn't the huge orgasm he had experienced earlier, but it felt great."

The friends showered together playfully, grabbing at each other's cocks.

Each friend ate at home on Thanksgiving, each with something for which to silently and privately gave thanks.

But the journey into sexual exploration for the two 19-year-olds did not end with the Thanksgiving morning revelations. ...



Did You Ever? Ch. 03



Two days later, the best friends were back at their respective colleges. Tony and Max stayed in touch, as always, but no mention was made of their Thanksgiving break activities. Tony did wonder, however, if Max had continued on with his roommate. And he didn't have the nerve to ask. Max was on his mind, though, and all of Tony's masturbation activity was fueled by memories of the Thanksgiving holiday. Certainly, he had loved having his cock sucked and he admittedly did enjoy masturbating Max. The memories were so rich that he found himself masturbating more often than ever - always in private. The trash can by his desk constantly filling up with wadded tissues containing his cum.

Tony didn't know if his roommate masturbated, but he wondered if the guy who shared his room had any inkling of what was going on when he was out of the room. Maybe he did, Tony thought. One day as Jack was leaving for class, he casually said, "Hey, Ton, you ought to empty that out. People that stop in might start wondering why a guy without a cold is going through so much tissue."

After Jack left, Tony went over to Jack's desk and saw that his roomie's trash basket also contained an unusually large amount of wadded tissue. He chuckled out loud. "Old Jack must be a frequent flyer, too, on the fast-hand express," Tony thought to himself. Tony and Jack had become fast friends, but Tony was not about to ask whether his roommate was a masturbator. It was a little too personal.

With finals week approaching, time went fast and tension rose as the drive was on to hold onto the good grades Tony has posted at mid-term. Tony was studying almost constantly, and to relieve pressure, his masturbation activity increased. In efforts to be alone in the room, he had missed more than one meal in the cafeteria. When Jack was in the shower, it provided Tony time for a quickie. When the mood was right, he could make himself cum in a minute or two.

One the afternoon before Tony's last final, Jack returned to the room from the library before dinner. 

"You ready to eat?" Jack asked Tony, who had his nose in a textbook on ancient history. 

"No," Tony replied. "I wanna reread these chapters on the fertile crescent, fucking Mesopotamia. I am going to be so happy when ancient history is ancient history to me. You go eat; I'll get a burger later."

Tony was telling the truth about his need to study, but he also had something else on his mind. As soon as the door closed behind Jack, Tony was on his bed with his pants pulled down to mid thigh. In seconds, he was hard and stroking his cock furiously. He had his head way back on his pillow with his eyes tightly shut, thinking about the feeling of Max's mouth on his cock, when he heard the click of a key in a lock. Before he could react, in strolled Jack. "Damn, I forgot my ID, as if anyone would try to sneak into the cafeteria for that half-ass food. ..." said Jack, who instantly fell silent.

He had caught Tony in the act, his fist wrapped around his cock.

A pregnant silence followed as Tony just lay there, not even thinking to pull up his pants. He was just motionless, holding onto his cock. Finally, Jack said, "Sorry man, I'll just get my ID. Sorry, I ... sorry." He grabbed the ID card and left. Tony was mortified - at first - then wondered what Jack was thinking, wondered if Jack had ever been caught. He was pretty sure Jack was a masturbator, but now, for sure, Jack knew Tony took matters into his own hands. As his mind raced, Tony decided that he could not change what Jack had seen, and given that, there was no reason stop what he had started. So he masturbated to completion, for the first time in weeks not thinking about Max. As he came into a handful of tissues, Tony was wondering how often Jack masturbated, how Jack masturbated and what Jack's cock looked like. Funny thing, he thought. They had lived together in that room for nearly five months and he had never seen Jack naked. As he tossed the wad of tissues into the trash can, he wondered if it would be possible to see that cock. Then he pulled up his pants and returned to the history book. "Fucking Mesopotamia," he mumbled aloud.

(Short chapter, but Tony the detective will follow soon.)



Did You Ever? Ch. 04



Tony never made it out of the dorm for that burger, deciding instead to keep at the preparation for his ancient history final. Thank goodness for microwave Oodles of Noodles.

Jack returned from the cafeteria and soon was studying for his last final, biology. The roommates toiled pretty much in silence, except for occasional profanity aimed at professors who subjected their students to comprehensive finals. Around midnight, Jack and Tony were each struggling to concentrate. By then, coffee, and plenty of it, had become the beverage of choice.

Eventually, Jack slid back from his desk, rubbing his eyes and stretching his back. Tony wondered if his roomie could use a rub.

"Man," Jack said. "It's gonna take another hour to get through these notes, but I am beat. Maybe a shower will wake me up." With that, he gathered up a towel, soap and shampoo and headed down the hall. The dorm in which they lived was the oldest on campus. Unlike the new dorms, the rooms in Reynolds Hall did not feature private bathrooms. But those new dorms were for upper classmen. Freshmen lived in Reynolds, and were stuck with group bathrooms and showers. The shower room offered no privacy, just a large space with eight shower heads. Tony tended to shower early in the morning, before the showers became crowded. Most days, he showered alone, which was fine with him.

With Jack down the hall, Tony was more than distracted. A late-night shower would provide an answer to a question that the been on his mind: the size and shape of Jack's cock. Tony was shaking as he gathered his stuff, stripped off his clothing and headed down the hall clad only in basketball shorts. As he entered the bathroom, he could hear water flowing in the shower. If there was anything good about the shower room, it was the water pressure. At full force, the thin streams of water stung the skin. Tony put his shorts on the bench outside the shower room and started inside, hoping for a glimpse of Jack's cock. What he saw, shocked him. Tony was leaning with his back against the wall beneath a shower nozzle, eyes closed, with the water hitting his chest and running over his body. Jack's arms hung at his sides and his cock was in full view. It was not particularly large, but it was different than Tony's and Max's. Jack was not circumcised, and his cockhead was covered by a long sheath of loose skin. Tony could not stop looking, and a few seconds later got to see more. Without opening his eyes, Jack reached down and began to stroke his flaccid penis. He pumped just three or four times and was completely hard. Jack stroked his cock slowly, something Tony never did. With Tony, the goal was always to beat off as fast as possible so he could cum, rest up and masturbate again.

Tony was erect as he walked into the steamy room and turned on a shower across from Jack. The sound of a new water stream caused Jack to open his eyes. "Hey Ton, you trying to wake up, too? I thought you were a morning shower man."

As Jack spoke, he was calm as could be, and he never stopped stroking his cock. Tony was nervous, and kept his back to Jack as he lathered up; he didn't want his roommate to see his hard penis. Jack was as chatty naked as he was dressed. "Tony, do you ever jack off in here? That's why I shower late. I wouldn't want just anybody to see me in here stroking my cock." Tony didn't answer.

Apparently, Jack didn't mind if his roommate could see him at work. "I like to masturbate under the shower," Jack said. "The spray feels good pounding on my body and the water keeps my cock slippery. The cum just runs down the drain, so there's no mess to clean."

Tony couldn't believe how uninhibited Jack was about such a private subject. As Tony rubbed soap between his legs, he couldn't resist giving his cock a couple strokes. In that instant, Tony was startled by Jack's next words - because they came from about six inches away.

"I thought that's what you were doing," Jack said, laughing. Tony could not believe it. He had stroked his cock three times and Jack caught him, for the second time that day. "He must think I am a serial masturbator," Tony thought, this time having the sense to let go of his cock.

"Don't stop on my account," Jack said. "You know what I say: If it feels good, do it." With that, Jack turned around and leaned against the wall, moving over to stand under Tony's shower. It had them face to face, and Jack's cock was rock hard, pressed up against his stomach. "I gotta finish," Jack said, grasping his cock in his hand. And when he did, the head touched Tony's thigh. Tony stepped back, his own penis now soft. "You ever see an uncut guy before?" Jack asked. "I think my head is more sensitive because it's always covered up."

Again, Tony didn't answer. He just watched.

Undaunted by the silence of his roommate, Tony continued, both speaking and pumping his cock. "What's the most sensitive part of your cock?" Jack asked. "Do you get hard easily? I just have to touch mine and it gets hard, unless I've jacked off two or three times in a day. My cousin is real big, and he has to stroke it for a long time to get it hard."

Tony's eyes widened, and he finally spoke.

"Your cousin?!?" he both exclaimed and asked.

"I probably shouldn't have said that," Jack offered. "But it is what it is; I learned about masturbation from Mike. He slept over after my high school graduation party. I woke up to a slapping sound, and when I opened my eyes I saw him doing it. He's a little longer than I am, but he's really thick. He thinks he showed me how to do it, but I had jacked off plenty before that night. We've done it together a lot. We usually beat off together talking about girls we would like to fuck. Neither of us has ever had a girl, but we masturbate together a lot?

Tony was amazed at his roommate's inhibition.

"Oh, oh," Jack said. "Look who's hard again. Go ahead, Tony, finish yourself off. I'm getting close, myself."

Almost robotically, Tony complied, stroking his cock just inches away from his masturbating roommate. Just seconds after Tony began, Jack came, shooting three or four large streams of cum on his roommate's leg. Laughing, Jack said, "Tony, that was pretty hot. Seeing you jack off got me to the finish line."

Tony could not speak in that instant.Because with Jack's cum running down his thigh and knee, Tony let loose, his cum landing right on the drain between Jack's feet. With each spurt, Tony grunted.

Laughing, Jack said, "Good thing nobody else is in here. You know, Tony, this is a good thing. We won't have to sneak around and hide from each other when we need to masturbate. I liked watching you and like you watching me. You won't have to miss any more meals to give yourself alone time."

"Yeah," Tony said. "Maybe you're right."

They returned to studying, and spoke no more about their new masturbation relationship. Each headed out for 8 a.m. finals the next morning, and were back in the dorm by 11. All that remained of their first semester of college was one more terrible cafeteria lunch and rides home from their respective parents.

They quickly packed up stuff to take home and lounged on their beds, bullshitting. "My mom and my grandfather are supposed to be here in about an hour," Jack said. "You wanna do it one more time?"

He didn't wait for an answer, yanking down his jeans and going to work on his cock. Tony couldn't resist and did the same. Each came pretty quickly, and soon were headed home for Christmas break.

Riding in the front seat of the family car for the two-hour drive, Tony stared out the window and wondered if Max would be interested in his encounter with Jack.

Next: A holiday surprise.



Did You Ever? Ch. 05



About a half hour from home, Tony called Max to see if he had returned from school for Christmas break.

"I've been home for a couple hours," Max said. "Is your garage open? I'll meet you at your house."

Max knew the garage door at Tony's house was always open. The key had been long lost, and the door that connected the garage to the basement had no lock. In fact, the garage was not even used for the family car. It was filled with stuff, and the car always sat in the driveway.

"I'll see you there," Tony said. "It's gonna be great having almost a month off from school."

Tony's mom, Jenn, dropped him off and headed to the store to pick up food for dinner. Max greeted Tony with a big chest bump. "Dude, a whole month; how was school? Make the dean's list? I did. I have to or I'll be out of the engineering program before I get into it."

"I got a 3.8," Tony said. "Hell, I didn't do that well in high school. By the way, how did things go after Thanksgiving with your roommate?" 

Max frowned. 

"They went nowhere. He has a girlfriend now, and all that other stuff is finished. I never got my B.J. I guess when he started up with me he was just horny."

Tony was disappointed by the news, because he had been wondering for a month whether Max had taken that big step after masturbating together with Tom. He also had been thinking of other things, like when he and Max had masturbated each other, and how he had awakened the day before Thanksgiving with Max sucking his cock."

And he wondered whether he should tell Max about Jack and the encounter Tony and Jack had in the shower, watching each other masturbate.

He decided to wait.

"Sorry you didn't get to experience a blow job," Tony said. "When you did it to me, it was the most incredible experience."

"You liked that, didn't you?" Max said. "You liked the feeling of my lips running over your cock, sucking on it like a straw."

With that, he pushed Tony down onto the couch and went to work on his best friend's belt buckle.

"Maybe you want have that feeling again," Max said. "I've been going nuts since Thanksgiving, thinking about how your cock throbbed in my mouth, how you jacked me off. Tell me if you want me to stop. Because if you don't, it's going to happen again right now."

Tony didn't say yes, but he also didn't say no. He just watched as Max unbuttoned his jeans and pulled both them and the boxers down past Tony's knees. Tony was already hard when Max grabbed his cock. Max pumped Tony's cock twice and then licked the underside from his friend's balls to the tip. Tony moaned, then grunted when Max took it into his mouth, not stopping until his nose was nestled in Tony's pubic hair. Max gagged a little and withdrew, but only for a second. What followed was no casual blow job. It was wild, aggressive, fast. With each stroke, Tony's cock slammed into the back of Max's throat, and the pace was frantic. Tony grabbed the couch cushions as if he was holding on for dear life.

An Jenn turned the corner from the garage into the basement, she saw Max's head bobbing up and down, rising slightly above the back of the couch. She had returned home to pick up coupons she had forgotten, and although the back of the couch faced the door, she was certain Max's movements meant just one thing.

Unsure if Max saw her, Jenn began to retreat. But as she turned, Jenn walked right into the edge of the door, bouncing off and landing on her bum. As she hit the floor, she grunted, alerting Max and Tony.

Max stood up, his face twisted in terror.

"Jenn," he blurted out. "I, uh, I was just. I gotta get home. Tony, I'll talk to you later." As he went past Jenn, who picking herself off the floor, Max muttered, "Jenn, please don't tell my mom." The embarrassed teen went through the door and sprinted out of the garage.

As Jenn got to the couch, Tony was struggling to get his pants pulled up, but the jeans and the boxers were tangled around his sneakers. He pulled a cushion off the couch and covered his crotch.

"Mom, Mom, I,I," but that was all he could get out. Beet red, tears welled up in his eyes.

After being caught in the act, he didn't know what to expect. However, he sure as hell didn't expect his mother, a smile on her face, to sit down beside him on the couch.

"Tony," she said. "It's OK. As close as you guys are, I had expected for years that you were more than just friends."

"It's only been since Thanksgiving break," Tony croaked. I don't know how it even got started. ..."

"It doesn't matter how long," Jenn said. "It's not like you two are criminals or drug addicts. It is between the two of you. It apparently feels good so you do it."

"And you're not mad, or disappointed?" Tony replied, starting to calm down.

"No, baby, no," Jenn said. "Who knows, maybe it's in your genes. Maybe you get it honestly"

"My genes?" Tony replied. 

"Listen, Jenn said. "Do you only think this way about guys? Or do you think of girls, too?"

"Both," Tony said. "But no girl ever ... ."

"So maybe you're bisexual," Jenn said. "Lots of people are. Believe me, I know."

"You know?" Tony asked. "How's that? What? Did you read about it? How do you know?"

"I am going to tell you this, Tony, and it goes no further. You can't even tell Max."

"Tell him what?" Tony asked. "What's the big secret?"

"You know what Max was doing to you?" said Jenn, who didn't wait for an answer. "Sexually, it's your dad's favorite thing to do." 

"WHAAAATTTT?" Tony exclaimed.

As Tony shouted out, Jenn saw the cushion on his lap move slightly and then slide to the floor. Tony's legs went stiff, and without touching his cock, he came, cum splashing on his shirt, on his mom and, finally, puddling around his hard cock.

"Well, Tony, it appears you are your father's son," Jenn said with a little giggle. "C'mon to the shower and clean off, and I'll tell you all about it."

Next: His parents' love life.



Did You Ever? Ch. 06



Sitting on the couch naked beside his mom, cum everywhere, seconds after learning his father loved to perform oral sex on men, Tony was both humiliated and curious.

His mom, Jenn, had caught his best friend, Max, sucking Tony's cock. After Max ran from the basement, Jenn revealed her husband Michael was bisexual, causing Tony to cum right in front of her. And she seemed to be OK with all of it, suggested Tony was bisexual. Jenn told Tony to wash off before telling him all about IT. 

Tony stood up, his hands covering his cock, and headed toward the shower in the laundry area. "I'll be out in a few minutes," he said sheepishly, turning toward his mom. Jenn, though, was right behind him. He instantly stopped, blurting out, "MOM, no, I don't need you in there. I'm embarrassed enough."

"Don't be silly," she said. "After all that I've seen today, you don't need to be so shy. I want to put a load of clothes in the washer. We can talk while you shower." A little flabbergasted, Tony threw up his arms and walked into the shower area. As Jenn separated white clothing from colored garments, Tony turned on the water, getting it nice and hot the way he liked it. When he stepped under the spray, water splashed all over Jenn's back, causing her to squeal and run for cover. Laughing, she exclaimed, "wow, that was not a part of the plan!," and then kicked off her sneakers and pulled off her socks. "Well," she said. "I might as well just throw my stuff in the washer, too." Tony was transfixed as he watched his mom's hips wriggle as she pealed her wet jeans over her legs.

"Mom, what the hell?" Tony shouted as she unbuttoned her plaid shirt and shrugged it over her shoulders. Standing only in a sports bra and bikini panties, Jenn laughed again. "Kiddo, you're killing me, here. This should not be a shock to you. You've left your computer on plenty of times, and what I saw on the screen was plenty raw. You've been looking at a lot more graphic stuff than me in underwear. I didn't know about your EXTRA activities until today, but I've seen plenty of evidence that you've been taking matters into your own hands for a while." 

"Damn," Tony thought, another person checking out his trash can for wads of tissue. "OK," he finally said. "I masturbate. I'm a big, dirty, serial masturbator. You have the goods on me. But what are you doing with bikini underwear?"

"Bikini underwear," Jenn responded, bending over in laughter. "What? Do you think I am a senior citizen? Should I be wearing granny panties that go up over my belly button? I think I should be insulted. But given your ignorance, I'll forgive you. And guess what, sometimes when I wear leggings, I don't wear panties at all."

"I'm sorry," Tony said. "It's just that you're my mom, and I never thought of you in any way but that. I never thought of you in bikini panties, and I sure as hell never thought of you as you and Dad having sex, and I never thought of him as sucking ... ." 

He never finished the sentence and turned his back to Jenn.

"Anthony," Jenn said, realizing her son had reached the height of embarrassment. "This is all OK. I can see you have a lot to learn. Tony, have you ever seen a woman naked in person? Have you ever touched a girl? Have your ever even KISSED a girl?"

His back still turned, Tony croaked a soft "no, none of it. Girls make me nervous. I wouldn't know how to ask, wouldn't know what to do. What do you do, walk up and ask to kiss a girl, ask her to undress?"

It was not technically the truth. He once saw his sister, Pam, naked, for like a second. She came out of the bathroom, wrapped in a towel and talking on her cell phone. The phone slipped out of her wet hand and, and when Pam reached out to catch it, the towel dropped. She shrieked and ran back into the bathroom. Tony was not sure exactly when he saw or how much, but he figured his mom didn't need to know.

"Tony, look here," Jenn said. Tony turned around to see his mom totally nude. He looked away then felt his mom's hand on his shoulder. "Son, I want you to see what a real woman looks like, a woman's body looks like, not an airbrush, faked-up image of a porn star. Any 19-year-old girl with the right make-up, hairstyle and clothing can look pretty good. Look at me and see someone who is 45 and fighting to keep her figure, battling wrinkles on her face, a woman who has had two kids. I am not wearing any make-up right now. This is the real me, a 45-year-old woman with a husband who likes men as much as he does me. You are my son, and I love you dearly. You are inexperienced and exploring your sexuality for the first time. I love you if you are straight, if you are bi or if you are gay. I just want to help you sort through it all."

Turning slowly, Tony suddenly saw his mom in a different way. In truth, she was lovely. A shade under 5-feet-tall, she was tiny. With her hair pulled back in a pony, he looked at her face in a way he never had. Jenn was not classically beautiful in the Hollywood style, Tony thought. She was extremely pretty, though, in a way he thought of as cute. Pam, a year older then Tony, closely resembled their mom. Jenn was slender but well-proportioned. One look at her legs served as proof that her time spent in the gym was well spent. Her breasts were pretty small, maybe the size of lemons. They were giving away slightly to gravity, although still pretty perky, Tony thought, scolding himself silently for staring at his mother. However, he couldn't resist, couldn't turn away. Her nipples were small, pointy and pink. Tony looked lower. "Did you have an operation?" he asked, pointing to a light-colored, horizontal scar on his mom's lower tummy. "You were a big baby," Jenn whispered, tears suddenly running down her freckled cheeks. "I was in labor with you for 12 hours. The doctor finally said I needed a C-section because of the stress on you. I don't mind the scar. It is forever my reminder that you were able to enter this world a healthy baby."

In that instant, Tony felt a wave of guilt for all the times he had given his mom grief. He walked over and embraced his little mom and kissed her on the top of her head.

"Tony, I just want to help you learn. If you want me to stop, I'll go upstairs." Jenn said.

"It's fine," Tony responded, returning to the shower. "I want to learn. I have been so confused lately.

"If you're sure, all right," Jenn said. "I'm a mess now, so I'm going to rinse off, too."

She stood beside Tony and used her hip to bump him to the side. "Don't hog the water," she said. "Give me some room." They shared a good, long laugh.

"Hey mom," Tony said, pointing to Jenn's hips. "I have one question. Do you know the hair on your head is lighter than your hair down there."

"Well, if you must know, I'm starting to get a few gray hairs on my head so, I dye my hair. Big deal. This time, I went a little blonder than usual," Jenn responded, feigning anger. "By the way, I have a question, too. Are you aware you are hard again? Maybe you should take care of it now so there won't be a mess later. The evidence will go right down the drain."

"Geez, Mom, shut up," Tony said. He was embarrassed again, but not enough to keep him from stroking his cock - right in from of Jenn.



Did You Ever? Ch. 07



In the shower with his naked mom after learning his dad liked to have sex with men, Tony was kind of OK with the situation, but not comfortable enough to deal with his erection. So the two washed quickly and headed to their respective bedrooms to dress.

Soon after, Tony was working on the grilled cheese sandwich and tomato soup Jenn had thrown together for a quick lunch. At first, Tony found it difficult to make eye contact with his mom, still thinking about how she had walked in while Max was giving him a blowjob. "Tony, calm down," Jenn said. "This is no big deal to me. If you are bisexual or gay, I will love you as much as I ever have. I do have one concern, though, and that is Max. He has been your best friend and like a part of our family since you guys were toddlers. The last thing I want is for him to feel uncomfortable coming here. And I would never want your friendship with him to end. Why don't you give him a call and get him over here."

Tony didn't know exactly what Jenn had on her mind, but straightening things out with Max made good sense.

He placed the call: "Max, c'mon down. ... No, there is no problem; my mom's cool with everything. ... No, she is not going to tell your mom. ... Just come in through the garage. I'm going down to watch some TV. ... OK. Don't worry. ... Everything's fine." Max arrived about 15 minutes later, peeking through the door that separating the garage from the basement.

"Is it clear?" Max asked. "Is your mom ...?"

'Damn," Tony said. "Just come in. She's not down here waiting to ambush you. Geez, I said she was OK. She's upstairs."

"Sorry," Max said, walking inside. "When I looked over the back of the couch and saw her, I freaked. I mean, she had to know what I was doing. Your mom knew I was sucking you."

"We talked about it," Tony said. "She said I would be surprised to know how many guys were bisexual. That's what we are, I think, guys who are attracted to girls but who also mess around with guys." Max responded with a nervous laugh and an attempt at humor. "Yeah, that's me," Max said. "But if I get a girl, I'm dumping you. My roommate at school got a girlfriend, and that was the end of him and me." And then he whispered: "but until I get a girl, I am going to make full use of that thing between your legs. I hope the feeling is mutual."

Max plopped down on the couch and teasingly grabbed at Tony's jean-covered crotch. Undaunted, Tony returned the favor, and actually reaped a greater benefit. Max was wearing fleece sweatpants, and Tony ended up with a handful of his friend's giant cock - and it was hard. Getting caught apparently did not diminish his sexual drive. Over the next half-hour, the two chatted about their respective colleges. And they couldn't resist a little touching. Still hot from the unfinished business in the shower, Tony, at one point, had Max's cock out of his sweatpants and was stroking it with both hands. Breathing heavily, Max quickly covered up when he heard the upstairs basement door open. 

It was Jenn, nearly dancing down the stairs and singing. "N-E-S-T-L-E-S, Nestle's makes the very best - chocolate." It was the old Nestle's Quick jingle, and she always sang it while delivering chocolate milk to Tony and Max when they were young boys. Although the product's name had change to Nesquik, Max was still a sucker for the chocolate powder that made cold milk so wonderful. His mom was a bit of a health nut and would never allow the stuff in the house. He always had to get his chocolate fix at Tony's house. Still singing as she walked to the couch, Jenn had big glasses of the stuff and a plate loaded with ginger snaps, another of Max's favorites.

"Here you go, boys, just like the old days - chocolate milk and cookies, loaded with sugar and bound to eventually kill you, according to the mother of Tony's bestest friend in the world," Jenn said, giggling. "I won't tell if you guys don't tell."

The milk and cookie performance put Max at ease. It was just like the old days, when he was a little more comfortable with Jenn then he was with his own mom, who was pretty strict and the maker of many rules. The guys went after the snack with great vigor, Tony, who crunched the cookies dry, and Max, who dipped the wafers in the Nesquik. 

The three chatted a while, and then Jenn turned serious. Facing Max, she said, "You know Max, when I said I wouldn't tell, I was not just talking about cookies and chocolate milk. What you and Tony have going on is private business. Your mom will never know about this unless you decide to tell her."

"Jenn," Max said nervously. "It's not only about my mom. I didn't want you to think badly about Tony or about me. You're like a second mom to me. Your opinion of me is important to me. When you walked in before, it was like I was letting you down and doing something wrong to Tony, making him bad in your eyes."

"Well, my opinion of you is the same as it ever was. You are a great guy, and I am proud to have you as my son's best friend," Jenn said. "This is not like the old days, when you guys would be scorned for your sexual activities. Tony and I talked about this a little while ago, and he knows I have no problem with it. I know many people who are bisexual, some of whom would surprise you."

Jenn didn't mention anything about the shower discussion or her husband's sexuality. In truth, she didn't want Max to judge her.

"Tony said you two have just been experimenting since Thanksgiving, that this is all new to the two of you," Jenn said. 

Max shook his head yes, and Jenn continued, taking what she considered to be a big chance.

"Based on what I saw, and all I really saw was your head bobbing up and down, you were going at it fast and furious," she said. "At times that's what a guy wants, just to get to the finish line. But from a technique standpoint, there can be a lot more to it. It can involve much more pleasure for the guy on the receiving end. If you want, and only if you want, I can provide some pointers. If not, I can go upstairs and you can continue to experiment. If the advice is not welcome, I will never again bring this up."

The two friends looked at each other and then back to Jenn.

After a really long pause, Max spoke.

"I think I'd feel a little funny talking about this to you, Jenn," he said. "I've only done this a couple times to Tony, and no one has ever done it to me. I guess I never thought about technique. I guess I'm interested."

Staring at the floor, Tony chipped in: "I've touched Max, but I've never done the oral thing to him. I've been thinking about that a lot, and have been afraid I wouldn't do it right. And that finish line thing, I'm a little freaked out about that happening in my mouth. I'll listen to your advice." Jenn smiled. "All right, then, let's start out by saying that caring people decide in advance what happens at the end. Many, many people engage in frequent oral sex and have never tasted cum." 

Hearing his mom use that word - cum - was hard on Tony's ears. "Do you ...? Tony blurted out, stumbling over his words. "Have you ...?

"I do and I have," Jenn replied. "I don't mind it. It's a little salty, and it definitely doesn't taste like ginger snaps and Nesquik. And while it seems like a guy is cumming a gallon when you see it on the Internet, it isn't really very much. But it is thick, and it takes some getting used to."

Imagining his mom sucking cock and swallowing cum, Tony shook his head wildly from side to side. "WOW!" was all he could muster. Max sat there speechless, his eyes bugging out from their sockets. 

"Listen," Jenn said. "You both have to understand this. People have sex. You didn't invent it, and it doesn't just exist on the Internet. I could tell you about it, but I think it would work better if I actually talked you through it. If you're really serious about this, get your clothes off and let's get started before everyone gets home."

The two hesitated, but eventually Tony took off his shirt and kicked off his sneakers, and Max followed. Each stood up, statue-like, and waited for the other to make the first move. A couple minutes passed, and Tony finally said, "What the hell, I'm in." He dropped his jeans and pulled down his boxers. His cock had been hard while on the couch, but it went soft as he grew more nervous. 

"Max, I've seen plenty in my life," Jenn said. "You have nothing that Tony doesn't have or what any other guy I've seen had." Max took a deep breath, pulling his sweatpants and boxers down together. Jenn gasped. This was something she had never seen before. Max's cock was huge, dark, heavily veined and rock hard. "Max," she exclaimed and then went silent. "What?" Max croaked, turning his back. "Is something wrong?"

Stammering, Jenn replied. "Nothing's wrong. It's OK. It's just, Max, that is really something."

"What do you mean, really something?" Max said. "What!?!"

Laughing, Tony said, "What's something is the size of that thing. I had the same reaction when I saw it during Thanksgiving break."

Amazed, Jenn said, "Max, that's the biggest cock I have ever seen."

"Geez," Max said. "How many have you seen."

"I've seen enough of them to know your cock is extraordinary," Jenn replied. "I think I am envious of Tony getting to handle that monster."

"Yeah," said Tony, taking a step forward and wrapping both fists around Max's cock. The first time I saw it, I wanted to touch it. When I got the chance, I couldn't resist."

Max collapsed to the couch with Tony in tow, pumping furiously. "Tony, slow down," Jenn scolded. "You want this to last, to give Max real pleasure. Explore it, touch his balls, stop every once in a while to make him last. Max will cum harder if you make him last."

Not exactly sure what she meant by exploration, Tony went to the soft tickle that led to this moment. Using his fingertips, Tony tickled all up and down Max's cock. When Tony tickled the underside, just under the tip, Max bucked his hips. A bubble of clear fluid oozed from the head, and Tony spread it from the tip to the base. Max repeatedly groaned as he struggled to stay still, his cock spasming and pulsating in Tony's hands.

"Don't forget his balls," Jenn said. "Cup them in your hand. Stretch out the sack as far as you can. Tickle them. Squeeze them until Max says it hurts. Test his limits. Tony followed Jenn's instructions, and as he did, Max panted. Becoming inventive, Tony held the balls in his hands and began to twist, feeling the sack tightening around them. 

"Oh!" Max shouted, covering his face with his hands. "Oh!"

"Too much?" Tony asked. "Want me to back off?"

"No!" Max grunted. "Harder! I can take more. The pain is, uhhhh, good. More! More!"

Tony increased the pressure. As the pain increased, Max rolled half onto his side, exposing his bum to Tony, who slapped it - HARD!

"Geez, Tony," Max screamed. "Again! Slap me again!" Tony gave him three hard whacks as Max howled in both pain and pleasure.

"Ughhh, ohhhhh," I'm close," Tony growled. "I don't think I can hold off much longer. Help me! Help me!"

Max rolled onto his back. His cock, darker now than before, was tight against his stomach. Tony looked to Jenn, who was beet red and sweating, crushing a breast in each hand.

"NOW," Jenn squealed. "Pump it as hard and fast as you can. He needs you to make him cum right now. Hold it against your cheek and pump like hell."

Tony complied. He wrapped both hands around Max's cock, squeezed tightly and stroked as fast as he could. Max reached down and grabbed handfuls of Tony's hair and pulled him close. The shaft was against Tony's cheek as he stroked.

"This is it," Max roared. "I'm cumming. Tony, Tony, I'm cumming."

Tony could feel the wave of cum rolling up the underside of Max's cock. The first blast of cum was magnificent. It splashed mightily onto Tony's temple and into his hair. Still grasping Tony's hair, Max twisted his friend's head until Tony's lips were against the shaft. He didn't open his mouth, but didn't try to move away. Max came and came, his sperm splashing onto Tony's forehead. After a minute, it was over. Exhausted, Max was slouched on the couch, unable to move, his legs splayed. Tony was equally worn out, his head in Max's lap.

And Jenn had somehow slid out of the easy chair onto the floor, her hair matted with sweat, three buttons missing from her plaid shirt and he bra exposed. 

Ten minutes passed before anyone spoke, and Jenn broke the silence.

"Tony, I guess you won't need any more masturbation lessons," Jenn said, a small smile on her face. "You got Max to where he needed to be pretty well. Still, there's more to learn. And Max, you can rest up a little before you finish what you started earlier. And it has nothing to do with ginger snaps and Nesquik."

Next: A proper blowjob.