21 comments/ 167498 views/ 189 favorites His Pregnant Little Milf By: Drakon66 Steven Shaw only half concentrated on the free throw shot he was about to make. Dribbling the ball a few more times, he launched it at the basket hung over his garage door. The ball hit the back board, bounced once on the faded orange rim before dropping through the tattered net. The lanky youth retrieved the ball and returned to the make shift line on the driveway. He was just killing time. He had no aspirations of becoming a NBA player, although he was wearing a Lakers jersey. He wasn't even going to try out for the freshman team at the college he was to attend in the fall; he was more of a geek than a jock. Steven was about to send the ball arching to the goal once more when the Henderson's white SUV turned the corner and rolled to a stop in their driveway next door. Cheryl Henderson put the vehicle in park and shut off the engine. Steven watched as her leg appeared from the drivers door, extending to the ground. The 4" sandal heels she had on made her look so much sexier even in the most casual of clothes. The light blue sun dress she wore, stopped at her knee, giving Steven an excellent view of her toned legs as she slid from the seat. The loose fitting garment also helped to hide the unmistakable swell of her pregnant belly, but Steven still found her irresistible. He could remember the day he first met her and her whole family almost nine years ago. *** Steven focused carefully on the delicate brush strokes he made on the X-Wing fighter model he was building. His dad had cleared an area on the garage work bench for the ten year old to build and paint his scaled replicas. He had labored long and hard on this latest one, trying to get it perfect but the loud rattle of a large diesel engine approaching distracted him. The noise increased until finally there was a whoosh of air then the motor fell silent. He put his brush in some water and went to investigate. Stepping out into the warm sun on that late June day, Steven saw a large moving van in front of the recently vacated house next door. A brand new Ford Explorer pulled into the driveway before he even got to the side walk. "I hope the new neighbors aren't another old couple like the Flynn's," he muttered to himself, thinking of the last occupants. James Henderson, Jimmy he preferred, stepped out of the SUV, arching his back to get the knots out after the long drive. It felt to him like every inch of his slime 6'-3" frame had some kind of kink in it. At 40, his close cropped hair was still jet black with only a slight sprinkling of gray at his temples. He had prominent cheek bones and a very angular jaw with what appeared to be two days worth of stubble on it. His piercing blue eyes were the final accent to his ruggedly handsome appearance. "Thank you for flying Henderson Airways, on behalf of the crew we hope you enjoy your stay," he recited with a slight Texas twang. After so many years flying commercial airplanes it became an inside joke to use the modified announcement whenever he arrived some place. The rest of his family just groaned hearing him repeat it...again! In response, the back door of the white Ford flew open and out scrambled Jimmy's two children, Alan and Lisa. Alan, eight years old, and his six year old sister both shared many of their fathers traits. They both had shockingly black hair, Alan's cut short like his dad's while Lisa's flowed mid way down her back, they had their father's eyes and they were both exceedingly tall for their age. Steven was excited to see the new arrivals had kids close to his age and when he saw Alan's Star Wars T-shirt and action figures in hand, he knew he was going to be happy to welcome them, but when he saw her, his heart seemed to skip a beat. Cheryl Henderson appeared at Jimmy's side and gave him a hug around the waist as she surveyed the front of their new home. To say she was petite was an understatement. Cheryl barely reached 5' in her Nike tennis shoes and was less than a hundred pounds soaking wet. Her thick long mane of chestnut hair fell just below her firm round ass. The tight fitting tank top she wore showed off her B cup breasts, which on most women would have been considered small but on her they looked voluptuous. The top also hugged her narrow waist and accentuated the subtle flare of her hips but it was the shorts that highlighted her best assets; her curvaceous legs. Jimmy and Cheryl met when he was flying for United Airlines and she was a flight attendant. He was 32 at the time and she was 21; it was love at first sight. They were married a year later. Cheryl continued to fly up until she found out she was pregnant with Alan. He was born one month before her 23rd birthday. Lisa followed almost two years to the day after her brother. Jimmy and Cheryl couldn't have been happier. They lived in the house Jimmy had bought near Corpus Christi until his recent promotion and transfer to Los Angeles. He wanted to stay away from the city so they moved into the more rural Orange County town of Irvine. The four bedroom, two story house gave them plenty of room and with the pool and Jacuzzi in the back, it was a nice step up from where they had come from. Steven's parents, John and Nancy, had joined him at the sidewalk when Jimmy noticed there was an audience to his families arrival. "Howdy neighbors," he cheerfully waved holding Cheryl tight to his hip. *** 'He's staring at me again,' Cheryl observed with a smile. Looking back at the lean 19 year old as he devoured her body with his eyes. She was amazed at his fascination with her and how it gave her a warm feeling inside. Ever since the day they first met, Cheryl had noticed the lingering stare of their neighbor's son. She had chalked it up to 'puppy love' then but now she could tell there was more going on since he hit puberty. Most women might have thought it rude to be stared at like that, maybe even creeped out by it but Cheryl was enjoying it. She loved having men look at her with desire in their eyes; it gave her a feeling of beauty and empowerment. She needed that, especially now being pregnant and not feeling very attractive in her mind. Jimmy hadn't paid much attention to her since she found out she was pregnant which was strange considering when pregnant with Alan and Lisa, he couldn't seem to keep his hands off her. They were having sex right up until both children were born. In fact them having sex caused her to go into labor with Lisa. But now; he hadn't touched her in months. 'It must be because he's still angry I got pregnant after he told me he didn't want any more kids after Lisa was born,' Cheryl thought, while mentally seeking other possibilities. She had initially ruled out an affair but now she wasn't sure. She hoped he hadn't found another woman; a younger, prettier woman. She didn't think she could handle that. 'Stop it Cheryl!' she commanded herself, 'He still loves you.' But her resolve seemed to be wavering since the last time she had these feelings. She focused her attention back on Steven who followed her every move with his unblinking gaze. Smiling she waved, "Howdy neighbor!" *** Hearing those words again snapped Steven out of his revelry. He could see Cheryl waving at him as she hefted a bag of groceries from the back of the SUV. He tossed his ball onto the grass and jogged over to help. "Let me give you a hand with those," he offered, hoping his staring hadn't been too obvious. "I can manage." He took the two bags she had in her hands and quickly scooped up a few more. "Go open the door and I'll get the rest of these." She placed a soft hand on his cheek and stared into his eyes. Unlike her husband, Cheryl had luminous green eyes that had a slight almond shape that hinted at her Euro-Asian ancestry. Her gentle touch and captivating gaze sent a shiver through the teen. "You're so sweet," she smiled and went to unlock the front door. Steven could feel his cock stirring and hoped it wouldn't embarrass him by tenting his shorts as he followed her into the kitchen and set his load down on the counter. He couldn't help but get aroused around this beautiful woman and now with her being six and a half months pregnant, added a new level of attraction he hadn't figured on. "Steven, could you bring in that big box in the back for me too? Its a new high chair for the baby and I need to put it together one of these days," she said, running a tiny hand over her swollen belly. "No problem," Steven replied as he dashed out the door. He removed the box and closed the back of the vehicle. Lifting the relatively light yet awkward sized container, he returned to the kitchen. "Just put it down there in the family room," she directed. Moving the box to the floor in the family room, Steven saw an opportunity to spend more time with the woman he's had a crush on for the last nine years. That crush turning to pure lust once he hit puberty. Many a night had been filled with fantasies of Cheryl riding his cock on his bed or bent over the kitchen table as he drove into her from behind. Her lustful cries begging him to take her any way he wanted, never failed to produce an explosive orgasm. Even now his cock was reacting to his thoughts. "Why don't you let me put this thing together. You're no good with tools anyway. You might break a nail or something," he teased. "Listen mister! I know how to handle tools. Just because I'm pregnant doesn't mean I've forgotten!" she blustered, pointing a manicured finger at him while trying not to laugh. Steven laughed at her phony anger, not sure if she realized how her statement could be taken in more than the way she intended. He thought he might sting her again just to see how she'd react. "Oh really? I think the mishandling of a tool put you in the condition you're in right now," he laughed again. Cheryl was suddenly quiet and got a somber look on her face then turned back to the putting groceries in the pantry. Seeing her reaction, Steven realized his mistake. Her pregnancy wasn't planned and it had cause some serious tension between her and Jimmy over the past few months. He quickly rose and made his way to the kitchen. "I'm sorry Cheryl...I didn't mean to upset you," he tried to console her. "It's alright. I know you were just teasing," she sniffed, "I'm just a bit sensitive with all these hormones running wild in me. It's Ok, really." He could see the tears running down her cheek, making him feel truly terrible. Noticing how distraught the young man became at the sight of her crying, Cheryl wiped her eyes with the back of her arm and took the his hands in hers. "Don't worry, I'm alright," taking a deep breath she continued, "Jimmy has some tools in that big red box in the garage. I think you'll find what you need in there." Steven headed to the garage to get the tools he needed. Watching him leave, made Cheryl feel very alone even though he would be back shortly; she felt his absents. With Alan off back packing in the mountains for two weeks, Lisa spending the summer with her aunt in San Diego and Jimmy in Asia on business, the house felt very empty. She was actually happy Steven had offered to help out, if for nothing else to have some company in their home. She straightened herself and finished the task at hand. After putting the last of the groceries away she decided a swim would help sooth her frazzled emotions; allowing her to unwind. According to the box, Steven knew he'd need a flat blade screw driver, a pair of pliers and a small crescent wrench. Jimmy's box was a mechanics dream and it didn't take long for him to find what he was looking for. Entering the family room once more, Steven set down the tools and removed a jumble of loose parts from the card board box. He had just started sorting through the mechanical jig saw puzzle when Cheryl reappeared in a tight fitting red bikini she had bought since out growing the last of her regular ones about two months ago. She went out the sliding glass door and tossed her towel on one of the lounges by the pool; his eyes never leaving her. She pulled her long hair up into a loose bun on top of her head before wading into the shallow end of the pool. With him in the house, Steven knew Cheryl wouldn't be sun bathing but unbeknownst to her, he had already seen her many times before. 'My God how he's grown up,' she thought as she headed for the sliding door. He is in nice shape for the book worm type, not rippling with muscles but nicely defined and very lean. Steven reminded her of Jimmy although a bit shorter but tall and lean. The way he looked at her was the same too. She missed it from her husband but was going to revel in it from this young man. 'I bet he's staring at my ass right now?' she wondered, stepping into the cool water. That warm feeling was back but it was concentrating between her legs. Her conscience kicked in and reminded her she was married and Steven was the teenage son of her best friend. The turmoil that ensued within her made her feel guilty and ashamed, but she couldn't deny that warmth building in her core; it was there and it was real. Her hormones were wreaking havoc on her since her pregnancy began and she knew it must be the cause of these improper thoughts. Wild mood swings, depression, emotional out bursts and the constant horniness was driving her crazy. *** It was late May of his freshman year and less than a week to go before Memorial Day weekend when Steven came down with a serious case of Conjunctivitis. Being that it's a highly contagious ailment, he was kept home from school and wasn't allowed any physical contact with his friends. His mother had retrieved the assignments he would have missed from so at least he wouldn't lose any ground in his classes. Steven wasn't worried about that since he was pushing the top grade in most of them, but what did bother him was missing the biology field trip to the tide pools. The chance to see some of the more attractive female members of his class wearing bikinis, since that would be allowed on this trip, had been highly anticipated. Now he was stuck at home. By the third day of his sequestration, all his home work was done and being bored with the mid week shows on TV, Steven settled down at his bedroom window that looked out over his back yard. He wished he could be out there, lounging in the sun but his warden of a mother wouldn't allow any yard time, at least not yet. He was about to fire up one of his video games when he saw Cheryl walk out onto the pool deck. From his second story vantage point, he had a clear view into the Henderson's back yard. She was in a tiny yellow bikini, carrying a towel to one of the chase lounges. 'Things are looking up,' he thought as the prospect of watching his best friends sexy mom do some sun bathing in a 'barely there' swim suit would be very arousing. Steven was not prepared for what happened next however. Cheryl reach behind her, untied the miniscule strings at her back and pulled the top of the bikini over her head. She stood there for a moment with her top in one hand while adjusting the angel of the lounge with the other. Once satisfied with its placement, she tossed the small bundle of strings and stamp sized pieces of fabric onto the near by table. Steven's throat had become very dry and his heart raced as he stared down at the most perfect shaped breasts he'd ever seen. They hung on her chest with only the slightest hint of sag. The rosy nipples standing proudly on the already golden tanned flesh of her perky orbs. He had gawked at lots of breasts in Jimmy's Playboy magazines that he and Alan would 'barrow' from time to time but hers were magnificent; not a single tan line on them. His cock had become uncomfortably hard in his shorts, causing him to make a quick adjustment. When he looked back down, Cheryl turned in his direction. Steven dropped to the floor before he realized there was no way she could see him through the heavily tinted class and the partially open blinds that covered the window. By the time he was back on his feet, Cheryl was bent over, dropping her thong bottoms to her ankles. When she stood, Steven got another shock as he noticed the thin line of close cropped hair that ran down to the top of her sex. He could see a thin pink line between the tanned outer folds of her labia, which caused him to groan audibly. He had to see more, racing to his closet he searched for the miniature binoculars his dad had given him. He quickly returned to the window with the binoculars glued to his eyes in time to see Cheryl reaching for the bottle of tanning oil sitting on the table where her suit had ended up. She was now partially facing away from him when she lifted her right leg up, placing her foot on the lounge, before drizzling the clear oil along her muscular thigh, down her shin to her tiny foot. She thoroughly massaged the oil into her skin then repeated the process on the other leg. This time Steven got a close up look at her nicely shaped firm butt. He was breathing faster now as she coated the round globes of her ass, her back and shoulders in the clear liquid. Cheryl sat on the lounge wearing nothing but her dark sun glasses and holding the bottle of tanning oil. She saved the front half of her torso for last. Leaning back in a slightly reclined position, she poured a large ribbon of oil above her breasts then zig zagged the line back and forth across her nipples, over her flat tummy until it reached her narrow landing strip. Steven could hear his pulse pounding in his ears, watching the oil running down the front of her as she set the bottle aside. He focused in as tight as the small optics could go which allowed him to see from the top of her head to the light pink soles of her feet. Her hands glided over her slippery flesh starting from her collar bones, working the oil in to her skin as she moved down. She cupped her breasts in her hands, kneading the supple mounds with her fingers and running her thumbs over her erect nipples. As she moved toward her belly, Steven felt a tremor run threw his body. When she parted her legs, leaving her heels at the sides of the lounge, he could see her rosy inner lips beginning to part. Her right hand moved closer, passing over the plain of her abdomen, heading for her pussy. Three fingers made the journey into the V of her thighs; one on either side of her slit while her middle finger cleaved into her valley, disappearing for a moment. Steven saw Cheryl shudder when her digit penetrated her wet cleft and watched her toes curl enough that he could easily identify the shade of polish on the nails. 'Did she just cum?' he wondered. This time when the tremor raced through him, his body stiffened. There was a sudden surge in his groin as the first orgasmic spasm sent a blast of semen into his shorts. He dropped the binoculars, bracing himself against the window sill. Two, three, four more contractions in his loins left him panting with his knees near to buckling. He hadn't even touched himself. Just watching the erotic show below caused him to orgasm violently. It wasn't the first orgasm he had ever experienced but it had been the best so far. He moved his computer chair to the window so he could sit and admire his luscious neighbor and jerk off without collapsing. In the hour and a half Cheryl had remained outside that day, Steven had came three more times. By the end of the week his cock was raw. Fortunately for him or at least for his penis, she only sun bathed in the nude during the week while Alan and Lisa where at school or when she was sure they wouldn't return home to find here exposed. *** The sudden opening of the sliding glass door yanked him back to the present. Cheryl was on her phone and sounded very agitated. "What do you mean Thursday? That's nearly another week!" she fumed, "You were supposed to be coming home tomorrow." There was a long pause as she listened, presumably to Jimmy's excuse, on her way up stairs. "That's BULLSHIT! You know-" The slam of her bedroom door ended Steven's eavesdropping. His Pregnant Little Milf Tears had already soaked her cheeks with little sign of the flow ebbing as she ended the call with her husband. Cheryl sobbed in disappear and loneliness and even fear. She knew Jimmy was the best at what he did for his company and that his job was very demanding but that was little consolation when he was thousands of miles away and she wanted him with her. What was worse, the hushed whispers she heard in the back ground. Whispers in very feminine voices. By her reckoning it was around 8:30 in the morning there. Why were women in his room that early in the morning, whispering unless... Cheryl wasn't sure how long she had been crying when she decided it was time to get a grip on herself and move forward. She would confront Jimmy once he returned home but for now she had to...what? She wasn't sure. Whatever it was it didn't involve her bawling her eyes out in her bedroom. She stood, went into the bathroom and removed her soggy bikini. She tossed it in the tub for now and put on her favorite blue silk robe. Tying the sash loosely across her belly, she headed back down stairs. He was putting the finishing touches on the high chair when the master bedroom door opened thirty minutes later. Cheryl's soft foot steps could be heard coming down the stairs. She was startled to see Steven still in her family room. "You're still here...I'm sorry about the scene I made..." she trailed off as she plopped down on the couch in front of the young man. "Is everything all right? You seemed pretty pissed," he inquired, noticing the puffiness of her eyes. "Oh it's nothing really. Jimmy has to stay in Japan until Thursday for another meeting," she sighed, wiping another tear from her cheek; leaning back into the couch and staring at the ceiling. She was in emotional chaos; the sexual frustration and loneliness wasn't helping matters. Cheryl dropped her gaze back to the young man tinkering away in front of her. "You're such a sweet heart to put that thing together for me. Can I get you something to drink?" Her question diverted his attention from her tanned legs and dainty feet he'd been admiring and made Steven focus on her face as she rose before him. "Hello...Earth to Steven. Can I get you anything?" she asked leaning in toward the teen. "Oh...I'm sorry. A soda would be fine, thanks." She walked to the kitchen and removed two cans from the refrigerator. Opening a cabinet near the sink, she filled two glasses with ice from the fridge door then poured the dark carbonated drinks. She was a real distraction for him as he couldn't take his eyes off her. Returning to the family room she handed Steven a glass and sat at the far end of the couch with her back to the arm and her legs tucked under her. "Thanks," he said taking a sip then continued to put trim pieces on the new high chair. *** He hadn't seen Cheryl in this kind of a funk since she found out she was pregnant. Considering how far along she was, Steven had a good idea as to when she became pregnant. He remembered hearing splashing and laughter coming from their back yard this past New Years eve. It was about 12:30 in the morning of January first when he looked out to see Cheryl and Jimmy frolicking naked in their pool. They must have been pretty drunk to not feel the chill in the air or the frigid water. The hot tub was running too and it wasn't long before they moved to the steaming water of the Jacuzzi. Jimmy stepped in first then lifted his petite wife high in the air who shrieked in delight, before kneeling down into the bubbling water with her in his arms. They kissed passionately for several minutes before Jimmy lifted her onto his lap. Steven heard her gasp when she sank back into the water. He knew Jimmy had buried his cock in her tight pussy. His hand was stroking his own cock as he watched the couple make love. They went from position to position before Jimmy had her bent over the side of the hot tub, taking her from behind. Steven imagined it was him giving her the pleasure she was obviously receiving by her cries of passion. He heard Jimmy groan loudly, holding her ass tight to his hips. He made a couple jerking thrusts as he came inside Cheryl's convulsing pussy. Steven came in time with his neighbor, shooting his hot semen into his boxers. Jimmy laid over Cheryl for a few minutes then slumped back into the water. She immediately threw her arms around his neck, hungrily kissing him. Jimmy lifted her up and carried her inside, ending Steven's voyeuristic show. Months prior, Cheryl had been having issues with her minstrel cycle. Her gynecologist suggested changing her birth control pills to a different dosage. This seemed to help but apparently it wasn't enough because about seven weeks into the new year she found out she was pregnant. *** Steven stood and clamped the stainless steal tray on the high chair then stepping back to admire his work. "Ok...Where do you want it?" looking to Cheryl. "Just set it in the dinning room for now, thank you." When he returned he noticed Cheryl rubbing one of her feet with a frown on her face. "Is there something wrong with your foot?" sitting on the couch with her. "My feet swell all the time now, especially when I wear my heels." "Maybe you should stop wearing them until after the baby comes," he suggested as his eye drifted to the bottom of her robe. It was barely covering her crotch at the moment and he was hoping for a glimpse of her pussy. "I'm barely five foot tall as it is; maybe five two if I tease my hair up. I need all the height I can get. Besides I don't feel sexy without my heels and I need all the positive feelings I can get right now." "I could give you a foot massage," the words came out before he could think it through. Hopefully he hadn't over stepped his bounds. "Oh would you? That'd be great!" She scooted down more on the couch to rest her head on the arm while she got pampered. In the process of moving, she was careful not to flash Steven her womanly treasure. Adjusting her robe to keep things PG once her legs were on his lap, she closed her eyes and waited for him to begin. With her to his left, he picked up her right foot since it was closest to his throbbing cock. He didn't want her to feel his erection and call off his free reign to run his hands all over her feet and as far up her legs as he could get away with. His thumbs went to work on her sole, pressing firmly into her soft arch. Cheryl moaned in ecstasy at his pleasurable touch. Steven was in heaven. He was getting to massage and fondle the woman he's lusted after for so many years. The only thing that would have been better is if she was wearing pantyhose like the first time he did this for her. He was pretty sure she didn't remember it because at the time she was very drunk... *** Halloween was Steven's favorite time of year. He loved dressing up. This year he was Luke Skywalker from Return of the Jedi, all in black with the long hooded cloak as well. He couldn't wait to see how Cheryl would be dressed for his parent's annual Halloween party. Every year she wore very revealing costumes that boarded on indecent, with very short skirts, very high heels and sexy nylons. His heart was pounding when he heard the door bell ring and his dad greeting the Henderson's. Jimmy was dressed as a doctor in blue scrubs with stethoscope around his neck. Cheryl was dressed as a nurse, a very sexy nurse. Steven felt his light saber come to life when he saw her. A little nurses hat was pinned in place over her French braided locks that went down to her ass. She had on a white, skin tight, long sleeve mini dress with little red crosses strategically placed where her nipples would be. The dress had a deeply scooped neck line that showed off plenty of cleavage, plunging in the back to just above her waist so she couldn't wear a bra and stopping above mid thigh giving a magnificent view of her amazing legs. Legs encased in sheer white pantyhose that hugged every sensuous curve right down to her brightly painted toes. The 6" white platform heels with red crosses over the top of the foot finished off her outfit provocatively. Alan was already there in his Darth Vader costume helping out while Lisa was attending another party thrown by one of her friends. Steven's mom was in the kitchen making her famous or infamous pina coladas and he knew it wouldn't be long before most of the adult guests would be wasted. He had seen how alcohol affected Cheryl in the past and he was confident she'd be very animated tonight. Once the drinks got flowing Cheryl made sure to tease and flirt with every male there and even a couple of the female guests. Out of the thirty some odd people at the party, Steven was only interested in one, the sexy nurse from next door. He kept a close eye on her the whole night, watching her sexy ass wiggle in that painted on dress, dreaming of getting his hands on those luscious silken legs. Steven got to dance with her briefly when Jimmy had to hit the bathroom for a few minutes; it was short lived but what a turn on. He was in a permanent state of arousal all night which didn't go unnoticed by Cheryl. When she felt Steven's hard cock brush against her as they danced, her intoxicated mind knew she couldn't let it stop there. It was shortly after mid night and most of the partiers had said their good nights and left for the evening. Just the die-hards remained, including the Henderson's, all crowded in the kitchen laughing and drinking. Steven knew he'd be to conspicuous standing in there, drooling over Cheryl so he decided to take a load off on the living room love seat. He wished Alan was still there but he bugged out earlier to go chat with his girl friend online. The roar of the blender turned Steven's attention back to the kitchen. Nancy was pouring the last of her concoction into a plastic cup and handed it to Cheryl. 'She's going to be feeling that in the morning,' he thought after seeing how much that tiny lady had drank already. Shaking his head, he leaned back into the soft cushions and closed his eyes for a moment. "Asleep already," the words snapping him awake. Cheryl stood before him swaying as she tried to maintain her balance. Teetering to the right as she took a big gulp from her cup made Steven react. Instinctively his hands went to her hips to steady his drunken neighbor. "Oh...thank you for saving me," she slurred. "No problem. You'd better be careful in those things," nodding at her shoes. "You're right, I need to take these damn heels off before I break an ankle," she replied spinning out of his grip to land beside him on the love seat. "Hold this," shoving her drink toward Steven, then proceeded to remove her shoes. "Aaaaahhhh...That feels so much better." Steven watched as she spread her toes and flexed her tiny feet, sighing pleasurably as she did so. Without warning she twisted her body placing her back against the arm and holding her nylon clad feet over his lap. "Aren't my toes cute?" she inquired in a sultry tone and pursing her crimson lips. His eyes focused on the tiny white crosses pained on her blood red nails veiled behind sheer nylon. Steven had lost his voice. He tried to speak but nothing came out. Finally he nodded so as not to appear foolish or rude. "I love them," she continued spreading her toes, "They look so sexy." She dropped he legs onto his lap; her firm calves resting on his thighs as retrieving her cup from him. Downing the last of her drink she set the cup on the coffee table then turned to Steven who was still staring at her feet and legs. "Wearing those heels really made me feel sexy but they sure make my feet sore." "Would you like me to rub them for you?" Steven offered, trying not sound too enthusiastic. "A foot massage would be wonderful," she purred, lifting her right leg. Taking her size four foot in hand, Steven worked his thumbs along her arch. This brought a deep sigh from Cheryl who sank down into the cushions more. He continued to work his way to the ball of her foot, applying pressure to the pad in a spreading motion below each toe. The feel of the expensive nylon encasing her foot made him rock hard in no time. He just hoped she wouldn't notice. She had her eyes closed at the moment so he felt safe taking in the view of the rest of her legs. Even in the subdued light in the living room, her legs had a hypnotic shimmer to them. His gaze moved along the curve of her calf and over her knee, continuing down her firm thigh to the hem of her dress which now rested just below the V of her womanhood. Cheryl let out another satisfied groan. Fortunately his hands were on auto pilot or she might have noticed where his eyes were aimed. Glancing to see that her eyes were still closed, he returned to her now exposed g-string panties. She was wearing them outside her pantyhose. He guessed it was to show off the red cross emblazoned on the front. Working his hands over her heel and ankle on their way to her calf allowed him to move her leg and expose more of her hidden treasure. His cock throbbed in his tight fitting pants. A sizable wet spot was forming just below the waist band. "My left one is feeling lonely," Cheryl cooed, raising her unattended foot. Steven switched feet and began the same routine on her left. He was startled to feel her right foot come to rest on his thigh, dangerously close to his rampant cock. The heat of her warm sole pressed into his leg made him shudder. With her right leg now bent she allowed her knee to drift open until it rested against the back of the small couch. She was spread wide open for him and he was awe struck. The sheer nylon bordering her g-sting was translucent from moisture seeping from her over heated pussy. The panties themselves were soaked and he was now picking up the scent of her arousal. He wanted to reach out and feel the heat coming from her sex. His left hand was trembling as he tried to maintain the kneading of her calf muscle. Cheryl slid her right foot over his thigh, grazing the prominent bulge in his pants and resting her calf firmly against it. She began rocking her foot side to side which caused her calf to brush his straining hard on. Steven was now gritting his teeth. Cheryl's sensuous moans and sexy nylon covered leg in his hands were making him sweat. Add to that her calf stimulating his throbbing manhood and he began to worry about an orgasmic situation rapidly approaching. "Steven, could you help me?" He jumped hearing his father's voice behind him. Fortunately for Steven, John couldn't see what was going on between his son and Cheryl. He was at the wrong angle and was trying to support a very drunk Jimmy. "Ah...sure dad what do ya need?" "I'm going to get Jimmy home, could you help Cheryl? She's not going to be able to make it on her own." Steven eased off the couch and tried to get Cheryl to her feet to no avail. Looking to his father, he shook his head. "You're going to have to carry her," John said adjusting his hold on Jimmy. Steven slid his hands under her knees and behind her back, lifting the tiny woman with ease. Picking up her shoes, he followed his dad out the front door. Cheryl wrapped her arm around his neck and buried her face in his chest. "Mmmmm...My big strong Jedi knight is carrying me to safety," she mumbled. His father opened the Henderson's front door and motioned him to follow. John helped Jimmy navigate the stairs with Steven close behind. In the master bedroom, John maneuvered his drunk friend toward the bathroom. "Dad, what should I do with her?" "Put her on the bed. She'll be alright," he instructed then disappeared into the bathroom with Jimmy. Once Steven laid Cheryl on her bed, he noticed her dress had ridden up to her waist. He had an unobstructed view of her nylon encased lower half. Although seeing her like this made him quake with lust, he didn't feel right leaving her like that especially with his dad about to come out of the bathroom and see the same thing. He eased her hem down to a more modest position when Cheryl's arm pulled him down to her. "You're such a gentleman," she whispered then kissed him full on the lips. Stunned, Steven didn't know what to do. Her tongue grazed his lips before briefly exploring his mouth. She released him, letting her hand slide down his chest to his rigid dick. It lingered there long enough to give it a gentle squeeze before falling limp to the mattress. He stood; still shaking from what had just happened when his dad appeared at his side. Cheryl's eyes were closed and she had a blissful smile on her lips when John pulled his son toward the bedroom door. They exited the house in silence. At the street, John pointed to his son's mouth. Steven wiped the back of his hand across his lips, seeing the smear of red lip stick he looked back to his father. He could feel the burning in his cheeks as he tried to come up with something to say. Patting his son's shoulder, John simply said, "Lucky guy!" *** "OH MY GOD!" Cheryl cried. Steven was startled when Cheryl screamed and yanked her foot from his hands. Her knees were drawn up to her chest. Her mouth was open in the shape of an "O" and her eyes were clamped shut. He watched her toes curl up tight enough that he could see her turquoise polish as her fingers clutching the cushions so tightly her knuckles were white. Gasping she let out a low moan that sounded downright primal. Her legs were parted do to her swelled belly allowing him to see her pussy. It was oozing a steady stream of milky liquid as her body quaked in orgasmic release. Cheryl felt the tremors continue rolling through her from the unexpected orgasm Steven had given her while rubbing her feet. His firm but gentile touch sparked a chain reaction from the pressure points he was hitting. She couldn't believe she just came from a foot rub but then again she hadn't had much in the way of human contact in months. Her eyes opened to a stunned youth staring into her drooling sex. His eyes wide in shock and amazement at her exposed body. Shame and embarrassment enveloped her like a wet blanket. She hastily tried to cover herself as she stood on wobbly legs. "My God...What did I do?" she shrieked, covering her mouth as she searched her mind for answers. "I'm sorry Cheryl. I don't...I didn't mean to... I...I was massaging your foot when...I'm sorry...," Steven pleaded for her forgiveness yet not really sure what he'd done. Tears began to run down her cheeks as a maelstrom of emotions assaulted her. She was happy and ashamed, aroused and horrified then guilt and embarrassment took over. Her body was rejoicing in the rapturous release she had experienced at the hands of this young man yet her conscience was berating her at the same time. Panic set in and she ran for the stairs sobbing as she went. "Cheryl please...Don't go," Steven called after her, "We need to talk. I didn't mean to make you feel bad." The anguish in his voice stopped her at the top of the stairs. Her heart cried out for her to say something. She couldn't let this stand between them. Her mind replayed the events of the last hour or so and she realized no one was at fault here, least of all Steven. He'd given her a wonderful release. A release that she need for so long. The simple human contact they shared made her feel like a new woman, no matter how hard she tried to deny it. Another thing she couldn't deny was the need for more. She was trembling again, not in sadness or shame but excitement and desire. She wanted him; wanted his touch, his warmth, his arms to cradle her. She saw him pass the staircase, headed for the front door. His head was down and his shoulders sagged as he slogged by. "Steven," she called, "Don't leave." He returned to the foot of the stairs, unable to look her in the eye. His Pregnant Little Milf "I'm sorry I made you feel bad. I didn't mean to. I just-" She laughed cutting him off then sniffled, "You didn't make me feel bad. You made me feel wonderful. I was just a bit overwhelmed." He raised his head to meet her gaze, still confused but happier she wasn't mad. Her emerald eyes were sparkling back at him. She held her hand out, beckoning him to her while her other hand held her robe in place. Steven ascended the stairs until he was two treads from the landing. Cheryl stood before him holding her robe closed; now just slightly taller than him on the landing. Placing a hand on his cheek and caressing it tenderly, she smiled. That smile lifted the anguish he was feeling allowing him to smile himself. The look in her eyes was of someone searching for something; it was like she was peering into his soul. Trying to find, what? Forgiveness, acceptance, maybe consent; he wasn't sure. He just wanted things to stay the way they were. His biggest fear was to be shunned by her. It would be like losing a dear friend or family member; a mother. Although he lusted for her in a very indecent way, he did truly cared about her and her feelings. He'd do anything for her, anything that would set things right between them. Cheryl sought an answer in the face of this young man standing in front of her. Her mind and body were at odds with one another. She needed to calm her thoughts and make sure what she did next was good for her, and good for him. But her conscience was scream in horror at what she wanted. He was waiting for her to say something, afraid of what it might be but he needed to know what she was feeling, wanting, needing. Cheryl quieted the cacophony in her head and focused on what she was going to do. It went against the socially accepted norms and her spousal commitments but it was what she needed and hopefully what he wanted too. "You did nothing wrong. You're a good boy," she spoke softly. "I'm 19, remember?" "Sorry...A good man. Nothing that happened down there was your fault, at least not intentionally. I've been having a hard time dealing with this pregnancy and being alone while Jimmy is gone. It's not the best situation right now..." she brushed a tear from her cheek as she searched for the right words. "I just want you to know nothing has changed, at least I hope it hasn't?" She was looking at him questioningly. His smile broadened as he shook his head, "Nothing's changed as far as I'm concerned." "Good," she replied, leaning in to give him a gentle peck on the cheek. She straightened her stance and took a deep breath, "Then can I trouble you to help me with one more thing?" "Sure!...Anything, name it." She took him be the hand and led him to her room. "Have a seat and I'll be right back with what I need your help with," pointing at the foot of her bed. Steven felt reborn now that the dread had been removed. He watched Cheryl enter the bathroom wondering what she wanted his help with. When she reappeared a few minutes later, he started to question her but she held up a halting hand then disappeared into the cavernous walking closet. He could hear hangers being moved, drawers opening and closing even Cheryl mumbling to herself. She had been in the closet for nearly ten minutes when Steven turned to check the time on the night stand clock. He wasn't sure what she was up to but he would soon find out. Footsteps signaled Cheryl's return to the bedroom. Steven turned and what he saw made his jaw hit the floor. With one hand on the closet entrance and the other on her hip, Cheryl stood in a seductive pose. She was wearing her nurses outfit from Halloween with a few minor differences. Her hair was pulled back in a loose pony tail under the nurses cap rather than the elaborate French braid she wore previously. The long sleeve mini dress was stretched to its limit over her rip belly and now just barely hid her pussy. She knew the white pantyhose wouldn't fit properly so she opted for sheer white thigh highs instead. Finally the tiny g-string was missing. It was actually missing. She couldn't find it so decided she didn't need under wear anyway, not for what she hoped was about to happen. "Well?" she left the question hanging as she watched the shocked young man. Steven's brain was in overload, unable to process the information his eyes were sending. He could see Cheryl was attempting to get a reaction out of him but to what end? She's married and pregnant, exposing herself before him in the outfit featured in many masturbatory fantasies since October. No matter how much he fantasized about it there was no way she could be trying to seduce him. 'That kind of thing only happens in porn flicks,' he thought, 'Not in real life.' 'God I hope he doesn't freak out and run', she thought. Her heart raced as she stood there on display. Her pussy was on fire. She could feel the moisture leaking out of her feminine valley from anticipation. It was probably good she didn't have any panties on, they'd be soaked through by now. She couldn't believe she was doing this but she wanted him so badly. Her nipples ached as they poked out from her enlarged boobs. It was a miracle her now large C cup breast were able to fit in the dress along with her pregnant belly. When he didn't answer, she strode over to him until she was within arm's reach. Looking down at him, she cocked an eye brow in a silent repeat of her question. "Cheryl...I...I don't...What did you want help with?" he asked with confusion written all over his face. He could smell her perfume, floral and light mixing with the aroma of her arousal. It was an intoxicating mixture. His hands were shaking and his cock was threatening to tear through his shorts to get at her calling sex. She bent toward him, taking his sweaty hand in hers and encouraging him to stand. She was looking down at his crotch then she turned her eyes to his. A wanton smile spread across her lips, "I wanted your help in finding out if this outfit still gets you as hard as it did on Halloween?" Her dainty hand closed on the throbbing bulge in his shorts. "Mmmmmm...Looks like it does." She looked deep into his eye. They were about to cross a line that they've flirted with over the last year or so but once they did, there's no going back. Yes they were both adults and it appeared to her that there was consent from her young stud but a pregnant married woman wasn't supposed to be seducing the teenage son of her best friend and neighbor. It just wasn't supposed to happen, but it was. Before she got cold feet, her other hand slid up his chest to the back of his head and pulled his lips to hers. Their first kiss was soft and gentle, like a mother would kiss her son. And although Steven wasn't her son, he had always been around the house with Alan and it felt like she had another boy in her family. She looked into his eyes again, seeking any hesitation or fear. When she saw none, she closed her eyes and kissed him again. This time with passion. Her mouth opened and her tongue probed his lips. Feeling them part she sank her tongue deep into his mouth. At first he didn't respond but soon their tongues were coiling around like snakes battling. This time when she broke their kiss they were both panting. "Before we go any further, we have to agree no one else ever knows about this," Cheryl's tone was very serious. "There's no way I'd tell anybody about this." "We won't be able to do this forever either. Once the baby is born, it has to stop. Jimmy and I will have to work out our problems but you and I can't complicate things by carrying on. But if Jimmy keeps ignoring my needs while I'm pregnant, you and I are going to be very busy." "No problem...I'm always here for you," he pecked her on the lips to emphasize the point. "And no regrets Ok? If there's any doubt in your mind we-" Steven silenced her by pressing his lips to hers in a passionate kiss, stabbing his tongue into her mouth and exploring its warm depths. He was now the aggressor, holding her tightly to his body. His steely member pinned against her tummy making her moan into his mouth. Her body was melting to his. She wanted this so badly and she could tell he did too. Her heart was singing at the pure pleasure of being held and wanted and kissed. She had missed this and the protests of her conscience were drowned out by lust and ecstasy. The fire in her pussy had become a raging inferno. Viscous strings of her syrupy secretions reached her stocking tops and dripped to the floor from her molten core. She pulled away from Steven with a growl. He was momentarily surprised by her action, thinking she may have changed her mind. When she squatted in front of him taking his shorts and boxers to his ankles in one smooth move, he knew that wasn't the case. His cock stood out from his body hard as carved marble and glistening with his abundant juices. Cheryl stared at it hungrily for a moment as she stood. "Sit!" she commanded and he did. Stepping back from him, Cheryl took off her heels. At the same time, Steven was kicking off his sneakers and untangling himself from his shorts and under wear. Moving forward again she placed her hands on his cheeks, kissing him warmly before dropping to her knees. His rampant cock was inches from her face as her tiny hand encircled its slick girth. Steven didn't have one of those nine inch plus porn cocks, his was more down to earth. She gauged it to be about six and a half inches and very thick. Her mouth watered as she slowly stroked the length of his pulsating rod. The purple head glistened with his pre cum oozing from the tip. Cheryl leaned forward for her first taste of him. The idea of devouring his cock and making him cum was the only thing of importance to her now. The tip of her tongue circled the opening at the top of his beautiful cock, collecting the sweet secretions then retracting to savor the forbidden treat. A clear strand bridged the gap between them, tethering cock to chin. Her lips smack and she let out a satisfied moan. This time when she leaned forward her lips engulfed the entire head, sucking gently on the glands. Steven's deep groan made her smile as she ramped up her assault on the teens genitals. Her tongue now swirling around the crown while her stroking hand slowly worked the remainder of his unattended shaft. She moved her free hand to his hanging testicles, rolling the cum filled balls around in their warm, hairless sack. She felt a tremor run through him and it carried over to her, resonating in her inflamed pussy. Her lips now made a torturously slow descent to the base of his cock lodging the head in her throat. She held it there until the need for oxygen demanded its removal. Steven's hands came to rest on either side of Cheryl's head as she slowly began to bob up and down. His breathing was getting more rapid with each passing minute. His ultimate fantasy woman was actually sucking his cock and he still couldn't believe it. The wet slurping sounds she was making along with the feeling of her warm mouth consuming ever inch of his manhood was pushing him frantically toward an orgasmic precipice that he was trying to avoid for as long as possible. The speed of her motions was increasing, sending another tremor to roll through him. 'It won't be long now,' he thought, desperately trying to hold off the inevitable. Cheryl sensed the rising tension in Steven's body as she continued her rhythmic sucking and stroking. She knew he was getting close and she wanted to keep him under her spell longer but her growing need for his cum was overriding her desire to maintain his torture. She increased the speed of her motions, driven to make him cum without delay. She released the hand that was stroking his cock and moved it under his jersey and up his chest to massage and pinch his nipples. Her other hand now alternated between fondling his pendulous balls in their velvety bag and tickling his scrotum with her manicured nails. She could feel his thighs shiver with her breasts pressed tightly against them, her erect nipples digging into his flesh through their lycra barrier. "Ah...Ah...Cheryl, I'm about to cum," he gasped. Her lips dropped to the base of his cock, nestling her nose in the thatch of pubic hair above it. Gently cradling his balls in her hand, she extended her middle finger and pressed the tip to his puckered anus. Steven gasped sharply as his body went stiff. His cock exploded in Cheryl's hungry mouth firing thick ropes of sticky semen into her throat. She moaned in delight, greedily swallowing everything he gave her. The contractions in her throat drew more of his hot salty sperm from his balls. After five or six powerful pulses, the flow of cream slowed to a trickle. She continued sucking and licking his twitching member until she had thoroughly cleaned him. Her hand closed around the base of his cock once more gently squeezing her thumb into the underside of his shaft then slowly drawing it to the head. A pearly blob welled from the tip which she immediately sucked into her mouth. "Mmmmmmmm...Good to the last drop," she smiled up at him. Steven was still quaking from the epic orgasm he just experienced. His breathing was now slowing and he was finally able to focus his eyes on the pretty face smiling up at him. "Holly shit! That was incredible," he stated between shuddering breaths, "I've jerked off fantasizing about this but I've never cum that hard." He sighed heavily and collapsed back onto the bed. "That's so sweet. I do aim to please!" she giggled. Cheryl was still stroking his cock, happy with herself and enjoying the praise from her young stud. She felt content with her belly now full of his hot seed. The flow of honey dripping from her pussy was now soaking into the carpet beneath her. Yes she was feeling content but not satisfied yet. Her pussy was demanding attention and she was determined to get relief. Rising to her feet, she straddled his right leg. She settled her drooling sex onto his thigh and began to slowly rock her hips forward and back while never breaking contact with his cock. To her delight it hadn't shrank much and she was hoping to coax it back to life. She took Steven's hand and urged him to sit up. He rose and took her in his arms squeezing her tight with a hug that filled her with such happiness she wanted to cry. She released his cock to return the embrace. They clung to each other for a few minutes then kissed passionately until the phone rang. Cheryl groaned as she looked toward her night stand. "The Shaw's are calling," an electronic voice announced between rings. "That must be your mother," Cheryl said as she stood. Steven slowly stood too as Cheryl rushed to answer the phone. He suddenly felt nervous as if their taboo tryst had been discovered. His eyes searched for his discarded clothes in case he had to make a hasty retreat. "Hello...Oh Hi Nancy...I'm doing fine. I feel like a bloated whale but other than that I'm good," she smiled at Steven while mindlessly rubbing her pregnant belly, "Yes he's here. He helped me bring in some groceries and that new high chair I told you about..." Steven approached quietly as if his mother could hear him standing half naked next to her best friend. He stifled a gasp when Cheryl's hand found his semi hard cock at her side. Slowly stroking him again she turned and faced the anxious teen. "He's been putting it together for me. Do you need to talk to him?...Oh," there was a long pause as she listened to her friend, "Ok, I'll let him know...No problem...I will...Have fun tonight...bye." She ended the call and placed the phone back in its cradle then turned to face Steven again. "It looks like your parents are going to be gone for the evening and wanted me to let you know you're on your own for dinner." He sighed in relief after imagining the worst. She continued, "I guess this means we're going to have plenty of time to enjoy ourselves tonight." She emphasized her statement with a firm squeeze of his recovering cock then turned her back to him, bringing her flowing tresses around to her front and exposing a thin silver chain at her shoulders. It was meant to keep her sleeves from sliding off her shoulders when she moved. "Can you unhook me?" Steven released the clasp then gliding his hands across her shoulders, moved the dress down her arms until they were free of the clinging material and exposing her silky skin to his touch. His hands then went under her arms and traveled down her sides pushing the dress past her hips. She shimmied and it crumpled to the floor. She stepped out of it, leaving her naked before him except for her white stockings. His lips placed soft kisses under her jaw and down her neck. He felt her shiver. He kissed his way along her collar bone then ran his tongue back along the same path, making her groan. "Mmmmm...you found my weak spot," she purred. "I know," he smugly replied then repeated the same procedure on the other side. His hands roamed freely over her swollen tummy moving up towards her aching breasts. "Ha...How do you know where my weak spot is?" she challenged with a skeptical tone. "I've seen Jimmy kiss you here," returning to the opposite side once more. He cupped her warm boobs, rolling her nipples in his fingers. Gasping again then letting out a long satisfied moan before pressing her question, "Jimmy only kisses me there when we make love. How could you have seen...," she trailed off as she searched her mind for the answer. With his lips at her ear he whispered, "New Years eve." She gasped again, her eyes wide in shock. Craning her neck around to look into his eyes, she saw a mischievous grin spreading across his face. "I think I witnessed the moment this happened," drawing his hands over her belly. He kept his lips to her ear and maneuvered her closer to the bed as he spoke. "I watched Jimmy set you on his cock, your face looked so beautiful as you rode him," he whispered, moving his hands to her plump breasts and giving them a firm squeeze, "I wanted to hold these as they bounced up and down." Cheryl drew a sharp breath when he pinched her nipples, "The first time I saw you sun bathing with these oiled-" She yelped and spun in his arms, "You've seen me sun bathing?" She wasn't sure why that revelation bothered her given the current situation. It must have been the violation of her perceived privacy that shocked her but now it didn't matter. In fact the more she thought about it, she became even more turned on. Steven kissed her again then eased her down onto the bed with her stocking clad legs hanging off the side. He moved them apart and knelt. His hands caressed the silky material encasing her thighs. The warmth of her flesh was intoxicating as he brought his tongue to the border of skin and nylon, making Cheryl moan. He traced a line along that border from the top of her thigh to the bottom, lifting her leg in the process. He switched sides, repeating the maneuver on her other leg, eliciting more moans of pleasure from his pregnant little milf. Cheryl propped herself up on her elbows, trembling with anticipation and need. "You don't have to do that right now, Steven. You can have-" "No regrets, remember?" he cut her off and looked deep into her emerald eyes, "I would regret not being able to please you to the fullest." She held his gaze for a moment as a smile formed on her lips. She sank back down onto the comforter staring at the ceiling. A tear emerged from the corner of her eye, running down her cheek to her ear. She was going to enjoy everything they did together from here on out without question or hesitation. Her hands went to her thighs and held them wide. Although her gymnastics days were long over, she had continued her stretching regimen as part of her daily work out. She was in a full splits with her legs pointing at opposing walls, giving him her body. His Pregnant Little Milf With her fully exposed, Steven surveyed this gorgeous woman offering herself to him. Her pussy had opened like a delicate pink flower. The blushing inner petals, stood in stark contrast to the golden tan of her outer labia. The entire surface of her sex and the surrounding flesh of her thighs gleamed in a thick coating of her honey. Her clit stood out from its protective hood, wet and stiff with an angry red hue. The aroma wafting to his nostrils was sweet and musky, making his mouth water and his cock swell. Steven decided he was going to take his time and enjoy this. Placing his tongue at the union of her leg and torso, he left a trail of saliva from her ass cheek to the top of her thigh. She shivered uncontrollably. He continued this up and down motion, moving ever closer to the outer fold of her pussy. As his tongue traveled down the very edge of her puffy outer lip, he could hear her ragged panting getting louder. She desperately needed him to plunge his tongue deep into her wanton cunt but to her dismay he moved to the opposite thigh and resumed his sweet torture. Cheryl groaned in disappointment and frustration of not receiving the relief she craved. Her whole body seemed to be on fire and his tongue was spreading gasoline to feed it. Cheryl's hands retreated to her breasts in hopes of triggering the orgasm that was lingering just beyond her reach. She clutched at her resilient fleshy mounds, brutally pinching her aching nipples. Her very soul begged for release. Tremors raced up and down her body whenever he touched her but she wanted him to touch her where it would release her; where it would free her from this torment. She had called him a boy by mistake, he was truly a man; a man with unexpected skill and patience. The river of nectar flowing from Cheryl's smoldering depths, running over her puckered ass and onto the bedding below was a testament to that. As Steven moved his tongue to the crease between her inner and outer folds, he was careful to stay clear of her sensitive clit as he moved down her valley, across her ass hole and up the other side in a clockwise direction. Cheryl whimpered, forcing a nipple to her lips and sucking the now purple nub. She felt as if a spring was being tightened within her and was about to reach its breaking point. Reversing directions, Steven's tongue retraced its path back to the top of her pussy. It made this trip again and again, ushering a shrieking wale from the quivering woman before him. It was time to release her. Flattening his tongue, he pressed it to the bottom of her drooling cleft and drew it up her slick folds. He could feel her contracting canal grabbing at him as his tongue passed over her opening. When he reached her throbbing clit, she jumped as if hit with a bolt of lightning. He made two slow circles of her tingling bud before fastening his lips to it and sucking hard. Her body arched off the bed, leaving only her head and shoulders touching. Her legs draped down Steven's back with her stocking feet pressed into his shoulder blades. His tongue lightly fluttered over her clit while he maintained suction on it, sending Cheryl spiraling out of control. With her eyes wide and her mouth open, she tried to scream but no sound came out. She felt as if someone plugged her clit into a wall socket an flipped the switch. Her thighs clamped around Steven's head like a nylon clad industrial vice. She may be small but she was strong. Her hips bucked violently as liquid gushed from inside her, spraying his chin, neck and chest with her watery cum. His jersey was soaked. Steven held fast to her clit while her thrashing body tried to yank it free. The sounds that finally came from her mouth seemed anything but human. Although muffled by her thighs, what he heard must have been loud enough to startle the neighbors; hopefully not his mom. As she began to relax her thighs, Steven was able to breathe again. He plunged two fingers into Cheryl's clenching tunnel as deep as they'd go and pressed upward while making a slight pushing motion. This ignited her orgasmic flames once again. She shrieked, driving her hips into his pistoning fingers. The sloppy wet sounds got louder as a fresh wave of her juices exploded from her. Steven slurped up the nectar like a parched desert traveler not wanting to miss a drop. She could go on like this for hours but her clit was far to sensitive at this point so she had to stop him. She tried to speak but only managed a feeble croak before moving her feet to his shoulders and pushing him back. "I can't...take anymore...of that...right now," she said between ragged gasps, scooting away from the edge of the bed. Steven stood and stripped off his drenched jersey, tossing it in the direction of his other clothes. She could see his cock standing tall, oozing more of his sweet pre cum. He now noticed her breasts. They were covered in red marks from her fingers and her nipples were nearly black and blue from the vicious mauling she gave of them. She saw him staring at her with a concerned look in his eye. "Don't worry, they look worse than they feel," She took a deep breath and exhaled with a sigh, "That's the first time I ever squirted. Oh my God it was intense. I thought Jimmy was good at eating pussy but you could teach him a thing or two. Where did you learn to do that?" "A lot of porn and a couple girlfriends willing to teach me," he smiled climbing on the bed over her, "Besides, I aim to please." They both laughed then she pulled him down to kiss her. It was soft and gentle at first but quickly turned into ravishing mouths trying to devour each other. Steven placed a hand on one of her bruised boobs, kneading it carefully with his fingers. Cheryl moaned into his mouth and stabbed her tongue half way down his throat. She could feel his hot juices dripping on her stomach and decided it was time for something more. She wanted his cock buried inside her tight pregnant pussy. Her hand found his slick cock and gave it a few strokes. "Are you ready to put this where its desperately needed?" her voice low and sultry, "Are you going to fuck my pussy good and fill it with your hot cum like you did my mouth?" "God yes! I've wanted to fuck you since I first found out what it was all about." Steven's pulse rate shot up and his breathing increased as he came to grips with what was about to happen. He was going to fulfill a fantasy that he's had for years. It was the farthest thing from his mind that it would ever come true but here he was, leaning over his best friends naked pregnant mother. She had already sucked him off and he returned the favor and now she was ready and willing to give her cunt to him to fuck. He blinked hard hoping this wasn't a dream that he would wake from the minute his cock touched her pussy like so many dreams from the past. "I know...why don't you fuck me like you saw Jimmy do the night this happened?" she purred caressing her tummy. "Outside in the hot tub...now?" "No silly, in here. Maybe some other time we can do that if we get a chance." She moved out from under him and stacked some pillows against the head board. "Sit here with your legs out straight." He did as she instructed and positioned himself against the pillows. Cheryl put one behind his head for good measure then climbed onto the bed to join him. The look in her eyes was that of a hungry cat about to pounce on its prey. With her long mane laid across her back and tucked behind her ears, she crawled toward him. Her movements definitely had a feline grace to them. Her gleaming green eyes truly made her take on the persona of a cougar. She tilted her head and they kissed once she was straddling him, remaining on her hands and knees for the moment. His hands went to her neck, fingers combing through her luxurious hair. Their kissing was becoming more ardent and the need to have his cock inside her was desperate. He felt it too, the need to fuck her with his stiff pole was now urgent in his mind. Keeping his right hand entwined in her hair, tight against her scalp, his left hand grabbed her firm ass and positioned her drooling pussy over his erect cock. Pulling her lips from his, he kissed along her collar bone making her shiver and moan. She was surprised by him pulling her hair, his sudden aggressiveness aroused her more. Her hand closed around his cock and she brushed it over her inflamed clit before placing the head at her opening. His left hand pulled down on her hip as he thrust upward with his own, impaling her on his cock. "OH...GOD...YES!" she screamed, burying her face in his chest. Steven just groaned loudly, feeling how incredibly tight she was. Cheryl kept her ass firmly against his thighs, giving herself time to accommodate his girth. She was relieved that her pussy had already been a wash with copious quantities of her own juices or she would be in considerable pain at that moment. Steven's cock was definitely thicker than Jimmy's and it was giving her a good stretch. His hands were now both resting on her hips, waiting for a sign she was ready to continue. He was in no hurry. Her snug warmth held him tight with an occasional flutter from her vaginal muscles rippling up his shaft. He was in heaven. Minutes passed before she moved, slowly at first, her hips rocked forward and back in a rolling motion. She raised her head from his chest rubbing her cheek to his. Her breathing was elevated but steady as her movement became larger. Pressing down while moving her hips backward, she ground her clit into his pubic bone. She then rose up an inch or so, digging his cock into her g-spot as it withdrew. Finally rocking forward, dropping her erect clit back into place against his pubic bone. "God your cock feels so good inside me," she whispered, her hot breath on his ear adding strength to his hard-on. "You're tighter than any girl I've been with," he breathed, "I'm glad I came once already or I'd probably pop in a couple seconds." "Mmmmmm...Don't worry baby. You cum anytime you're ready. I'll take care of getting you ready for action again," her hips increasing speed with those words. 'Again?' he thought, 'She's going to get me ready for action again?' He made small upward thrust in an attempt to increase the friction but he didn't have much leverage the way he was sitting. His movements were actually throwing off Cheryl's rhythm. "Easy baby," she purred, "You'll get your chance to fuck me hard soon enough. Let me have my fun for the moment." Cheryl brought her lips to his and kissed him deeply. He returned her passion, stabbing his tongue between her parted lips. Their tongues dueled, twisting and coiling in heated battle. Steven roughly grabbed her swaying boobs, rolling her tortured nipples between his fingers. She broke their kiss with a sudden gasp when his hands went to work on her needy tits. Her hip thrusts were now reaching an urgent tempo as she felt the on rushing orgasm about to strike. Her manicured nails sank into the flesh of his arms when she threw her head back to cry out in ecstasy. Her grip on his cock tightened as well making Steven moan. "OH...GOD...OH GOD...I'm cumming!," she screamed, "Aaaaaaaahhhhh YES!..." The intense contractions on his cock felt amazing. He raised his hips to give Cheryl a firmer surface to grind her clit into as she rode out her orgasm. Her shrieks and moans rose and fell with the waves of pleasure washing over her. Steven held onto her sweat slick breasts as best her could, attempting to keep the stimulation going. Her movements then changed, no longer making the dramatic hip motions, she drove herself up and down on his throbbing member. This triggered a second orgasm within her, not as powerful as the last one but equally as pleasurable. She kept bouncing until she was out of breath and collapsed against Steven, who ceased his mammary manipulations to hold her. "That feels so good," she cooed, snuggling into him. "Well I hope cumming like that feels good." "That wasn't what I was referring too," snuggling in tighter, "It's this...being held afterward. I've missed this. It's been...a long time since..." She didn't finish but he knew what she meant. Their bodies so close together was making them both hot and not in a good way. Cheryl reluctantly sat up and fanned herself with her hands. Steven could see she was sweating profusely from her vigorous ride. He blew air across her neck and chest making her nipples stand up again. "That feels nice but I'm turning on the fan," she announced as she dismounted him to flip the switch on the wall. His cock was left standing straight up, dripping with her honey. The ceiling fan high above was soon spinning, bathing him in a cool breeze. Cheryl rejoined Steven on the bed a moment later. She kissed him quickly before straddling him again, this time facing away from him. "Let's try it like this," she said guiding his cock back into her velvety embrace, "No you won't have to look at my fat belly." They both groaned in unison as he slid back in. "You're not fat," he retorted running his hands over her ripening tummy, "You're pleasantly plump." His hands found her breasts and he pulled her back against his chest. With her head on his shoulder he whispered, "You're still beautiful to me." A dreamy smile appeared on her face and with her eyes closed she said, "That's all I wanted to hear." She was enjoying this closeness and his loving words. The gentle caressing of her boobs and his hard cock buried inside her drenched sex was the best remedy to the dark mood she had been in. But that hard throbbing cock was pressed into her g spot stoking the fire that was still burning inside her. Feeling it twitch she knew he had needs that could use attention too. 'He's such a patient lover, willing to let me satisfy myself without trying to just get himself off and be done,' she thought, 'It's my turn to make him cum.' Cheryl sat up and began bouncing on his cock once again. She lifted her arms, running her fingers through her voluminous long hair. She flipped it over her shoulder, looking back at him with a seductive smile, then whipping it back to the other side as she changed the tempo and speed of her riding. Clenching as tight as possible when she lifted off his thighs, she'd relax her grip momentarily when just the head of his cock was the only part insider her hot wet pussy, then she'd clamp down and drop her weight to his lap. If nothing else it was driving her toward a fresh release. Each time his cock was engulfed by her impossibly tight pussy, Steven would let out a satisfied moan. He was thrusting his hips in time with her movements. He could feel the pressure building in his balls and knew it wouldn't be too long before he came. Cheryl seemed to read his mind and would alter her rhythm and pace allowing him to decompress before pushing him toward the edge again. Her body tensed and he knew she was about to cum. Falling forward, supporting herself with her arms, her ass began to bounce with urgent need. He wasn't able to play with her breasts as easily now so his hand moved under her to find her stiff clit. "That's it, play with my clit...mmmmm yes...almost...there," she groaned, slapping her ass onto his lap faster now, "Oh...yes...yes...AAAHHHHH I'M CUMMING AGAIN!" Steven was in awe watching Cheryl cum. She was scream and moaning driving herself down on his stiff prick. The wet squishing sounds coming from the union of their bodies and the relentless action of her convulsing cunt was causing his cum to a boil but he wasn't quite there. Her head whipped around, fanning her hair through the air as she did. The look in her eyes was primal when she crawled forward, separating herself from his rampant cock. Her head and chest went to the mattress as her left hand snaked under her pregnant belly to her dripping sex. Dipping two fingers inside she let out a soft husky moan then removed the slippery digits to hold her glistening lips open for him. "See how wet you made me?" she growled, her eyes flashing with lust, "I want you to fuck me like Jimmy did that night you watched us. I want your cum deep in my pregnant pussy. I want you to breed me Steven. Take me like you've always wanted too." Balancing on her knees, her stocking feet came off the bed and pointed right at him. He scrambled to his knees behind her but with her legs spread, the tiny woman was too low to easily slide his cock into her waiting pussy. He pushed her legs together and opened his stance. His hands closed on her narrow waist as he positioned his aching cock at her frothing opening. She removed her hand from between her legs and used it to bring a nipple to her lips. The head of his cock found the spasming entrance to her warm wet depths. He pulled her hips back until she was fully impaled on his cock once more. She rose to her hands and knees and pushed back into him as hard as she could. She wanted even more of his incredible cock inside her. In the short time his cock had been outside her silken grasp, Steven felt as if the heat of her pussy had been cranked up to broil. It also seemed even tighter than just moments before. He held her to his hips, savoring the renewed sensations of her womanhood. Cheryl was trembling with him so deep in her. His cock felt as if it were made to be there; the perfect fit. She was stretched tight around his impressive thickness with what appeared to be no room for more. It was like their bodies were merging together to become one. They were in tune with one another. Every twitch of his cock sent a ripple through her that was responded to with a spontaneous contraction. She wanted him to fuck her. She didn't want to be made love to; she wanted to be fucked...NOW! "Com -on tiger, give it to me," she purred with that same animalistic gleam in her eye. Steven withdrew his cock slowly then thrust back into her with and audible 'slap'. "Oh ya, baby. That's it!" He drew back and thrust into her again. "SLAP" "Yes baby...Harder!" Again he drove into her. Harder this time, making his balls bounce off her tingling clit. "SLAP" "Oh God yes, Steven...Faster baby...Faster," she begged. He did as she asked. Each time making her cry out in pleasure and the faster and harder he went, the louder she screamed for more. The soles of her feet were held against the back of his thighs as she tried to encourage him on. It soon sounded like hands clapping as Steven pounded Cheryl's wanton cunt. It was now a race to see which one of them would climax first. The strenuous pace was taking its toll on him and he slowed the frequency of is thrust but increased the force sending Cheryl over the finish line first. "OOOHHH FFUUUCCCKKK!" she screamed, slamming back into Steven with equal force. Her violent orgasm made her vaginal muscles constrict like a python on his pistoning member. He could feel his balls tighten and his cock swell as the familiar surge of orgasmic energy radiated outward through his body. There was no turning back, he was about to explode. "Oh Cheryl...I'm gonna cum...I'm gonna...CUM...AAAAHHHHHH!" "Yes baby, cum for me...That's it...Ah yes I feel you cumming inside me," fresh tremors running through her, "Oh it's so hot...Oh yes...Yes...You're gonna make me cum again too...OOOOHHHH YYEEESSSS!" She joined him in orgasm which drove him to fuck her harder. He pumped his seed into her spasming pussy like a man possessed. Cheryl had buried her face in the mattress, waling and shrieking at the top of her lungs while Steven aggressively thrust into her even after his balls had emptied. Exhaustion finally brought their carnal act to an end with Steven collapsing onto his side, drawing her with him. His arms encircled her, holding her tight to him while his cock continued to pulse insider her quaking pussy. He curled into a fetal position, trapping her in his embrace; not that she had any want or desire to get away from him. She loved being held by him and the two of them drifted off to sleep. His Pregnant Little Milf *** Cheryl's eyes opened to the soft colors of twilight coming through her bedroom window. Steven was still holding her in his arms, breathing slow and steady as he slept. His cock had shrunk and slipped from her velvety grasp leaving her with a feeling of emptiness that she didn't like. She knew he would have to eventually come out but she didn't have to like it. There was cum leaking from her as well, producing a growing wet spot under them. To make it worse, nature was calling her and she would have to get up or make an even bigger mess on the bed. She didn't want to get up but begrudgingly decided it was time. She tried to move his arm but he reflexively pulled her tighter to him. Taking her hair, she tickled his ear, making him swat at the imaginary insect tormenting him. She reluctantly rolled away and climbed off the bed. Her movements work her young lover. Steven's eyes opened to see Cheryl smiling at him from the side of the bed. Her hair was a tangled mess, what make up she had on was either smeared or gone, one of her stockings had a big run in it and both were stained with cum but to him she was the most beautiful creature in the world. "Hello gorgeous," he said with a heart melting smile. Cheryl could feel her cheeks warm as she blushed at his greeting. She felt like a school girl again blushing whenever a boy would speak to her. Her heart began to race just seeing his eyes scanning her disheveled form. She was a hot mess but could tell that wasn't what he was thinking. His flaccid cock was already showing signs of renewed life. "Is there something wrong?" he asked feeling concerned she may be regretting what they did. "Nothing's wrong, I've just gotta pee," she replied turning toward the bathroom, "I'll be back in a moment." Steven was relieved but still unsure as to whether or not there was more on her mind. He rolled onto his back and stretched out his arms and legs, trying to shake the sleep from his head. He lay there staring at the ceiling until he heard the toilet flush. A few minutes later, Cheryl rejoined him on the bed wearing her silk robe pulled tightly around her. She had brushed out her unruly mane, removed her ruined stockings and washed the remaining make up from her face. Sitting at the edge of the bed about as far away from him as possible, she couldn't bring herself to look at him. "You're not having second thoughts are you?" her voice just above a whisper, "I would understand if you-" "Cheryl, I wouldn't change anything for the world." "Are you sure?" raising her eyes to see if he was answering truthfully. He scooted toward her, pulling her down to him and kissing her warmly. He pulled back, staring into her eyes, "Does that answer your question?" She smiled then laid her head beside his, "Yes." There was a long silence then she spoke again, "I was so afraid that when I came back out of the bathroom, you'd be gone. I'm so glad you weren't." She kissed him firmly on the lips as tears ran down her cheeks. She sat up again, smiling down at him, "Got any plans for tonight?" "No...I don't have to work tonight and Dana and I broke up weeks ago," he replied with a smile, "I am getting hungry. Wanna go out for dinner?" Cheryl looked to the clock on the night stand. It was almost 9:00 in the evening. She was hungry too but she didn't really want to go out. "Why don't I make us dinner here. By the time I get myself cleaned up and ready to go it would be breakfast time. I've got some burgers in the fridge that we could grill and have dinner in the back yard under the stars. What do ya say?" "Sounds great!" "I'll get the meat out and all the fixing's, if you get the charcoal started," she directed as she moved toward the closet for something to wear other than her robe. "You got it," Steven replied jumping to his feet to get dressed. Cheryl stepped in front of him before he could pick up his shorts. Her expression was no longer light hearted. It was now more serious. "Stay with me tonight," her voice soft. He took her in his arms and kissed her deeply then said with a mischievous smile, "I thought you'd never ask." He gave her a playful swat on her firm ass making her yelp then collected his clothes. *** When Cheryl came down stairs, she could see Steven in the back yard getting the grill fired up. She had put on the same sun dress she had on earlier but nothing else. Her bra and panties were tossed in the hamper. She liked the idea of being naked underneath her dress. It would make it easier if they decided to fuck out on the patio, smiling at the naughty thoughts floating around in her head. She was busy getting the necessary items ready for dinner when Steven opened the sliding glass door and stuck his head in. "I'm going home to get a change of clothes and get cleaned up," he stated, "The grill should be hot by the time I get back." He was gone before she could respond but knowing he'd be back was giving her a wonderful feeling. A warm wet feeling between her legs. 'God I'm such a slut,' she thought, 'I'm getting wet again just thinking about that kid. Scratch that...That man.' She continued getting dinner ready, while trying to plan a way to get him in her bed as often as possible until she came to term. It wasn't going to be easy. With Alan coming home late Sunday afternoon from his back packing trip and Jimmy returning Thursday night from Japan, things were going to get tricky. She decided to focus on the short term and play the rest by ear. It was Friday night and they had until Sunday before they had to be watch their steps. Steven returned after about twenty minutes. He was dressed in a nice pair of shorts and a T-shirt with his ever present sneakers on his feet. He also brought a small back pack with a toiletry bag and another change of clothes. He left a note for is parents explaining he'd be out with friends this weekend and wasn't sure when he'd be back. Cheryl smiled when he told her this as she knew he was planning on spending the rest of the weekend with her. That warmth between her legs just got warmer. Dinner was simple; burgers, a salad and some chips laid out on the patio table so they could enjoy the balmy summer evening. Once they finished their simple feast and pleasant chatting, it was nearly mid night. They left the dishes in the sink and retired up stairs. Cheryl wanted desert before they went to sleep, sucking Steven off to a toe curling orgasm. He wanted to return the favor but it was late and Cheryl just wanted to curl up with him. *** Cheryl was awakened by something warm and very hard pressing against her outer folds. It was Steven's cock and it was up before he was. She could feel his steady breathing and occasional mumbled word but he was definitely still in dream land. The slightest movement either of them made pushed his throbbing head against her erect clit. His arm wrapped around her body under her breasts so she wasn't going anywhere; he was hugging his teddy bear again. She could feel her wetness coating the top of his cock the longer she stayed still but this was making her too horny. Shifting her hips slowly away from Steven's, Cheryl could feel the head of his cock traveling back along her womanly valley. She kept moving until the head of his morning wood found her now drenched opening. She bit her lower lip to keep from moaning. She didn't want to wake him...yet. Rolling her hips a bit, the tip entered her wet, warm tunnel. This time she couldn't stifle her pleasure and an audible groan escaped her lips. The slumbering youth didn't stir. 'Teenagers can sleep through anything,' she mused. Now that she had about an inch of him, she eased herself back to her original position. Her breathing was elevated and her arousal was increasing. She carefully squeezed his cock in her talented vaginal grip as if trying to draw him deeper inside her welcoming cunt. Steven moaned softly then his pelvis began to rock to and fro. It was Cheryl's turn to moan, he was fucking her in his sleep. She brought her left hand to her breast, kneading it gently while pinching the nipple between her fingers. Her other hand wormed its way to her clit. Her index finger started making slow circles on her inflamed nub. Steven continued to mumble thrusting his hips against her. The strokes were maddeningly short but in that position with her partner dream fucking her, there wasn't much she could do. She was hoping he'd wake on his own and give her a proper fucking but she would be patient. Her release was getting very close thanks to her own self stimulation added to his. She thought that when she came it would bring him around and he could take her in a conscious state. Before she had finished that thought, Steven gasped loudly. "Oh God," he exclaimed then drove his hips into Cheryl. His cock exploded inside her, painting her walls with his hot cum. Cheryl groaned as his orgasm released hers. He held his hips tight to her ass pumping his seed into her rippling sex. Her pussy contracted around his spasming cock, trying to milk every last drop from him. They were both trembling while their rapturous release ran its course. It took them a few minutes to recover from their unexpected orgasms but as they did giggles turned into laughter. "That was a hell of a wake up," Steven stated tightening his grip on his pregnant little milf. "God...Teenagers! You have to make them cum to wake them up." He nuzzled her neck, kissing up to her ear, "I seem to recall someone else was cumming at the same time I was." "Ya...but you started it!" "Did not!" "Did too!" They broke out in laughter again. As the levity subsided, Steven rolled over, pulling her on top of him. They kissed softly then stared into each other's eyes. When the combination of their juices began to flow out of Cheryl and onto Steven it was decided they needed to get cleaned up. He chased her into the bathroom, pinching her firm ass and eliciting squeals and yelps all the way. As the warm water of the shower cascaded down on them they both reflected on the journey to where they are. They were neighbors, then friends and now...? Depending on which of them one was to ask, the answer would be lover or fuck buddy but both answers fit. Neither knew what the future held for them but for now they'd enjoy their weekend.