Jason Harding was not a popular college kid. Actually, he was more of a nerd, and did not have too many friends. His mother, Mary, had him at the very young age of 17, which made her 38 years old. Unfortunately for Jason, his being a nerd combined with her young and still perky 36B chest, 5'4" height, and slim 105lb build made him the subject of endless teasing throughout high school and college for having a MILF. Jason would get angry about the teasing when his few friends said anything, but found himself remaining silent and not having the balls to say anything if either the punks or jocks said anything.
When Jason was an 18 yr old senior in high school, he was befriended by Alan, a punk kid who smoked pot, acted older than his age, and was a real badass in his grade. He had absolutely no idea why Alan had decided to start calling him to hang out until they actually hung out, whereupon it became blatantly obvious.
Alan started by asking Jason all kinds of questions about his mom, such as had he seen her naked? How often? What kind of panties did she wear? What sized tits did she have? What was her pussy like? Did he ever see or hear her fucking? He got very graphic and wanted to know every detail.
Jason didn't feel comfortable being asked the questions, but Alan could be very persuasive, after all, he was the one who kept the bullies away, and for Jason, one guy asking him this kind of stuff was better than many, so he found himself answering with complete honesty, which included describing his mother's nude body down to the smallest details.
Alan would pull up porn on Jason's computer and have him compare the women to his mom to get a sense of what she really looked like. Sometimes he would even pull out his big dick and start jacking off to the porn, not caring in the least that Jason was next to him.
Alan was always very sweet to Mary, hugging her and complimenting her. Mary was perplexed as to why this boy who seemed so well-adjusted and mature would be hanging out with her son who spent most of his time on video games, but was happy that Jason had a positive influence.
She was completely oblivious to the glances he gave her all the time, but Jason always noticed and could only swallow hard knowing that Alan were not even trying to hide it.
Alan would spend the night over at the house quite often (at his own request, which Jason never denied for the same reasons as before), and loved hugging Mary in her little nightgowns that she wore around before bed. There was always a little cleavage visible, and they never went as far as mid-thigh, exposing her beautifully shaped legs.
Sometimes Alan would even invite over Tommy, who did not even pretend to be friends with Jason, to sleep over at Jason's with them. The two of them would whisper together, and one night Jason got up to go to the bathroom and saw them laying on the floor with their faces pushed up against the 1" crack between the carpet and the bottom of his mom's closed bedroom door. He knew that she had just gotten out of her before-bed shower and they were watching her naked, drying off and changing into her nightgown. In the middle of conflicting thoughts, he got rock hard by seeing these two boys lusting after his mother's naked body and, not knowing how to act and what to think about it, quietly stepped back into his room to let them enjoy her without a disturbance. Minutes later, he swore he heard some muffled moans from the two boys in the hallway and was sure they had spent the night masturbating to his mother.
After that, every night he had dreams of Alan and Tommy fucking his mom in every position imaginable, and he knew they were dreaming of similar things after having seen his mom's beautiful pussy, tits and ass.
The "friendship" deteriorated as Alan became more confident that he no longer really even needed to pretend to be Jason's friend to get what he needed from him. It became a relationship where Alan would tell Jason when he was coming by (which always coordinated with Mary's schedule) and ask him what his mom was wearing, what she had been doing, etc. Alan came over and Jason could do nothing but watch when his mom was hugged by a semi-to fully erect Alan in mesh shorts with no underwear. His mom seemed so oblivious and was so comfortable with Alan and their innocent but playful relationship that when Alan would pick her up while hugging, her legs would instinctively wrap around his waist. Jason got hard every time he watched this happen, even as Alan grinned at him and made faces at him over her shoulder as though he was fucking his mom while he hugged her.
The relationship continued as the time had passed, with Alan keeping his nights over almost every weekend and getting even more confidence to even record videos of Jasons mother from that crack on her bedrooms wall. Of course, just to masturbate to them in front of Jason, who could just timidly hold the bulge on his underwears and watch as his "friend" dirty talked about his mom.
Alan even sent some of them to Jason, just to see how he would react. Well, he would not, thats it. He could only feel the hard on take over his mind and body and find himself at times masturbating to those videos and to the tought of Alan fucking his mom.
Fortunately, Alan was reasonable enough to never spread these videos, although Jason was sure he showed them to some of his friends, even if it was just Tommy.
...
Well, today Jason turned 21, and he was going to party like a 21 year old and get crazy... who cares if he never really partied, right? He bought a handle of tequila and asked his friends to pick up some liquor and come over to pregame the club, and Alan was the first one to agree.
Mary was concerned about Jason. She knew that he had no partying experience and wanted her son to have a good time.
Although Mary knew Alan would be there, he had lied to her saying that he had no partying experience as well, and even if she hadn't drank more than a glass of wine in one sitting for the last 15 years or so, she knew she could handle a night out with her son and his nerdy friends. Jason didn't resist too hard after Alan made her promise not to tell anyone she was Jason's mother, and besides, it would look good to have a girl with them.
Alan were the first one to show up and brought Tommy, who was not even invited to the party. They started early by helping Mary setting up the things to the pregame, and of course, always checking out her butt to wich she never noticed.
Chris and Peter(the nerdy friends) showed up a half hour early (not having anything else to do) and were eager to start pregaming the club. This started them all drinking much too early, and everyone was already pretty wasted by the time they left for the club. They decided to take the metro in, no one being sober enough to drive, but they all were having a great time and felt like true party animals.
Alan and Tommy were now easily identifiable as the two of the best looking guys, and the alpha males at the club. They both had cultivated in the past years incredibly well-built athletic bodies, and the good looks matching their dominant attitudes that led to them always getting what they wanted. They were 21-year-olds already bored with the easy sluts they had conquered in college, and they liked a challenge. They immediately drew attention as they entered the club with the sexy older woman and the three geeks, and smiled at each other as they stared from behind the hot Milf they were trying to put their hands on.
Experienced at picking up girls, Alan and Tommy maneuvered themselves up to Mary and were able to separate the distracted and already half drunk boys from her at the bar. They charmed Mary right away and their soft-spoken allied to her childish vision of them didnt hurt to get her attention .In the midst of her already half-drunk consciousness, she found the interest of such young boys ammusing.
It felt good to be sought after and she was flattered by the attention from such young boys. They bought her shot after shot and soon she was much drunker than she ever intended to be, with her words slurring a little, and her balance starting to become unsteady.
Still, Mary showed concern as to whether the geeks and her son were okay and having a good time, and began to ask if they shouldn't come back and rejoin the three.
Alan then offered to have Tommy go over to Jason, make him the life of the party, and attract some attention to the boys to help them get some girls. Mary was grateful for this as she wanted Jason to be shown a great time on his birthday. The only catch was, Mary had to agree to dance with Alan while Tommy entertained her son and his friends.
Tommy bought them each another shot, but 4 shots came out and Mary was convinced to take the extra one. Alan then led her to the dance floor and she followed, legs a bit wobbly. She saw Tommy walk up to the boys at the bar and they seemed to be relieved that someone was engaging them in conversation. He ordered shots and she saw the boys eagerly drinking them down.
Alan held her close into him, gripping and kneading her tight ass in his hands like putty. She knew she shouldn't allow him to touch her like this but she found herself too drunk and feeling too fuzzy to stop him. Besides, it had been a while since she was at a club and she knew that dancing had gotten more physical, with the kids grinding and gyrating together like on these rap videos. The song got faster and Alan was moving her faster, before she knew it, he had spun her around so her ass was against his crotch and his left hand was groping her left breast and squeezing it.
"Damm ma'am your tits feels like a cloud" he said softly into her ear. "Did you know it?"he asked with a naughty smile and then lightly licked her ear.
She knew she should stop this and started to stand up and say no, but her legs were too weak and wobbly and his hands and arms were so strong around her.
She watched as Jason's friend Peter started looking ghostly pale and ran off to the bathroom from too much alcohol.
Alan's hand started snaking under her skinny black leggings going down her waist, his left hand still squeezing her tit. His hand cupped her pussy right over her panties and squeezed hard, sending a jolt of electricity through her body. She immediately felt her body slacken against Alan's body. The mental shock and the effects of alcohol left her with no reaction, submitting to his roaming hands. Sensing her submission, Alan quickly pulled her panties to the side and started sliding his fingers along her slit, playing with her clit and starting to rub it.
"I knew you were a fucking slut." he said as she gasped aloud. She knew she shouldn't be letting her son's friend touch her and talk to her like this, but felt powerless to stop him, her mind felt disconnected to her body as his hands did his magic. His left hand was leaving her tit and reaching under her skirt to join the right hand when she noticed Chris and Peter saying goodbye to Jason and leaving, Peter looking very sick.
Tommy was with Jason, keeping him entertained, but she saw Jason's eyes starting to roam the crowd to find his mother, probably thinking it was about time they leave as well. Both of Alan's hands were too much for Mary, he was shoving two fingers roughly in and out of her pussy while rubbing her clit with his thumb and grinding against her ass. The alchohol made her mind feel even more energetic, and so she was quickly approaching orgasm. When it hit her eyes shot open as the waves of pleasure shot through her body. She found her eyes locked with Jason's, who had just spotted her from the bar. He couldn't see the lower half of her body and so was blissfully unaware of her current condition. Alan's fingers were fucking her pussy without mercy, playing her like an instrument in the crowded club. As the orgasm ended, Alan pulled her in close as he spoke in her ear.
"Mary, my dear. What about we staying at my place tonight." He said, again with the soft spoken.
"But Jason" she weakly said in a drunken mumble.
"He can come too, there is a couch for him to sleep on. He's so wrecked, he won't know even how to get home. So, lets make it my way, right?" he ended his sentence with certain must and then released his grip to let her make her way over to her son.
Jason was drunk and silly by the time Mary reached him. Tommy had convinced him he was having an amazing time, and even got him a some girl phone earlier, and Mary was glad to see it. Alan greeted Jason's who failed to notice Alan's fingers being wet against his shoulder he squeezed it.
Alan gave Mary's ass a hard pinch and she found herself telling Jason that they had offered to let the two of them stay over at Alan's place for the night and drive them home in the morning. Jason was happy to be doing something spontaneous and crazy with his friends on his 21st and so readily agreed. Furthermore, he was curious about how Alan's home would look like, since he had never been there.
Mary was very drunk but was still a bit uneasy about going over to Alan's place with him and Tommy. She tried to tell herself that she had just been asked by her son friends who they were having fun with...besides Jason were really having fun, right?
A few more shots for son and mother put them both into a drunken stupor. They were led into the car and driven to Alan's apartment.
When they walked into the 1 bedroom apartment, there was a small kitchen attached to a room with a TV and a couch. There was only one door besides the entrance, and it led to Alan's bedroom. Tommy pointed to the couch and told Jason that was where he was sleeping. Jason sat down and watched as Alan and Tommy half led, half pushed his drunken mom into the next room.
"Where are you guys going?" he asked Alan as he looked past them and saw a plain room with a desk, dresser, and queen bed attached to a bathroom.
"This is where we are going to sleep, just go to bed" said Alan, closing the door behind them.
Jason lied down, Alan was probably right about him needing to sleep after all, and his head was spinning. He found, however, that after a few minutes he couldn't sleep. His drunken and messy mind told him that there were something really strange about all this.
Drunkenly, he stumbled over to the door and pulled it open.
What he saw before him completely stunned him. His mother was a mess; her clothes half torn off, her makeup smeared and her eyes half open, she was on her knees in front of a standing Rob with no pants on. Alan had one hand on her neck, the other gripping a fistful of her hair, and was forcing his big hard dick in and out of her mouth. Tommy sat on the bed completely clothed with a small digital video camera in his hand, he was recording Mary's face-fucking.
"Mom?" was all Jason could manage to say.
"Mommy is busy right now honey, ok?" mocked Tommy.
"uhh..oh.. wait, does she want to say something?" Alan asked, pretending to be listening for something as he slid his dick part of the way out of her mouth. Mary's eyes looked toward Jason and he thought she was about to speak. "Nooo.." Alan proclaimed as he shoved her head back into his crotch, slamming his prick into her throat all the way to its base "This slut has nothing to say".
"Jason," Tommy called to him "Be a good boy and go away, we are having playtime with your mommy right now, ok?" Jason was in a dizzy shock, but instantly became hard from hearing his mother called a slut. He knew his mother was way too drunk to give consent to these guys. He knew he should do something to stop them. His excitement and inability to stand up to these two alpha males made him slowly back out of the room, leaving the door slightly open.
Alan grinned at Tommy, he really knew how to handle this kid Jason and shit, the kid had the same age as them, why wasn't he getting angry? What a pussy.
He heard them calling her names in the next room. He heard the noises get louder and louder as the two college studs slammed his little milf mommy with their big dicks, taking complete ownership of her. Jason couldn't help but peek in from time to time, seeing the video camera (now laid on the desk) recording his mother getting it from both ends as one cock fucked her doggy style while another was forced down her throat. Her body was covered in sweat and she looked like she might faint any second.
His mind was racing, he tried to think of what he should do in this situation. But his hard on had no trouble in preventing his sense to come out.
The two guys were really going at it. He could hear the slapping sounds of flesh hitting flesh and could smell the sweet scent of his mother's pussy being used as a cum dump. Tommy was fucking her from behind with full force, his balls making loud thwacks against her ass. His other hand was pinching her nipple. Alan was fucking her face with fast thrusts, and when his dick slipped out of her mouth, he slapped the fuck out of her face, making her moan in pain and cry a little in her half conciousness.
"I TOLD YOU TO SWALLOW THAT FUCKIN' COCK" He screamed with anger as he faced her scared face.
"Im shorry-" She mumbled in pain even though she didnt quite knew what was really happening.
These guys didn't even respect his mom at all. She was being ravished while they dirty talked and insulted her by all forms possible. Slapping her with their cocks.
Even so, the boy could only feel his body flame with lust as he watch it happening.
Jason was now fully erect and was unable to hide it in the tight fitting jeans he was wearing. His dick was sticking out of the zipper and his underwear was bulging out with his hardness. As he saw his mother being degraded like this, he knew what he needed to do. He had to stop this. But he were not listening to his senses anymore.
Jason pulled his dick out and started stroking it as fast as he could while he watched his mom getting ravaged on the other room. He knew he was not going to last long. He felt his balls tighten and a huge rush of precum sprayed out to coat his rock hard shaft.
He knew he was going to cum in this moment.
Alan pulled his dick out of her mouth and grabbed the back of her head, holding her in place while he continued his thrusting, his thick cock violently ramming into her mouth, violating her throat. Mary started to gag and choke on his pole, her face red from the force of his cock.
"Open your mouth wide bitch" Alan commanded her.
Alan began to fuck her face with such force that her body shook violently, not falling just due to Tommy who held her ass cheeks while he rammed his cock deep in her cunt.
"DRINK IT ALL MARY!" Alan yelled at her as his hips slammed even stronger in a large thrust.
And so, he started cumming like a river.
Mary was gagging and spitting the cum through her nose and out of her mouth.
Tommy slapped her ass multiple times while he thrusted her with his pole roughly.
With a final squeeze in her two asscheeks at the same time, he groaned like a beast and penetrated her in all force and started cumming inside her.
Jason peeked breathing profusely as he sensed his just cummed trousers and shorts over his leg.
He watched her take load after load and orgasm multiple times.
After it became obvious that Jason wasn't going to do anything but sit and watch in the doorway no matter what they did, Alan grabbed Mary and yanked her onto the bed. He lay down on his back and commanded her to ride his cock. She was so drunk that she was passing out but he twisted her nipple hard and said "Ride me you fucking whore". Her obedience took over and she climbed on his cock and started rocking back and forth on him. "No you lazy cunt, bounce!" As she started to bounce Alan grabbed her chin with an iron grip and turned her head toward Jason. "It's your son's birthday, sing to him" he cruelly commanded.
Mary was a drunken slobbering mess and impaling herself on Alan's huge cock, but she still managed to mumble a weak rendition of "Happy Birthday." He made her fuck him until she came like a stupid slut, looking at her son, then shot a final load up her conquered milf pussy. He slapped her face hard after he came, and threw her off him, flashing a tired grin at Jason who he knew had no balls to do anything about it. Then Alan passed out.
Jason woke up his mother who was severely hung over and helped her get home the next morning. Alan and Tommy were still passed out when they left, but Jason discretely sent the video on the camera to his own phone before leaving the house.
This is what he had dreamed of since Alan and Tommy were his mother's voyeurs back in high school. He would get rock hard everyday searching on google and every porn site for the video they made that night. Knowing the types of guys Alan and Tommy were, he knew they wouldn't be able to keep it to themselves.
Jason felt a little guilty but not that bad. After all, she had come out to make sure he had a fun birthday, and she succeeded.