Note: All Characters are 18 or older.
Dan had just finished High School. He hadn't made any friends the whole time, and spent most of his life alone in his room. Jennifer, his mom, had suffered terrible loneliness as her boring husband hadn't had sex with her for a decade and a half. In retrospect, the two were a perfect pair to get closer than the average mom and son.
Jennifer was still hot at 41 years old. She was 5'3" with large, saggy tits. Her curly black hair framed her face perfectly. Her ass was a bit flabby, but big. Overall, Jennifer was quite attractive for her age.
This stood in contrast to her son. Dan was a weird, awkward young man, 5'7" and a weakling. Dan had no muscle and a round belly, though he wasn't that fat through the body. He rarely went out, and needless to say, he had never had a girlfriend.
Jennifer had been very mean to Dan over the years, and their relationship had been strained. But with her son moving out to college soon, Jennifer was doing her best to work her way back into Dan's life.
Jennifer was never one to be shy about mentioning sex. She would casually discuss sexual topics with her son, though hed usually shut down the conversation out of awkwardness. Jennifer made a point of frequently inquiring with Dan whether he had "met any girls" or "wanted to get laid".
This came to a head one day when Dan came home from work, the summer before moving out. He had just driven back from his summer job and came in to the house. It was mid-afternoon, and his dad wouldn't be back for another seven hours.
Dan came in needing to pee very badly. When he opened up the bathroom door, he was stunned to find his mother, head flung back in bliss, shoving a dildo up her pussy while on the toilet. Her head spun around and she screamed in embarassment, yelling to Dan, "OH MY FUCKING GOD! I'M SO SORRY!". Jennifer awkwardly scrambled out of the bathroom and let Dan in.
When Dan walked out, his mom pulled him aside. "Dan, I'm sorry. No boy needs to see his mom doing sexual things. I know we've always been open about sex so it isn't shocking, but I just want to let you know I'll try to be more careful."
"It's fine mom!" Dan quipped, blushing bright red but shrugging it off as unfortunate timing.
About five minutes later, though, Jennifer cleared her throat and knocked on Dan's bedroom door.
"Come in mom!" He yelled.
Jennifer walked in, and jumped right into the big conversation.
"Dan, I have to talk to you about something."
"Ok, Mom."
"Look, me and Dad haven't had sex in a really, really long time. We aren't really even in a relationship at this point, it's just easier to live together. And up to this point, I haven't been getting any dick on the side."
"Holy shit mom, do you have to phrase it that way?"
Jennifer giggled.
"Y- you know what I mean, Dan. But I wanted to say, and I guess I'll just say it, but I think it would be really special if my first sex in all these years was with you!"
"WHAT THE FUCK mom? What did you just say?" Dan barked in shock.
"Calm down honey, I'm your mom. Nobody would know, you don't tell anybody, I won't either. I know you and I have been healing our relationship lately and I thought it might help to have a little intimacy!"
"Mom, what the hell, I never thought I'd have to say this, but can't you just find another man to have sex with?"
"Dan, its not about that! Remember when I caught you watching MILF porn? Remember all the problems we've had? You know this would be a great way to blow off steam."
"Mom, just give me some time on this, I understand you really want it but it still feels like, is this a prank or something?"
"No prank, son." Jennifer said as she walked out of the room.
Another ten minutes went by. Dan just sat in his bed in shock. No woman had ever desired him, and now his own mom was clamoring to smash. As he sat contemplating his options, he heard another knock.
"Can I come back in, sweetie?" Jennifer asked.
"S-sure mom. Come in!"
Jennifer walked in, having changed her clothes. She stood before Dan in tight gray yoga pants, highlighting her huge ass. Her cameltoe was on full display. On top, she wore only a sports bra, perking up her old tits a bit and exposing her delightful midriff. She approached the bed.
"Dan, your father won't be home until late tonight. I figured I'd start small with you, help you learn, this is your first time, right Dan?", she questioned.
"Uh, yeah, It will be mom..."
"Heh, I knew you'd come around. And there's nothing to be ashamed of about this being your first time." Jennifer said softly to Dan.
Jennifer climbed up on the bed, where Dan was lying stretched out on his back. Dan was wearing some sweatpants and a t-shirt. She put her hand on his crotch, and softly began to massage.
"Oh my god mom!" Dan panted.
Jennifer rubbed Dan's sweatpants again, and again with her palm. She could feel him getting hard, his girth narrow but his cock fairly long, certainly more than his father.
Dan was equal parts grossed out and thrilled. Jennifer climbed up onto her son, her legs against his and she lay face down on his chest. Then, she crawled up to his face, and locked lips with him.
Dan gave in. The two kissed passionately for five minutes, making sure to grope each other all over as they did. Dan pulled back, finally, panting rapidly.
"Oh yeah mom, I'm ready for this."
"The hell you are, Dan. You never get another first time, so you are NOT missing out on foreplay!" Jennifer said with a chuckle.
"Wh- Oh yeah, mom, what are we gonna do?"
"Before we take off our clothes, I wanna do a little dry humping. Here. Stay on your back."
Jennifer put one leg on each side of Dan, and firmly grasped his erection through his pants. She slowly folded down Dan's cock, letting it relax, until it sat flat on his abdomen.
Jennifer slowly lowered herself, and put her luscious cameltoe, jutting out of her yoga pants, onto Dan's erection. She slowly swayed her hips back and forth, dragging the outline of her whole vagina up and down his pole, pushing off each time around the rhythm from her clit.
"Oh god mom! You're amazing!"
"Dan, you ain't seen nothing yet. We haven't even taken our clothes off. Be careful not to cum!" Jennifer giggled.
Jennifer got up and got on her knees in the middle of his room. "Over here, Dan!" She said in an exaggeratedly seductive voice.
Dan came over, and she wasted no time. Jennifer slid her son's pants off and firmly grabbed his cock.
"Ooh, mommy has you rock hard and throbbing, right? You need your own mom to drain you?" Jennifer said.
"Oh my god, my own mom is giving me dirty talk!"
"Oh, it's a lot more than talk, boy. Here."
Jennifer began twisting her wrist around in circles, kneading Dan's cock. She slowly worked her way down the shaft, back up, and down again in sequence.
Dan could only moan at the spectacular work of his own mom. But she was far from done. Jennifer, without warning, spit onto Dan's dick and started working it with her hand.
"Oh yeah mom, please don't stop. It feels so slick and warm and nice!"
Jennifer spit more and more, until drool was dripping off her chin and his dick. A wet, squishy sound now came with every flick of her wrist. But suddenly, Jennifer pulled away.
"What now, Mom?"
"Enough spitting. It's time to get that dick wet for real."
Jennifer opened her mouth, and in one fluid motion, put her cheeks and tongue around her son's shaft. She began sucking instantly, drawing as much drool as she could from her mouth and letting it sneak out the tiny gap between her lips and her own son's dick.
Jennifer's spit had now reached the base of Dan's meat. She began lowering her head more and more, and she let her spit run wild.
"Mom! Oh my god mom it's so messy!"
Jennifer gave no response as she slid her tongue wildly around, slurping bubbles as loudly as possible. Dan's precum mixed with her slobber, and the resulting slop flew onto Dan's legs and all over Jennifer's face and chest. Some sloppy strands dripped down to the floor, which Jennifer made sure to cup her hands and collect, then loudly slurp into her mouth.
It was time. Dan prepared as his mom brought in a huge deep breath through her nose. Even without words, he knew what was coming. All at once, Jennifer slid her head down and let Dan's dick work its way all the way back to the back of her throat. Dan was being deepthroated by his own mother.
He could not hold out any longer.
"Holy fuck Mom! Im gonna cum! I'm gonna cum, Mommy!"
Dan's cock shot forth with a huge wave of gooey, liquid cum down the back of Jennifer's throat. His cock went limp and his mom let go, her face covered in a sloppy froth of cum and spit. One strand dripped to her legs, where she worked it into her yoga pants, massaging the droplet of cum onto her cameltoe.
Jennifer opened her mouth.
"All gone, Dan!"
"Holy shit mom, you swallowed all that?"
"Yes, son, it tasted wonderful. Now, I'm gonna go wash these clothes. I'll be back soon, and we can take it from there."
Dan sat back, stunned. He didn't regret it post-nut as much as he thought he would. His hot mother had come in and taken his virginity, and she was coming back for more. His dad didn't sleep with her any more so there was no guilt about cheating.
