Tag: High School

My Best Friends Mom [m19, f48] [Teen, MILF, Oral]

Growing up, it seems everyone always had that one friend who’s mom is just unbelievable to look at. Well for me fortunately and unfortunately, that was my best friends mother.

Me and Luke had been best friends since kindergarten and I guess naturally so, as we lived just down the street from each other. To be honest, I can’t really remember at exactly what age I had the realization that I kinda wanted to see his mom without any clothes on. In high school, whenever I was over at his place playing video games in the basement, she would check in on us and bring us snacks. There were many times a touch on the shoulder seemed to linger, or eye contact held a lot longer than a glimpse. Then again a horny teenage boy could misinterpret almost anything for flirting.

Luke’s house had a pool, which I spent a lot of time at in the summer. His mom wasn’t much into swimming but lucky for me, she loved tanning by the pool side. It made going for a swim all the more enjoyable on a hot day. Read more »

My first time was with my friend’s mom [M18 / F40s] [milf] [bikini] [boy toy] [seduction]

There’s no way it was on purpose, no way anyone could have planned this snub, but I’m either way feeling a little left out.

Greg had been flirting with Amy for months, and we were all rooting for him, so when they were spending a little too much time alone in the corner of the pool, thinking nobody realized she was grinding her ass on his crotch, many knowing grins were exchanged when they finally sneaked off somewhere into the house.

Amy had brought her best friend, Zoe, like she always did, and after a painful thirty minutes of awkward shyness, she had sliced through it with a knife by walking right up to my buddy Jarrod and saying, “Come make out with me.” And that was the last I saw of either of them.

Dan, whose house we were at, had, in his quiet way, somehow managed to win the affections of Greg’s sister. Dina was older, in college, and only came with Greg because “she was bored” and had been quite clear she wasn’t “going to touch any of Greg’s dweeb friends.” And yet, I can still hear her and Dan’s giggling and gasping from the white bench hidden in the thick foliage of the side-yard garden. Read more »

I used to make [m]y friends sister secretly cum while on the couch, watching movies

When I was at high school, I’d hang out with my mate, and watch movies at his place in the evening on the weekends.

His sister, who I had a bit of a secret thing going on with, would join us in the evenings, and sit at the opposite end of the couch to me, in her nightie and a blanket. My mate sitting on the other couch, facing the tv, didn’t really see us, or what ended up going on.

When the lights were out, and the movie playing, I’d put my bare feet (I have always had soft smooth skin on my feet) up on the couch towards her, under her blanket.

The first time, I started by resting my foot against the outside of her thigh, and rubbing against her, then crossed over to between her legs.
After a moment – I waited to gauge her reaction, I resumed rubbing against her inner thigh, then making my way higher up. I pressed my toes softly against her underwear, over her pussy. She got in to it, and parted her legs more. Read more »

Family reunion at the beach // MF / BJ / Girl on top.

Beachy Bungalow

By: Max Logan

“Jason!” Saddie yelled from across the open expanse of the beach rental common room. He hadn’t even made it inside the double door entrance before she was on him. Consuming him in a soulful hug.

“Hey Saddie! It’s been a long time!” He tried to hide his extreme excitement. “How’s life?” His question hung as he enjoyed the warmth of her body against his.

“Been a long time?” She scoffed with a hearty laugh as she released her bear hug and took a step back. Her glance shot down and back up to study him quickly. “It’s been more than ten years bro! My god you’ve grown up!” She exclaimed.

His eyes dropped to her perfect painted toenails then slowly rose to capture a systematic survey of her magnificent body. “You’ve grown up too.” His statement rolled with a calculated vibrato. “C’mon, let me show you your room.” She said with a coy smile. Read more »

That time I [F] used my tits to get revenge and lead a bitch’s boyfriend astray [FM]

So I’ve always had a slutty side, and often an “evil” slutty side when there was something I wanted. But, I pledged to leave my girlfriends’ men alone, even after they broke up usually. However, one day one of these friends pissed me off just enough to break that rule…

A little background : I’m 5’1, 27 years old, curvy all over, hair usually in some color of the rainbow or blonde, pierced and tatted, and cursed / blessed with 38HH tits.

This was when I was around 20. I had a few girls I would go out with hitting up clubs and just enjoying the prime of our lives in general. Helga (19, still with high school boyfriend), Violet (21, raging lesbian and occasional FWB), and Olivia (20, often painfully single). During the early summer days that year, Olivia had managed to actually get a boyfriend and keep him for a couple weeks. When she finally introduced him to us, I admit to some light flirting and flashing my cleavage at him but I didn’t do anything over the line. He seemed to enjoy the attention but it pissed off Olivia a bit and she didn’t bring him around much after that. Read more »

[M]y first ever blowjob

*Just for the record, I know this is different from my other stories. So, sorry if you were expecting a story of me railing a hot chick – we’ll get back to our regularly-scheduled programming later.*

I was a loser in high school. Everyone is some kind of loser in high school, but I was the one specifically who didn’t get laid. I had a “girlfriend” for a couple months – I think she went out with me because it was too awkward to say “no” over MSN Messenger. We held hands twice and kissed maybe once – mouth closed.

Through it all I had this friend named David. David and I grew up across the street from each other. We went to the same schools and were always fast friends. We ended up going to separate unis but made sure to keep in touch. After fifteen years as friends, it was weird to not see each other basically every day.

The first few weeks of uni were an experience for me – I even made out with a girl! And played with her boobs! – but the pants stayed on and I was still a virgin. Which of course came up when David and I hung out when we were both back for Thanksgiving break. Read more »

My Friend’s Daughter [Reuploaded]

Part 2

Two days later and I could not get what happened out of my mind. I’ve known Lacey for several years. I had spent countless days hanging out with her and her family. I had attended her school performances to cheer her on. Jim (her stepdad) asked me to teach her how to drive a stick shift a few years back. I came to celebrate her high school graduation. She, in my mind, was innocent Lacey, but now this… I had stayed away from my office window where I could see their house. Because I needed to clear my head, I couldn’t believe the conflict in my mind and the desire in my loins.

That morning I decided to go to church. It has been a while, and this felt like a good time to do it. Shortly after I arrive in walks Jim and his wife, Amanda. I felt awkward around my friends, but I hugged them as they went to their usual seats. Suddenly, Lacey walks in with a friend. Lacey’s infectious laugh filled the space. I couldn’t help but admire her slender yet toned ballet-trained body. She was wearing a tighter top that, while modest, hugged her body beautifully. Her legs were highlighted by a beautiful lacy flowing skirt that flowed as she walked. Each step she took was softly highlighted by the clicks of her open-toed high heels that highlighted her French-tipped toes and accented her calves w a silky strap that wrapped up her body like ballet wraps. Read more »

The time I [M] fucked my roommate’s girlfriend.

This happened when I was a freshman in college.

I had reluctantly decided to be roommates with one of my buddies from high school (we can call him Toby) despite him being a bit of an asshole.

I would eventually regret my decision because he was a disrespectful little shit. I won’t go into detail on what he would do but believe me when I tell you he wasn’t a good guy.

One day he had a girl come over late at night (not his girlfriend) and they went in his room and she left early in the morning. I was friends with his girlfriend too so he put me in quite the dilemma by bringing another girl around. I hate when people cheat on their significant other but I really hate it when they expect me to cover for them.

Right then and there, I decided I was going to fuck his girlfriend.

She would regularly stop by our apartment to smoke weed in between her classes on Tuesdays and Thursdays. She had her own key and often when she stopped by I was the only one there. I was fine with this because I enjoyed her company. But now I had a brand new attitude towards our alone time. Read more »

The OnlyFans Girl, Part 7 (MF, Slow Burn, Lots of Tease, Ongoing Story)

*Part 1 can be found [HERE](https://www.reddit.com/r/Erotica/comments/wm1o25/the_onlyfans_girl_part_1_bg_slow_burn_lots_of/)*

*When a law office intern discovers that a fellow intern is one of his favourite new OnlyFans performers, a ball begins rolling that will bring a boring summer of paperwork and coffee-fetching into an avalanche of sexual adventure. This story was originally written in small chapters, of which 31-35 are presented here.*

**Chapter 31**

Sabrina didn’t even get her shorts and thong past her knees before you were kneeling in front of her. You grabbed her legs and tilted her back, and yanked her ass to the edge of the bed. She spread her legs the little bit she could, but you didn’t need it. Her cunt, flushed with arousal and wet enough to have left a spot on her thong, was pushed out between her thighs.

You devoured her. That was the only way you could describe it. You buried your face between those smooth little lips, driving your tongue into her, tasting as much of her as you could.

“Ooooohh, John! Fuck, I’m going to cum so fast. Fuck, fuck!” Sabrina moaned. Her leg was already twitching. “Fuck, you weren’t supposed to- Fuck!” Read more »