My friends mom used to walk around in her panties [m]

When I was in high school, my friend’s mom was alway in her bikini. She was by no means pretty, but she had a sexy tan body. She had a job that required her to wake up and get ready about 5am. When doing so, she would always come into the kitchen and make coffee in her panties and sit down at a chair in the living room while drinking coffee. I made it a point to always sleep on the couch for obvious reasons. One morning I worked up the courage to slide my dick out of my boxers and leave it visible for her to see during her morning coffee. I laid there with my eyes cracked that morning and watched her stare at it for about 5 minutes. Unfortunately, nothing became of it but I will always have that image of her slurping and staring at my meat! I just wish I knew what went through her mind that morning…

Bullied (rape)(gang bang)(cumdump)(blackmail)

I now had a problem, a creeping one I wanted to ignore for a long time. Something that creeped as a tense pain on her temple, and guilt in her heart. Her little brother was being bullied.
Black eye, she managed to calm down her 18 year old brother. She remembered telling him that those new friends were no good for him, and it ended with a black eye, and him losing his debit card; It was getting progressively worse, from pushing in hallways, getting girls in high school to mock him, to now getting jumped.
*This is getting tiring.*
“Those bastards they stole from me, we were good friends.” He said depressed.
“Right, let’s take it one step at a time.” Rubbing his back, I was slightly irritated, almost angry. *Like why and how, he should’ve just listened to me.*
Internally sighing, I had already contacted the police but they wouldn’t bother with petty stuff given the large amount of crimes in the city, the highschool didn’t care about outside matters, and their parents were too busy. As usual, uncaring, and uninvolved. Leaving him to her.
Hugging his head I brushed my hand through his blonde hair, pinching his cheeks to make a silly face.
“Don’t be so glum, your big sis will solve it, I’ve trained in martial arts for several years. I’m really strong after all.” Smiling at him, I let emotions will my actions. It was just one guy, it should be fine. She thought.
“I’m sorry for being weak.”
“Then keep training, I’m sure one day you’ll be strong.”
*It was the only encouragement I could offer my little brother.*

First pegging experience

Josh and Tyler had been friends since middle school. From there the bond between them only grew stronger as they went through high school and then college together.

After college, Josh moved to Nashville after receiving a great job offer with an investment firm. Tyler had moved to New York City to further pursue her art. Now at 28, they found themselves again brought back together in New York City after Josh took a promotion that took him to the Big Apple.

Josh could be described as a charming. This, coupled with his intelligence, lead to a very successful career. He was 6’1 205lbs and light green eyes. He had a muscular build and defined jawline.

His brown hair was always neatly manicured and he usually maintained just a bit of scruff. Josh took great pride in his appearance and continued a rigorous gym routine even after his college football days had ended.

Tyler on the other hand was more of a free spirit. While she was very athletic like Josh, and was very much a tomboy, they differed in nearly every other way. Tyler was 5’4 120lbs.

How I [M] 19 became a free use boy toy for a [F] 22 med student my first semester of college

This is an extremely long story by far the longest I’ve written but I promise y’all it’s 100% worth it, Ladies I think you’ll especially enjoy this one. also this perfectly encapsulates my first college party. I have shorter stories on my profile as well ;)

You can skip to the paragraph marked “this one” if your just horny I get some people don’t care about context or background it’s just how we met but I’m telling ya its not a bad read

My freshmen year of college before I joined my fraternity, they had me out for a party during informal rush week. I decided to bring my friend Travis along as well to my surprise the door guy who I’d never met before had my face memorized and let me and my friend right in as soon as we walked through the door we were greeted by a room full of beautiful slutty college girls jumping up and down in various stages of dress and undressed it was a pajama themed party. So the guys just wore joggers slippers maybe a under shirt if you have muscles to show off. The girls…. The girls well the slutty ones outright wore lingerie, the “good girls” wore actual pjs most girls fell somewhere in between some kind of lingerie top with either spanks, boy boxers, or pajama short shorts. was the usual I saw.

Taking the girl of my dreams from my best friend and losing my virginity to her [MF]

This is my first post here, but I wanted to contribute something instead of just reading. This is going to be the story of how I lost my virginity to the girl we’ll call “Kaylee” for anonymity. This was in high school (everyone in this story was 18 at the time.) Fast forward through the first few paragraphs if you’re not into the backstory thing.

So me, in high-school I was the type of kid that got along with everyone. I didn’t believe in “cliques” so if you were cool with me, I was cool with you. I was heavily involved in my schools JROTC program and my entire world revolved around my truck. My Ford Ranger was the most badass thing in the world to me and me only, haha. I knew that I wanted to be a police officer right out of high school so I didn’t really do the typical high-school parties and stuff because I was too scared to get in trouble and mess things up for myself.

She [F] Annoyed Me So Much That I [M] Had to Fingerfuck Her Brains Out

Few years ago, around this very magical Christmas time.

**Sleigh bell sound effect…**

I got straight fucked up.

After a 5-year relationship ended the worst way possible, I became a shell of a man who weakly shot down his friends’ many attempts at helping him rebound. No I hate strip clubs. Yeah she’s hot. Whatever. I wasn’t feeling wanted or worthy. I was in a bad, bitter place. Some of these girls I’ve hazily met before somewhere, and as pretty and sweet as they were, my low self-esteem became a chastity belt.

The farthest I went was taking out my friend’s cousin because she’s the one who approached me herself. Well, via IG message. And seeing her profile pic jolted my libido—her carefree blond hair waving at the windy beach while she covered her shy smile next to a friend… It was cute. And she had one where she posed in a skimpy Sky Blue bikini that struggled to curtain all of her, and you had this feeling that someone told her to ‘look hot’ and she felt embarrassed showing off her obviously built hips and slim stomach.

Reconnecting with wild friend from high school [MF] [edging]

This is a quick story of how I reconnected with Laura from high school. In case you haven’t read my previous posts, I’ll catch you up. Laura was a friend of mine. We never dated but my girlfriend and I were “couples” friends with her and her boyfriend, Josh. Laura was part Italian and had light, slightly olive skin and short brown hair. She wasn’t fat at all but she wasn’t petite either. She had a GORGEOUS smile and she was wild. Picture Isabel from The Office but she couldn’t get through a party without flashing her amazing tits.

We used to do all kinds of crazy shit as “couples” friends, some of which I already posted about. I’ve seen this girl flash her tits more times than I can count, I’ve seen her get fucked by her boyfriend, hell I even got head from her on a dare once.

That was a pretty long time ago and now she’s married and we live in different states but we stay connected on Facebook. Back in 2016, I was going through some boxes and found a photo of the two of us so I sent it to her in a Facebook message because I thought she’d get a kick out of it.

Jenny, my high school girlfriend, leaves her mark (in lipstick).

This is another in a series of stories about my high school gf Jenny. For those that have not read them, Jenny and I dated for most of high school and for a little while after I left for college. To describe Jenny; she was petite, thin, with short reddish brown hair, small tits and a nice ass. She was very cute. These stories happened a long time ago, so they have been written in no order and sometimes I have had to fill in some dialogue but they are, for the most part, non fiction.

Sometimes Jenny wore lipstick and I have a few sort of funny/fond memories of her giving me lipstick kisses. This story involves a couple of SFW events and one NSFW event. The first time was very cute. We had really just sort of become a couple toward the end of the school year. I think we had been on only one date at this point and we had kissed. She was a freshman and I was a sophomore. I was sad to be leaving her right after we had finally started dating.

Matinee Handjob. (M/F, FIRST HANDJOB)

Young love in the summer. There really isn’t anything quite like it. My mom had a friend that used to say, “Well, sure, it’s only puppy love, but it sure feels real to the puppy.” As a kid in high school, I didn’t quite fully understand the sentiment. I mean, I understood the overall concept of what she was saying, but it’s only after 40 years of life experience that I truly understand what she meant. Our entire relationship lasted only about a year, but for the puppy, what a year it was.
This is a story from the springtime of our love. Just a couple of young lovers, a darkened movie theater, and my first handjob.
The parking lot was mostly empty, pretty common for an early-afternoon, midweek matinee. The movie theater was, as it is for most young couples, a pretty regular date spot for us. It was an added bonus that we both actually enjoyed the movies, not just the quiet privacy of a dimly-lit theater. We parked, and sat in the car for a moment. Our love was still fresh and we were at the point we couldn’t keep our hands off each other. We started kissing and she hopped over to the driver’s side of the car and straddled me. We made out and as I started to get hard, she slowly grinded on me. Up until this point, this is the furthest we had taken our physical relationship. There were many days of just laying on top of one another, making out as we grinded each other. In unison, we moaned together as my cock throbbed through our jeans into her pussy.
After a few minutes of this, she stopped kissing me. “Alright,” she said as she hopped back into the passenger seat, “let’s get going. The movie is starting soon.” If it were up to me, we’d have missed the whole movie. She had other plans, though, and with the years of experience I now have, I could have seen the telltale signs, but as I mentioned before, I was young and inexperienced.
It started a few days earlier while we were out at the video store when she hit me with the question. “So, how much have you done with a girl?” I was completely stunned. Up until now I had never actually had this conversation with a girl, not to mention a girlfriend. I didn’t know how to answer in a cool way, so I just said that all I had ever done was kissing. She seemed completely dumbfounded by this, “Wait, what? How? You’re so hot!” She told me I was hot a lot. I loved it. I explained that there wasn’t much to it, I wasn’t shy, by any means, but matters of fairer sex had always eluded me. I had an immense fear of rejection and because of that, it kept me from ever really even having an opportunity to be with a girl. “Well, that makes sense,” she said, “considering I had to follow you around for the whole school year telling you that you were hot before you thought I was interested. I led you there, and I STILL had to make the first move.” I laughed and expressed that it was “my bad” and I thought she was just being nice. She explained that she wasn’t just “being nice” but wanted me to reciprocate just a little before she completely made her move. I never did. She eventually did, and now here we were. So, I asked what kind of experience she had. “Well, I’ve never had sex. I’ve never done mouth-stuff….so…yeah.” I was insecure about it, looking back, “hand-stuff” seems VERY mild, but to a very inexperienced young man, it seemed like she had YEARS of sexual prowess under her belt and I was going to be a big disappointment.
So, back to what I was saying. She’s sitting in my passenger seat. She flips the visor down to fix her makeup in the mirror. “Ok, let’s go.” She says as she pops the door open. I get out and we meet in front of the car. We reach for each other’s hand and head into the theater. After purchasing our tickets and snacks, we go and find our seats. Once the previews are finished, and the house lights went out, we immediately started making out. We were the only ones in the theater, a fringe benefit of attending a matinee in the middle of the week, and as we made out, I started to feel her up. She had 32C breasts. They were full and soft and I absolutely LOVED the way they felt in my hand.
As the kissing became more passionate, I started to get hard. It usually didn’t take much to get me going and this was no exception. I cupped her breast and squeezed as I softly bit her lower lip. She moaned and lowered her hand onto my bulge and started rubbing up and down. This was the first time she had ever touched me there. As she rubbed and we kissed, I started to moan quietly. “Oh my god. It feels so good.” She reached for my zipper and started to unzip my jeans. “Wait. What are you doing?” I asked nervously.
“You don’t want me to touch it?” She whispered into my ear. She asked, but didn’t stop making her way into my jeans. I tried to play it off like I was nervous because we were in public, but the truth is I was just nervous.
“I do,” I said, “but what if someone sees?” It was a pretty weak excuse and from that day on, being out in public never stopped us, but that’s all I had at the time.
She scoffed at me. “Are you serious? We’re alone in a dark movie theater.” I looked around again and noticed that she was right. She wiggled her little hand into the slit in my jeans she had pried open a few moments before and started rubbing me over my boxers. “Want me to touch it?” She asked as she already started to finger her hand inside my boxers.
“Mmmhmm…” I said as we kissed. I felt her soft fingers open my boxer flap as she reached her entire hand inside them. Once inside, she softly rubbed my cock with her fingers. “Oh my god.” I said under my breath. “It feels so good.” As I said that, she gripped my cock and started stroking downward. It was a little dry, so she quickly pulled her hand out long enough to lick her palm and fingers and stuck her hand back into my pants and started stroking. After a few minutes, I started to feel myself getting close. “Oh fuck, stop.” I said as she started to slow her strokes.
“What’s wrong?” She said as she looked around the dark room. I told her nothing was wrong, but that I was going to cum soon. “Oh. You don’t want to cum?” I told her that I wanted to, but that we didn’t have anywhere for me to finish. Smiling, she said, “Just finish, it’s ok.” I didn’t really have much time to rethink it. I leaned back in my seat, as she continued to stroke. “Tell me when you’re going to cum.” She whispered into my ear as she relaxed her thumb away from the grip and used it to gently massage the head of my dick while the rest of the hand kept stroking. That sent me over the edge.
“Alright,” I said quietly, “I’m cumming.” I leaned back into my seat and closed my eyes. As I pumped warm cum out of my cock, she kept stroking. I had never felt anything like it. Soon I felt my entire cock covered in cum as she slipped her hand up and down, using my cum as lube. It felt like an eternity and, somehow, I still didn’t want it to end. When my body finally relaxed she slowed her strokes and eventually stopped.
With the final few strokes, she said, “Finished?” I nodded and told her I was done. “Ok!” She had a little pep in her voice as she said it. She gave me a quick kiss on the lips and pulled her hand out, using some napkins to wipe it clean.
After the movie ended, the lights came up and I was surprised to see how much of the cum didn’t make it to my jeans. I guessed the boxers held most of it. Everything was pretty normal for the drive home. We talked, joked, almost like nothing had happened. I thought we weren’t even going to address what happened but about halfway to her house she said, “So, today was fun. We’re going to do that again, right?”
We did do that again, along with a whole mess of other things. In a lot of ways, she ruined me for other women. I never quite had fun like I did with her. It was only a year of my life we were together, but it was a year I’ll remember vividly.

Not as planned

The man that I arranged to flirt with my wife just walked into the hotel bar and walked past our table. He was even more attractive in person. He was an immigrant Italian about 6’ and 180Lbs. He had brown hair and was wearing a blue slim-fit suit with brown dress shoes. His tie was still pulled tight to his collar as if he were going on a job interview.

It was apparent that my wife took note of the single sharp dressed man that had just taken the table next to our.

I jumped at the opportunity and asked him if he was just wrapping up his day or just starting. He smiled, replying in with an Italian accent, that he was just starting, but he was officially off the clock.

I asked him what line of work was he in and he replied that he was the owner of a massage business who specialized in high end law firms.

Making small talk I told him that the line of work I was involved in used a competitor to provide massages for the operators in the plant I worked for. We continued small talk until he was interrupted by a phone call.