[M]y [F]irst time on a beach

A while ago, I went on a tropical vacation with my girlfriend and her family. We were sharing a suite, which meant we had no privacy. We could find time to kiss, but with a fear of being interrupted, all this led to was repeated cases of blue balls.

After several days, we were both feeling it. My morning wood was hard as a rock, and there was a very real possibility the friction of my cock against my underwear was going to make me cum in my pants. I almost took matters into my own hand, but masturbation wasn’t going to cut it.

Needing to find _some_ privacy, we decided to go to the beach after dinner. On the surface, we were going for a swim and a romantic moonlit walk. So of course I made sure to grab a few condoms with our towels.

The beach had chaises for people to relax on, and after dark, it was relatively empty. We pulled two lounges together, spread our towels over them, and lay down next to each other.

[MF] breaking 8 months of sexual tension

I remember when I first met him about a year and a half ago and I felt something towards him. I asked my friend Claire about him and she proceeded to tell me he had a girlfriend. I remember being kind of sad for about 10 minutes, but I quickly got over it. We got a lot closer this year, though! Me and Claire hang out with him and his roommate a lot. They have a cool cat named Carl.

Anyways. In February, Brent told Claire boyfriend he thought I was hot. So then, over spring break, me and Brent kind of started texting and snapchatting, and I was pretty sure something was going to happen between us. But when I got back to school, he kind of randomly just stopped talking to me. Found out a few weeks later that he was getting back with his ex girlfriend. They had a really shitty relationship and have both cheated on each other multiple times, so I was a bit confused, but whatever. Last night, we went out with him and his roommate after their concert. As me and Claire were getting ready, she turned to me.

The only threesome [MMF] I’ve (31m) had… wasn’t really a threesome at all

This happened a few years ago. I live in an area with a lot of people in open relationships… including one of my former coworkers and her bf.
She and I have always been pretty tight. We both worked the same closing shifts at the restaurant (neither of us work there any more.. both moved on to bigger and better things) Lots of late night drinks, “what does it all mean” kind of conversations–not just your typical jokey coworker relationship. we never hooked up, but we would definitely flirt a lot. She had a boyfriend and I knew that they had been together for a long while, but I didn’t know they had an open relationship. (even if I had known I probably would have held off on coming on to her because in my experience those relationships are very fraught…)

Anyway, she got a new job, and I was bummed because I lost my drinking buddy, but it happens all the time. I kind of figured I wouldn’t see her again, save one or two times that she came in to get some food or something. But, maybe a month later, she texted me and asked to get drinks.

[MF] Asleep, Awake

It’s 3:00 in the morning and it’s hot.

Too hot. Earth-shattering heat. The type of heat that won’t allow you to be comfortable in your own skin.

I’m in the living room, under the ceiling fan – trying to follow a single blade with my eyes, yet failing every time. She’s in the bedroom, asleep. I like her. I get up from the couch and walk towards the bedroom – the wooden floor creaks and adjusts itself under each footstep. The door is slightly open, but I give it a gentle nudge to open it further. There she is. Her hair is glowing from the bedside clock – sexy in red light.

It’s 3:05 in the morning and she is under a single, purple sheet.

I can see the outline of her entire body, with only her fair skin and strawberry blonde hair peeking out from the top – nestled between two over-sized pillows. She is laying on her side and I take my shirt off, unbuckle my jeans, let them quietly drop to the ground and slide into bed with her. I can tell right away that she is only wearing her panties, her purple flower boy shorts. My favorite.

[MF] Caught Wife getting off

[MF]

Wife went to shower last week and I was in the adjoining bedroom cleaning up when I heard a distinct buzzing sound. I went to the door and held my ear against it and and after a few minutes I heard her familiar orgasmic gasp and moan. Then I heard the shower door open and the obvious sound of her hiding something in the cabinet. A few minutes later she was in on the couch in he robe so I HAD to go inspect! I found our old sonicare tucked into the back corner of the cabinet still wet. I got incredibly turned on and never mentioned a word. I decided to experiment to see how often she did this. I placed the toothbrush in a position that I would be able to tell if it had been moved. I am pleased to report that she has used it every day for the last 6 days! I love that she has her private moments and thinks I don’t know!

Just wanted to share;)

I lost my virginity to my non-biological brother [MF]

I lost my virginity to my non-biological brother the day before yesterday. He likes the idea of sharing the story but I don’t know who to share to, so I’d like to try out posting it here. Because my parents are ridiculously strict about sex, I had only given a handjob to my ex in my freshman year and it wasn’t really sexual.

Danny is 6 years older than me and we were neighbors until I was 12 when his family moved and he started college. Our families knew each other well and I always called him my brother. We maintained contact since then but we rarely met. Monday was my 18th birthday. My parents booked a restaurant for a birthday party, and my friends secretly invited Danny to surprise me. Since Danny is in a masters program and is about 7hr away, I wasn’t expecting him to come.

[F] My adventures as a Pizza Delivery [Exhibitionist]

I was told on /r/dirtypenpals that this subreddit might enjoy hearing my post.

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So when I was 18 I got a job as a delivery girl to earn extra money for college. It sucked as much as you would imagine. You would think spending the night shift surrounded by pizza would be the best job in the world but surprisingly it got old quick.

The only thing that made it get interesting again was after one delivery where I knocked on the door and had a girl answer it completely naked. I reacted kinda how you would expect. There were a couple of the woman’s friends inside both guys and girls (all naked too) who seemed to think it was pretty funny. They were hanging out and playing strip poker or truth or dare or a mix of them both it seemed and made her answer the door naked to get the food. I talked to them for about five minutes and they mentioned how they do that kinda stuff a lot and had even gone to a nudist beach about an hour away from me a couple days before.

Stripping at Parties (Part 1) [M]

Okay so my ex had held a party while her mother was away and somehow we got into a game of truth or dare. Anyway if you’ve read my “Crazy Night Out” story you’d know of Frank. He eventually decided to dare me, at this point he knew I wasn’t too shy.

While thinking of a dare he asked if outside would be okay but I said no cause it was winter and would be too cold. So then he dared to me strip naked and run upstairs to my ex’s brother and one of my friends who were playing computer games.

I didn’t want to be called a pussy, so I stripped in front of my ex, Frank and her friend. I don’t think she could believe her eyes. Although I did keep my socks and boots on. Then I ran upstairs covering myself. My own friend wasn’t too happy and shouted at me to get dressed. I was taken aback by the anger and dressed as soon as possible.

Kylie’s first double vaginal penetration with me and my roommate. [MFM]

Near the end of my 2011 spring semester of college, I engaged in what I believe is one of the most pleasurable sex act I have ever had. Bear with me, as this story is long, but so sexy it will be worth it. It took place in June after me, my best friend Jay and our friend-with-benefits Kylie were all done with finals the last week of school. From my previous stories, you would remember that Kylie was this amazingly cute and sexy girl of which Jay and I had a threesome with, after a college party early that year. In fact, I lost my virginity that amazing and passionate night. Anyway, both Jay and I shared our dorm room, and became friends. Once we met Kylie, we pretty much became blood brothers. That entire semester was filled with a ridiculous amount of sex with her, and we were thrilled. Though we never pursued romantic relationships with her to keep things casual; we were quite the trio, and still keep in touch (non-sexually) today. Jay and I are definitely straight, but were super okay with our situation, and actually found it super arousing to both sexually please a girl together. We definitely have a different type of connection, given that we have seen each other at some of the most intimate and vulnerable times.

[FM] Soaking the bed [Squirting]

I hadn’t been touched for almost a full week. It made me crave sex so badly that I repeatedly dreamed about being taken and woke up really wet the past few days.

Last night, as I went to bed I felt a hand from behind, caressing me, exploring every inch of my body. Feeling his fingers slowly run all over me (my thighs, my soft big breasts and down again over my brown lacy panties and my ass) turned me on like crazy.

I rolled around, climbed on top, passionately rubbing my body against his while kissing him fiercely with his hands running through my hair. I wanted him then and there. He rolled me under him, took my hard nipples in his mouth which made me moan for more. He pressed my breasts together and started fucking them. It has been over a year since he last did this, it was so unexpected and hot it made my juices flow and my mind lose control. I can hardly remember what happened when after that.