[MF with a second male not sexually involved] The Horny Hobbit (no actual hobbits) [voy, cuck]

“I like the *Horny Hobbit*,” Mark said. “The story’s sick.”

I rolled my expressive blue eyes. Mark always went for the fantasy, harem-style stories. “How do you do bukkake with three women and one guy?”

“It’s fantasy Bethany. He had a magic cock that spurts semen continuously.” Mark simulated stroking his cock, rocking his up and off the basement couch. Then he made a gesture with his hands that looked suspiciously like the spirit fingers used by Sparky in the first *Bring it On* movie.

I laughed. “Are you simulating a climax or coming up with a new cheer camp routine?”

“Asian bitch!” Mark said, putting a Slytherin style emphasis on the “s” in Lebanese. “Watch yourself or I’ll show you exactly what the hobbit did to the elf girl.”

FUCKING HIS (EX) AUNT, PT 2: [mF] [anal] [mast]

A full year had passed since Jack fucked his Aunt Rachel in a parking garage and exploded a massive load of sperm all over her face. A full year had passed since Aunt Rachel got her in Audi A8 and drove home, licking said sperm from her fingers before eventually masturbating with her right hand as she gripped the steering wheel with her left.

She had married into Jack’s family and subsequently divorced years later. But there was still some level of “wrongness,” at least … that’s what she felt. And yet, she was totally hooked on her nephew. She’d always had a special place in her heart for him as he was a kid and even as he was a teenager. Had they been in high school together, she definitely would have fucked him under the bleachers.

They texted from time to time—and FaceTime masturbated, as they agreed in the parking garage the last time they saw each other. Jack frequently jerked off thinking about his Aunt Rachel and how she squirted all over the hood of her car. And how she sucked his cock. And how she winked when she had him down her throat. One time, over a FaceTime “chat,” she asked if there was anything on his to do list.

Bending Rule 4 (True Story, x-post from r/sluttyconfessions)

Well, here we are: The 25th confession, which feels like a small milestone. But I’ve been doing some tallying, and I’m not even close to a quarter done with these little narratives.

I’ve been asked what it’s like to keep all these secrets from people I know, even as I’m sharing them on here for strangers. The answer, I’m sure, says volumes: It’s not that hard, and to be frank, it’s more than a little bit … fun.

I do take precautions to minimize the chances of inadvertent crossover between my respectable life and — well, this one. Fucking at a workplace is fine, for example, or at church — but no fucking anyone who works for the *same* company (Rule 2) or goes to the *same* church (Rule 3). Similarly, there’s a prohibition (Rule 4) against fucking anyone who knows someone in my family well.

However … that hasn’t always been the case.

We met in the early 2000s (give or take) at what was then a coffeehouse not far from where I live. (Surprise! Yes, I know. More coffee. It’s kind of a recurring theme.) She worked there, and I — because of the work schedule I kept then — was a regular.

Return o[f] a Student: Part Two, [M]eeting for Lunch

I was super nervous for some reason to meet Heather at eat at Joe’s the next day at noon. Felt like that I was trying to get ready for a date. I have that super uneasy feeling in my stomach that nervousness like I was in high school once again. I decided to call it safe and where hello with some slacks and just go with the standard teacher to look. Boy was I underdressed

I saw Heather as she came into the restaurant, my heart immediately decided to tear itself out of my chest flop onto the floor and drag itself to her.  Heather was wearing a low cut dressy tank tops that was clearly cut to emphasize size of her breasts which was cut low enough that I’m sure she would just give a couple of bounces she would fall out. She wore pleated black skirt which went down to about 2in above her knee. It’s allowed her beautiful pale legs to be uncovered. She had her beautiful long hair done in curls tied into a ponytail in the back. You could tell that she had worked really hard on her makeup which most impressive evolve what’s the stick red lipstick that matched her hair was fiery magnitude.

Snap streaks lead to something much more. [MF]

My best friend, who I’ve known since high school, and I have a Snapchat streak that has lasted 950 days. So naturally when she decided to go on a vacation where she would have no cell service, she asked me to keep this streak. So she gave me her login details, and I logged on. What I found in the saved pictures was a message for me. A photo of her, naked, with a message teasing me, saying that if I played my cards right, I would be able to see her like this in person. As soon as she got back from her vacation, and texted me, I sent the picture I found to her, saying that I would really like to follow through, and how to play my cards right to be able to do so. She said “well if you come over now, you’ll have a good chance. She knew I was a virgin, and said she always wanted to be my first, and this was the way she decided to do it. So I went over, walked in, and found her laying, just like the picture, waiting for me.

Broadening a young bride’s horizons [MF] [Long]

Disclaimer: this is way too long, but maybe someone will enjoy. Fun to remember and talk about either way. I’ve needed to tell this story for a long time.

This happened a long time ago, in the Jurassic days of the internet before phones or dating/hookup sites. I was fairly active on IRC, or what the n00bs called chat rooms. Lots of sexting occurred, although they of course didn’t call it that, a fair bit of pic sharing despite people not having phones with cameras and needing to suffer through dial-up speeds, and plenty of more casual flirting to pass the time. I was a regular (and part time moderator) of a channel dedicated to a non-stop game of virtual truth-or-dare. The truth part is pretty self-explanatory, but the dare part mostly revolved around embarrassing public displays in the more serious channels, which would often result in a temporary ban. Other times the dare might be to engage in some kind of sexual scenario with another more-or-less willing participant, all typed out sexting style, out in the open for the enjoyment of all. You get the idea.

The time I [F]ucked my girlfriends best friend, our senior year of high school

So by the time this happened, me and my girlfriend were together for about a year and her best friend was also one of my best friends. We’ll call my girlfriend Catherine and our mutual best friend Lauren. Me and Catherine both were best friends with Lauren for about a year and I always thought Lauren was extremely hot. Sweet, short, Asian girl with nice big tits but the thing was she had a super good moral compass so I knew nothing would ever happen. She wouldn’t cheat ever in a million years or home wreck and most girls say that and don’t mean it but she was the one girl I could see actually meaning it. Hell, she wouldn’t even cheat on a school test. However, after her boyfriend and her broke up she kind of changed. I only noticed her cheating on tests consistently but I still never thought she’d do anything to jeopardize anybody’s relationships.. especially not mine and my girlfriends. But this is where it gets juicy. Maybe a week into our summer after graduating, my girlfriend thought it’d be fun if we invite her over and we all hang out so I said sure. I invited both of them over and it was normal at first. We just talked for a bit and then we started talking about getting Lauren a boyfriend. Then she described her type and it almost matched me identically. My girlfriend then pointed to me as a joke and Lauren said “omg no never” and we just laughed it off. We hung out for a little more and my girlfriend wanted to go get some food from Safeway since I lived relatively close. When she asked I was doing laundry and Lauren was sleeping upstairs on my couch so my girlfriend just said she’d go by herself and I said okay. I finished up laundry and went upstairs to check on Lauren and she was up.

36[m] teacher’s story of the return o[f] a student

Background: my name is Mr. D I’ve been a high school science teacher for nearly 10 years now. I’m currently 40 years old and have been at the same school my entire teaching teaching career. This story took place four years ago at the beginning of summer after senior graduation. I would like it to be known that I strongly adhere to the student-teacher relationship boundaries and  I would never ever Prey Upon any of my students. I personally believe that that connection between students and teachers need to have boundaries so that the student could be safe because Lord knows I’ve seen some sickening things in my life other people do to my students.

In the story I am 36 and I am 5 foot 9 200 lb a little chubby but still look pretty good for 36 year old. I have thick brown hair and a full beard. People say I have ice piercing blue eyes but it is hard to judge when eyes when you look at them in the mirror.

Back to the story

[MMF] Random fun at a Con

For the sake of subreddit rules on age I’m just going to say I was a teenager on summer vacation during high school at the time this happened. If you need to twist my arm for it, let’s say I was “18.” All guys involved were older in their 20’s.

Now that the nonsense is out of the way, this takes place (as I stated) during one of my high school summer vacations. Me and a group of my friends used to travel up to an anime/gaming/geek convention in Hartford and did so for quite a few years ever since we were young. Starting in high school, though, we were trusted enough to go up unchaperoned and only really needed a ride to and from the hotel during the event. We would typically stay 4 people or so to a room and while there are sexual related stories involved in my con-going, it was never with my friends or roommates…

Yup, this is about having sex at a con but I regret to inform you this has nothing to do with cosplay. Nobody was dressed up at any point in this story or even this trip.

[M]y College Friend Took My Virginity [MF]

Within a couple months of starting college was engaged. I was only 21 years old, but in my family it was pretty normal to get married early. My girlfriend at the time, we’ll call her V had moved 3 hours away. We’d spend summers together and would usually see each other every weekend. My plan was to do 2 years at my current school before transferring to be closer to V. V and I were pretty religious at the time, so although we were extremely horny college kids we’d never had sex. She loved sucking cock and i could turn her into full twitching, eyes in the back of her head orgasm within a couple of minutes using my fingers and tongue. There would be nights where we’d do nothing but take turns getting each other off. However we never crossed that line of having sex, which even looking back I have no clue how we did it.

Meanwhile 3 hours away I was in a college program made up of about 75% guys and 25% females. The nature of the program meant we spent a lot of time together as a group. There were some girls who in the group who I found extremely attractive at first glance.