The one where I fucked my brother’s best friend [MF] [cheating]

*Another one of my cheating stories from the past. This one was the last time I cheated, not just on this particular ex, but ever. If you have not read my previous stories, the important thing to know is I was in a bad relationship with someone who was controlling, manipulative, degrading, and abusive (mainly mentally and emotionally, but some physical aspects showed through here and there -pushing, throwing things, slammed me into a wall and raised a fist up but didn’t it).*

**Backstory:**

My fantasy came true last night [MF]

She just turned 19, and is in her freshman year of college after having worked her first year out of high school before deciding to move away to Florida for school. I’m 31, however. Maybe I should back up and give some history of this fascination I’ve had with this girl.

She’s very active on Instagram and that’s where I first discovered her. She’s very talented, and has an extremely bubbly personality, almost at times, reflecting her young age. But this is normal stuff. She’s this half Asian, half white girl, but she shows the strong Asian gene with her beautiful dark brown/black hair, naturally golden tan skin, and slightly slit eyes, although she has the must luscious lips, and a nice, cute butt with enough of a curve to notice at first glance— it’s clear she’d mixed racially based off of her features. For a few years, she waited tables in my home town at a popular local spot. Everyone knew her, as she has that type of personality.

Experience popping my cherry with my dad’s friend… [Mm] [anal]

I wanted to share a story of an experience I had when I was younger involving me popping my cherry with one of my dad’s friends. I kept this story bottled up for a long time thinking it was weird and embarrassing, until I finally told a friend recently. He found it sexy and told me he was jealous, which motivated me to post it here. Regardless, I hope it helps to take some of the shame away from something that is supposedly common, and maybe show some people out there that it isn’t wrong to explore your sexuality with someone more experienced

My sexuality started budding late for a somewhat jock-type guy. Whenever boys in the lacrosse locker rooms shared nudes of girls or talked about their middle-school sex experiences like hand-jobs and making out, I felt uncomfortable. Like an outsider. Whenever they tried to hook me up with girls I would say I was waiting for marriage or something to hold them off. I was ribbed constantly for it.

[MF] sharing nudes with friends?

I have a Snapchat group with friends from high school as we are all in college now and we talk constantly everyday. We talk about what guys talk about; sports, video games and women. I have in the past sent non revealing Snapchat’s of my girl and I doing sexual things and what not but have never sent them her nudes or anything that she would be pissed about bc she knows what I send, and I like I said it’s nothing revealing just a tease.

But there’s a couple of guys that I believe would send stuff of their girl if someone just initiated it. Would y’all feel right sending your best friends that you see every so often and talk to everyday nudes of your girlfriend? It just kinda makes me proud to show off my girlfriend who I think it’s sexy as hell and of course would love to see theirs in return?

Am I being weird or has anyone else wanted this to happen? And what would you do in my situation?

[MMF] My first threesome, older couple – yoga instructor and high school teacher

So there was this was a yoga instructor from my town. I’d known her for a while and worked with her in a few different capacities. She was probably around 50 but she never told me her age. She was smoking hot (yoga bod, duh). One day she starts messaging me on FB and I figured out quickly that she was flirting with me. She eventually told me she was really attracted to me and had a younger guy fetish. I of course followed that line of possibility and started sleeping with her. She gave me an amazing blow job that was super sensual, she really knew what she was doing. Her pussy tasted fucking amazing and she had a rock hard bod with perky medium to small tits. Her tubes were tied so I got to cum inside her. She was very forceful with me and knew what she wanted, it was super hot to be dominated like that. We were very open with each other and talked a lot about our fantasies, I told her I was in to fooling around with guys but I hadn’t had the chance to that often, and the ones I did weren’t very fun.

[FF][FM][Group] Two Cougars and an 18 year old Woman in bar when two cops come in…

Leah licked my slit from bottom to top. It sent chills through my entire body.

I leaned back in my leather office chair. My conservative black skirt and half slip were pushed up around my waist. My white nylon panties were laying on the floor. She was on her knees between my stocking covered legs.

I moaned when she flicked at my clit. I opened my eyes and glanced nervously at the office door. Outside and up a short hall was a library full of people. If I opened the blinds on a big window just to the left, I would be able to see out to everyone. And they would be able to see in.

The only other person working was Rachel–my assistant. It was at her wedding–just two months earlier–that I’d been with a woman for the very first time. I didn’t think she knew all the details about how I’d fucked one of her groomsmen. And his date. And his dad. Walking in on her boss being eaten out by another woman would surely be a shock for her.

Leah’s touch was so soft it made me tremble. She delicately use her tongue to toy with my pussy lips.

[F] How it all started for me

I have had many messages asking me to tell how I got into this lifestyle so I thought I would try to explain a little. I will try not to be too long though! Basically in high school I was very very shy, nerdy in a way, and to myself. To be honest I had only one kiss my senior year at a dance. There was one guy I knew that was older than me, about five years, and he tried and tried to get me to open up before I graduated but I never did. Funny thing is that in college my sophomore year we dated for a few months, mostly sex though but that was after I had an eye opening experience freshman year.

Freshman year at college brought a lot of curiosity and even though I ended up graduating top honors at my college, once I found more experiences with the guys I met, I really am surprised I didn’t end up pregnant in college. I wasn’t with so many I lost count but it was close especially third and fourth year. I started dating my now husband my last year of college but he lived out of town at the time, and well, my regular habits did not stop then. Right before I graduated I probably sat on the laps of about 10 guys the last half of my yea while with him. At one point I was seeing a guy during the day and then a different one later in the evening, it was bad but I was addicted. I miss those days for many reasons.

Teaching her a lesson [MF] [anal]

I had met Emma a few weeks ago at a local munch. She was taking part in the speed dating as she had arrived in my hometown as a new grad student. I was having a beer and chatting about the NFL preseason with a few friends.

I made a mistake. My knee was hurting from a heavy squat day. I stepped back and grabbed a chair. I had inadvertently volunteered myself for the speed dating meet and greet.

She was cute; bright red hair down to her shoulders, green eyes and a smattering of freckles that highlighted a brilliant smile.

“Hi I’m Emma, I’m looking for a dom” She stuck her hand out and laughed at my confused look on my face as I was trying to process the conversation. I was ready to talk about how long Brady could be a legit MVP candidate not this cute, young woman’s need for a new dom. I gave her my hand and my name and explained that I just needed a chair and was not speed dating but I would talk for the next eight minutes to keep the event flowing.

We talked.

[f] The time I secretly watched my sister masturbating with her guy friend online

So a lot of you perverts seem to have enjoyed hearing about my slutty cabin trip haha. It seems unbelievable because you’re not actually supposed to believe it! No one was, really, and I even denied it for years. That night as I was moving from room to room I knew how outrageous it was (especially if you know me because I’m a total dork). I remember even thinking “what else can I do to make this so over-the-top no one will believe it.” That was exactly what I was thinking when I decided to straddle Jacob and guide his hard dick into me. No condom, Walked in, stroked him hard, and then rode him fast and raw. *No one will ever believe this!* and I knew it, and it actually drove me crazy. And no one would believe that I came back into Jim’s room and fucked him a *fourth* time. What can I say. Acting out things too outrageous to be true makes me wet. It’s how I like it.