[M/F] Kathy was 30 Years My Elder, Part I

This story took place about 6 years ago, but I’ll never forget it. A solid preface is that this is how I ended up having sex with a 52 year old woman when I was 22 years old.

I was in college at the time, and it was a Friday night. I was on Facebook with nothing going on. I had been friends with Kathy for quite a while, but never really interacted. She had a young son who I’d taught guitar lessons to, but we only ever really talked about Led Zeppelin or other small talk when I’d be at her house. This particular Friday, she happened to message me. “What’s up?” I replied something to the tune of ‘absolutely nothing, how about you’ or some other mundane response. Instead of coming back with an answer, she proceded to joke about how lame it was that I was staying in on a Friday while in college, and that I should be out chasing girls or partying. I told her I had plans for the next night anyways, and was glad to just stay in. What she came back with kicked off an extremely erotic note. “Don’t worry, all those college girls don’t know what they’re doing.” I paused and didn’t respond immediately, but she quickly clarified- “sexually, lol.” I didn’t know what to say to that, but she made it very clear what she wanted to hear. “If you ever need some proper treatment, I can help you out.” I tried my best to play it cool, just in case this was some mistake or joke… “I might have to take you up on that one of these days, haha.” Not my finest work, but I was caught extremely off guard by the proposition. I said goodnight and signed off shortly thereafter. I couldn’t believe what had just happened, but it made me pretty goddamn nervous, and pretty goddamn turned on.

Exploring my best friend. First encounter of many. F4F

Her name is Nora and she is my best friend. She is small and blonde with the most pert bottom you will probably ever see. Its impossible for most eyes in any room she walks in to, to avoid noticing and appreciating her figure. She is 22F and she exerts an inner confidence that most women in their thirties would be jealous of. I have never quite met anyone like her and I believe she is the sexiest woman I have ever met. She oozes sex appeal in all aspects of her personality, including the way she talks, exaggerating everything with her hands and even the clothes she wears. I have noticed many of our male friends appreciate her with their wandering eyes.

I am a 25F, taller and also blonde. I am the one with the wild side, the instigator in all things naughty. The one that likes to drink on week nights and liven up most parties but I lack the obvious sex appeal that Nora has. I would consider myself good looking but in a different way to Nora.

My Slutty Teen Slave [Mdom] [Fsub]

My Slutty Teen Slave

I’ve posted this story on other sites and received positive feedback, so I thought I’d share it here! Feel free to send me a PM to let me know what you think!

***

When I was twenty, shortly after I broke off my year long relationship with a girl named Natalie, I started to search adult chat sites for female submissives. I talked with a few, but none of them were quite what I was looking for.

One night, as I sat on the couch in my apartment, I pulled out my laptop. Within minutes I found a possible submissive, who listed her name as Jess18. I sent her a quick hello, and she replied, seeming flirty.

“So, I heard you’re looking for someone who can hold you down and have their way with your helpless body? ;)”

It took her a minute to reply, but she said, “Ohhhh yes :) are you that guy?”

“Maybe. We’ll see ;)”

We chatted for about ten minutes. I learned that her name was Jessica and she was a high school student on their cheer squad.

[MF] At the movies with the ol’ ball and chain [free movie!] [under-the-cover public] [in memoriam?] [ministry of vice and virtue involved] [get out of jail card!]

This happened a bit more than 4 years ago. My late wife somehow scored free tickets to Mr. Popper’s Penguins; she was working for a radio-station conglomerate, and probably got it as part of a trade packet (the cinema company gets air time in exchange for a number of tickets).

Now, these tickets aren’t anything to sneeze at. They were for Premiere Class seating; for the equivalent of about USD50.00, you’re given a *full-size leather love-seat, complete with holders and privacy screens, feet of space between seats, and six seats in a fully-decked-out mini-theater*. You also had the rare option of either engaging the catering service or taking outside food in.. we chose the latter option, and you have *not* lived until you’ve brought in a full Chili’s food package into a theater.

We both knew the movie would suck balls (we didn’t have choice of movie, alas), but one reason why I married my wife was because she had her head screwed on the same way I did.. if you could bring in outside food, what’ll stop you from bringing in a blanket and some small pillows?

Prostitution and art of servicing the low grade manipulator.

Bill works in sales. He’s a long time user of prostitutes and a regular customer of the agency I work for, so he fancies himself as a savvy consumer.

I mention that he works in sales because it’s the most significant thing about him. In fact everything with Bill is a negotiation, everything is a battle of wills.

The management came very close to dropping Bill as a client on several occasions (for various reasons). The main reason they didn’t, is because while Bill himself isn’t particularly wealthy, he has referred a number of wealthy clients.

However despite that he’s always threading that line that if he crossed would end up with the agency cutting him off.

The biggest thing with Bill is that girls finish a booking with him, regretting that they agreed to do certain things. While someone might agree to do something with Bill at the time, later reflection can often bring a combination of WTF, regret, and anger.

So there’s only a few girls that the agency will now send for outcalls with Bill and I’m one of them. I do them largely because I get to pick when I go, rather than sitting around in one of the agency apartments waiting for a booking.

Trigger warning: rape. (consensual rape) Satisfying her rape fantasy…

I went through a phase. My manwhore phase. Sex was a single minded goal for a couple years and there’s a whoooole lot to write about. This story begins a series of fantastic, destructive, mind-blowing, pornstar-like adventures with my friend Karen. These are all from 2011-2012, so my memory is a bit fuzzy but I am writing it all as best I can remember. There was a blog we both chronicled things in as we played, but when we imploded (as any relationship as intense and wild as this is bound to do) she held the admin keys and locked it up.

All events are written as best I can recall, slight embellishment aside, and are true as can be. Feel free to ask questions, or comments, or encourage the next in the series if I forget to update with a new story periodically. Maybe I can give u/Ironman2000 a run for his money on here! ;)

My Girlfriend’s Big Surprise [m/f], [cheat]

Using a throwaway as a lot of different people know my username. My girlfriend, (24/F) who we’ll call Deb, and I (30/M) have been together for a little over a year and a half. I would honestly describe our relationship as perfect. After both being in previous relationships that were terrible in pretty much every way, we couldn’t appreciate each other more. On top of that, we are incredibly attracted to one another. She’s amazing…5’6″, 115lbs, athletic build with smaller perky breasts and a very round ass, the juiciest lips, short dirty blonde hair and the most beautiful big hazel eyes.

Our sex life was always great. We really discovered ourselves sexually, having been in fairly boring relationships previously. I felt like the luckiest guy in the world getting to explore her body with her…letting her become an expert at sucking me off, teaching her how to actually cum, exploring the joys of anal. I still haven’t totally figured out why…but I started fantasizing about her with other men. I’ve always been very into porn, so my best guess is just imagining her, as beautiful as she is, being in a porno. I never really put a face or a personality to anyone she would actually be with…it was always just fantasizing watching her sucking on a really big cock, or fucking a very in shape well hung guy. The thought of her ACTUALLY being with another man made me incredibly uncomfortable…so it remained a fantasy, one that I eventually shared with her.

How my [M18] first kiss turned into a night I’ll never forget with an older woman [F42] [LONGGG]

(Before I start I just want to say sorry for my English lol. It’s never been too good >.<)
I’m an 18 year old, tall, skinny Indian who’s never had my first kiss (obviously a virgin as well) before and got made fun of by my friends quite a bit for it. The reason why I never got my first kiss was because I’m a really shy person. I would always make a bunch of friends that were girls and get really close to them but I’d never go the extra step, even with some of my friends I had a crush on. About 2 weeks ago I was feeling quite horny at around 4am and upset at how my love life was going so I decided to post on craigslist, telling people I was looking for my first kiss. I eventually fell asleep because I had class the same day at 11am. During class, my phone vibrated in my pocket and I took it out to check what it was about. It was an email from a 42 year old really close to me in my area telling me that she could give me my first kiss “and more.” She supplied her phone number and right when class ended, I went home and instantly texted her. I was quite suspicious because this was my first time doing this type of thing so I thought it may have been a bot, but we ended up having a normal conversation. I asked her for a picture if she was comfortable with it and she supplied. She sent me 3 pictures, each at different angles. One from her front, one from the side, and one from the back. She was gorgeous. She was wearing these tight red yoga pants with a black tank top. Her body was incredibly curvy and slim, she had a pretty big ass, and her tits were pretty big with a lot of cleavage showing. Her face looked so young I almost couldn’t believe she was 42. She had greenish eyes with bright blonde hair. I knew she was getting me excited, which worked, so I sent her a picture of myself shortly after and she was very pleased. We talked for about 3 more days until we decided where to meet up (at the Harvey’s inside of a Home Depot near our houses). A day goes past and I arrived at the Harvey’s. I was pretty shy and hoping that not too many people would be in the restaurant and thankfully it was almost completely empty. I walked around a bit until I saw her. She was sitting at one of the tables in with her legs crossed in tight blue jeans, a thin white t-shirt with a bunch of cleavage, and a black sweater on top. I walked up to her and she instantly hugged me very tight. We did a little bit of small talk until she told me to come with her. I was very excited and horny because I knew where this was going. She held me hand and took me to the back of the Home Depot.

My [28F] best masturbation session ever

I have been incredibly horny for the last few days. Sex and masturbation weren’t satisfying my cravings. Lately I have been very experimental because my regular ways aren’t cutting it for me.

My husband is at work today and I had this insatiable desire to fuck anything I could find. I inserted my Ben wa balls this morning and wouldn’t let myself masturbate until I got some computer work and some house cleaning done with them in. I went to the bathroom and shaved my pussy smooth using vitamin e oil while clenching myself tight to not let the balls fall out. That was such a challenge and just made me even wetter and hornier. Then I remembered a post I read on /r/sex yesterday about someone who’s girlfriend liked having ice cubes inside of her and a light bulb went off.

My first blow bang [MMMM/F]

While surfing CL for hookups I came across a post seeking men for a blowbang. It was a master looking to treat his slave to a “cock treat” (his words) since she had been a good obedient slave. I sent pics and I was in.

I arrived early and texted to see if she was ready. Her master let me know she was just getting out of the shower and to come up to the hotel room. I was a bit nervous but turned on at the same time at the idea of recreating a scene which I had watched so many times in porno vids. A hot girl surrounded by cock,

I knocked and was greeted by a sexy curvy girl totally naked. I was the first one there but she was eager to get started. Her master was sitting down in a chair and suggested I take my pants off. I dropped my pants and she immediately drooped to her knees and took me in her mouth. It felt so good, she was wonderful. She continued to work my cock while her master asked me if it felt good and told me how great of a cock sucker she is. I agreed, she was great at it.