I came inside a much younger girl I met on Craigslist [MF]

I know what you’re thinking right off the bat, it probably wasn’t the best idea, but I’ll just tell the whole story and then you can decide if I was an idiot or not.

I’ve had a few successes on Craigslist before, so I’ll browse it from time to time just to see what’s out there. I think I sent out maybe 10 messages that night, and the one I got a response to I honestly thought was spam at first. I don’t remember it exactly, but it was only a couple of sentences and said something like “Let’s start 2017 on a high note. Oh, and I don’t have a gag reflex :)”. Her ad said she was 24 and was tall, not a huge amount of info. I was 33 at the time.

Usually anything that short and overt has to be spam, but I have a throwaway email I use for this, so who cares, I figure. Within maybe 2 minutes of sending it, I get another message saying “here’s my number, text me before someone reports my ad as spam and it gets taken down”. This still sounds like what a spammer would say, but I’m pretty suggestible at this point, so I figure “fuck it, why not”. I send her a text, and she answers immediately. We chat a bit, which is further than I suspect a spammer would take things, and I ask her to send me some pictures, and she does.

[m]eeting a [f]it mommy

After attending the seminars at college (I’m 21), I took a nap this afternoon. But that didn’t get rid of how tired I felt.

So I met this mom. She’s 26. She has a slender body, with no evidence of giving birth, with saggy but big boobs with big areolas (that I enjoyed sucking). I called her “mommy” and she liked it. She then gave me a handjob while sucking on my nipples (that I kinda enjoyed). She then gave me a blowjob, which I enjoyed more. I felt her mouth and sucking more than I felt her licking. I asked her what does she feel when she makes a guy cum, and she says she feels happy. I asked what’s her favorite position, and she answered “on top”. So after blowing me some more, she rode me. Her cute face and her moans of pleasure were a sight to see. I came rapidly: a tingling feeling in my dick started, then half a second later I felt the wave of pleasure as my dick shot into the condom. I told her I came, and she saw my bearded baby face, grimacing in pleasure. I felt her pussy contracting into my dick like a shaky grip, which made me feel good. Then I asked her how does she feel. She replied that she was happy that she made me happy. I sucked her nipples one last time. I left quickly, but then I forgot my condoms, so I went to get them back (those condoms are ultrathin).

I met a married girl from a chat [MF] part 2

This story continues my previous ….

After that first date we kept dating nearly every day for a month, she used to come to my house after work, made me cum in her mouth while I touched her and the she returned home. We nearly didn’t talk while we were together, we used to chat at night.

She didn’t have much time to spend with me because of her husband. She used excuses like she was going for a walk with a friend, or that she was going to buy some food. She came to my home by car and most of days we met in her car to save time.

One day we were chatting and sending nudes to each other. She sent me a video she recorded in her bathroom leaving the iPad on the floor and nearly sitting over it. When I watched it I could see her tight holes opened for me and I wrote her:

I need to see you now.

I can’t, we’re going to have dinner soon.

Then make something up, I can go to your street.

Ok, come here but I’ll only have a few minutes, I’ll have your cum for dinner.

[MF] The biggest tits I have ever fucked

My second year of graduate school saw me with a new job as a tutor to undergraduate students. It was a painfully easy job that paid fairly decently for the amount of time that it took out of my day and I loved it. The tutor space was quiet and I was able to get a substantial amount of reading and research done in between my appointments so it was the perfect job for me during that time.

When I first started I made myself a sacred vow that I wouldn’t fuck any of the students I tutored. There weren’t necessarily any hard written rules about this but it was certainly frowned on and considered unprofessional (for good reason). I felt it would complicate a perfectly good job and I reasoned with myself that I had plenty of other opportunities to try and see women recreationally that didn’t involve me teaching out of a textbook beforehand.

I stayed pretty steadfast on this issue until a student walked into the tutoring office with easily the largest breasts I have ever personally seen. She was wearing a tank top that had them on full display, and I knew I was completely done for when she looked around at all the other tutors in the office and then bypassed them to come talk to me despite being furthest away from her.

The Craigslist Hotwife [MFM] [MF] [Group]

Craigslist casual encounters have become sort of an inside joke over the years.

*Isn’t that how people get stabbed?*

Until recently, I’d never met anyone from the site. But I figured if someone can find the Declaration of Independence at a garage sale, surely there must be some attractive people on there, right?

One Saturday night, bored and horny, I decided to browse the listings. A quick search of the F4M section confirmed my initial suspicion. Every post was either a hooker, bot, or catfish. Figuring attractive single women would opt for a dating app over Craigslist, I switched to the MF4M section. After browsing a few ads in the Los Angeles area, I came across one that seemed promising.

The couple was seeking a single male to join them. The boyfriend enjoyed watching men with his girlfriend but also wanted someone comfortable enough to allow him to participate.

*Finally a job I’m qualified for.*

The only photo attached to the post was of the girlfriend on elbows and knees, in a hot pink bikini, face obscured by wavy, blonde hair. I did a quick reverse image search to make sure the photo hadn’t been stolen from another site. No hits. Good sign.

A Story From A Friend At A Party [F]

One of my good friends, Ashley, texted me the next day after a small house party she was at the night before. She told me a little story about something she drunkenly ended up doing.

She said she ended up getting fairly drunk and talking to a guy here and there at the party. She went to use the bathroom and when she opened the door to walk out apparently the guy and one of his friends were waiting outside the bathroom door for her.

She said they all ended up going inside and closing the door behind them. She got on her knees, they undid and dropped their pants and she started sucking them both off together. Sucking one hard cock while stroking the other guy and switching back and forth between the two. She said they were standing next to each other and she could hear them both moaning as she licked up and down their cocks one at a time. She then said one of the guys started to get close and he ended up busting all her her face and tongue. Almost immediately after the other guy came all over her tits. I’ve never seen her tits but just from the outside of her shirt, they look pretty nice. I’d say about 30/32c. She had both of their cumshots all over face, tongue, and tits and she said she ended up licking some of it up.

Working out [F]rustrations

I’ve been told that an excellent way to alleviate sexual frustration is through exercise. And until today I’ve called “bull shit” on everyone who made this claim. I’ve been going to the gym for about two months now, and my sex drive is as persistent now as it was when I started. So today I took a suggestion from the comments on one of my last posts and brought my butt plug.

After I finished resistance training I ran back to the locker room and carefully slid my little silver friend into place​. Before going up to the cardio room I looked at myself in the mirror. My baggy gym shorts concealed the plug nicely. I was standing a little straighter, but other than that: there was nothing to leave anyone with the impression that I was working out with a sex toy. I took a deep breath, rolled my shoulders back, and left the locker room.

When I reached the tread mill I realized that my underwear was starting to ride up in the front, but didn’t think much of it. I usually choose one of the tread Mills at the back of the cardio room to avoid the enormous mirror at the front, but today all of the Mills at the back were full. So I looked myself in the eye, let out a slow breath and started the second half of my work out.

My bf and his bud part 10 [MM]

My bf just text me that Pete was over and they had some play time. He said Pete showed up without warning around midnight and told my bf he needed his cock. My bf dropped his boxers and Pete dropped to his knees and started sucking my bf’s cock.

My bf said he was soft but Pete got him hard right away by sucking and licking his balls while stroking his cock, then swallowed his shaft as deep as he could. He said Pete seemed hungry for it like he really did need my bf’s cock.

After a few mins my bf said he told Pete to undress and they went to the sofa. My bf jerked Pete’s hard cock for a bit before Pete lowered his face to my bf’s cock and started blowing him again. My bf said it felt amazing having Pete hungrily sucking his cock and licking his balls.

He said Pete kept licking lower and lower so my bf lifted his legs spreading them wider and Pete buried his face in my bf’s ass. He said Pete’s tongue felt amazing lapping away at his asshole. When my bf looked down he said he saw Pete was jerking his own cock furiously.

First sex after separation – Jan [MF]

This is my first post ever on Reddit – so please excuse my writing style…it’s prob way too long!

I’m an expat, been living away from my home country for over a decade and I’d been married to a demanding and very tough woman (from Germany) for all of that period. I guess I’d stayed in the relationship because of a number of reasons – was scared of losing access to my son, was scared of my ex and her temper, and was psychologically in a bad place due to years of being made to feel unimportant and unattractive. She kept using my son or sex as a weapon to get what she wanted – unfortunately both were my weak points. After repeated threats from her to divorce me, I called her bluff and told her I was done. She took my boy and went back to Germany whilst I stayed out in the Middle East. Anyway that’s the backstory…I felt like crap as I didn’t have my boy around, but I felt like the biggest fucking weight had been taken off my shoulders.

hot NYC summer sex [fm] [college]

In the summer of 2015, I was living in New York City with two of my close friends. We all had internships, and we were living our best lives. I was 18 and had lost my virginity only a few months before; I was determined to explore the world of sex. So, I downloaded Tinder. I matched with many, but one caught my eye… we’ll call him Chad.

He wrote: “hey little foxy lady”

I wrote back: “hi slightly large foxy man”

I guess it made him chuckle, because our conversation continued. Our first date consisted of us exploring downtown and him apologizing profusely for his drunkenness. He had short blonde hair with soft curls and suspicious blue eyes. He was a few years older than me, and he worked on Wall Street.