All [m]y hookups #14 – WTF dick pics work!? (Bonus squirting)

While I was in law school I was of course really stressed out, going out of my mind studying for exams. When I am stressed I tend to get really horny which is kind of a problem because it makes it even harder to work. At that time (around 2007) craigslist casual encounters still existed – it was full of prostitutes and dick pics. I was really surprised at how many dick pic posts there actually were, because that shit can’t work, right? *Right?* Unless…

So I posted my first ever dick pic personal ad. It was called something like “8 inches for you,” with a couple of pics of my cock from angles that made it look enormous. Yeah, those were simpler times. Shoulda been there kids.

To my incredible surprise, among the responses from gay men, bots, and prostitutes, there was an actual woman. I was about 23 at the time, and she must have been about 10 years older than me. We chatted on AOL instant messenger for a while (I’m so old lol) and she sent me a bikini pic. She was hot! So at this point I thought maybe she was just a very dedicated scammer, and I proposed that we meet at a bar near my apartment.

I (M40) spent a week as a digital sex slave for a couple FM (30s) [M][MF]

“Internet doesn’t count” she said defensively. My wife is from a super strict background, and had caught me with “porn” on my computer. Mind you it was just pictures of Monica Belluci. Thank god she didn’t know how to see hidden folders. I had fired back that I’d seen her chat logs flirting with a guy.

“So looking at a picture on the Internet is cheating, but talking to an actual human isn’t?”

“Internet doesn’t count, I’ll never meet them” she repeated.

“I guarantee you I’ll never meet Monica Belluci, and even if I did, I doubt she’s going to jump my bones” I fired back.

We talked for a few hours and setup ground rules. Flirting on the Internet didn’t count, for either of us, and she finally conceded that porn wasn’t cheating.

So that was it, we had ground rules, and I was going to obey them, to the breaking point.

The next time she was out of town, I posted a Dirty R4R. I offered to be a sexual puppet for a week to a stranger, whatever they wanted I would do it. The post wasn’t up long at all before I was contacted. I let them know about my tastes. I didn’t have the terms for it, but I’ve later been told I’m heteroromantic bisexual/pan, not much doesn’t turn me on.

Santa Takes A Family to a Gay House [Vore/Scat/Violence/Gore]

TW: Alcoholism/Violence/Vore/Gore/Scat/Death/Murder/Kidnapping

Work Text:

“Tomorrow is Christmas! Tomorrow’s the day!!”

Said the little girl, Anna, to her brother Jay.

“Don’t get too excited. It’s the same every year,”

Said Jay as he cleaned up an old bottle of beer.

“With mom always crying and dad smoking cigars,

We don’t always have the best family memoirs.

In fact, we’ll be lucky if this year at least

We have a can of cranberry for our dinner feast.”

And so with a heavier heart than at first,

Anna drank some warm milk to help quench her thirst.

Both she and her brother got ready for bed

And soon they were resting their sad little heads.

A few hours passed and they woke to a bellow

From a jolly, rounded, and old sort of fellow.

He leaped into their bedroom and exclaimed with a shout,

“Come, little children, it’s time to go out!”

“Can we bring our mother and father?” asked Anne

As she and her brother approached the white van.

“You know, little girl, I think you’re in luck

I (21 at the time) and my first 3sum [MMF]

So in my final year of university, me and my gf (at the time) were quite drunk. There was only us in our shared house. Her gay best friend was coming to stay for the weekend as he was alone, he was at the pub working.
We were watching a film and a sex scene came on which turned us both on, so we went to my room as we knew her bestie would be round anytime.

She was giving me a bj as he walked in my room. We just laughed it off and he went for a shower and change etc. Me and my gf carried on, I was going down on her and rimming her when he walked in again. This time he just had his underwear on, asking if he could join. Like I said we was quite drunk and just went for it. So my gf gave him a bj while I fucked her, and we swapped but he wanted to do anal. We kept swapping until he finally asked to give me a bj… which i let him. At this time my gf went for a drink, he said told me he had always fantasied being with me. At this point I pinned him down, lubed my cock and began to fuck him while wanking him too… it felt amazing.
My gf came back and just watched us for a bit. Then demanded she be the one to make me cum, pushing me on my back and riding me. He then put his cock in my mouth, and I fingered him making him cum all over me, and I finished by cumming in my gf ass…

I 31 [M] fucked my tinder date 22 [F] at a museum

Yesterday I posted my first story here and people seemed to like it, so I’ll start posting the other ones now to. And I promise to focus more on the actual sex part, even thogh I don’t like this “erotica” writing style some users have here. Also, I don’t know if I’m putting the right age in the title – currently I’m just putting the age I was at the time it happened.

**Backstory:** My older sister married an American and moved to Philadelphia with him a few yers ago. In summer of 2019, I visited them for 3 weeks to spend some quality time before starting my first job after finishing university. They rent a small house in near Rittenhouse Square, which is a nice area and also very central. Since my sister and her husband both work as lawyers, I had to spend most of the time by myself. First I went to bars and food places by myself, just exploring the city and trying not to come off as a tourist. Besides accidentally walking into a gay bar, nothing exciting happened. After a few days, I decided to start using tinder to see what it’s like there. I quickly made some matches, even though I wouldn’t call myself hot or cute. I’m just really tall, have lots of tattoos on my arms which always seems to help and I’m not fat (anymore).

UPDATE: I Made the MAGA Girl Cum 4 Times On My Rigged Erection (Pt 2) [MF]

After sharing with you all my first PoDeg experience, I was blown away by the level of interest in this new type of degradation kink. Admittedly it’s very new…as in I invented it last week. But from the notes I received, I think it has potential to hit the top 5 genres on pornhub by the next election cycle. If you haven’t had the chance, [check out part 1](https://www.reddit.com/r/gonewildstories/comments/omu2vn/i_colluded_inside_a_maga_girl_3_times_last_night/?utm_source=share&utm_medium=mweb)

As is customary, I’ll pause here to once again describe my penis. It’s approximately 25 cubic inches while erect. Slightly two-toned in color. For reference, Spun Sugar and Inviting Ivory are its two closest matches according to Sherwin Williams samples.

Anyhow…after that long first night of bipartisan boning with my new EWB (enemy with benefits), we didn’t talk for several days. I was busy with work, and to be honest, I still wasn’t sure if I wanted this intimate insurrection to continue. Plus, I assumed she was busy as well…probably off somewhere “doing her own research.” So I had almost forgotten about our tryst when I saw the text.

“Hey snowflake ❄️😘🍆”

I didn’t respond for a few minutes. Then a second message came in.

Sheila Takes Her Man (Part 2) [shemale] [femdom] [non-consent/reluctance]

****Hi! So, I think I’m going to just go ahead and leave this sequel story here and kind of duck out for awhile. While I do have a few fans, most people are actually disgusted by the things I write, so I’m gonna do some soul searching and see if I can come back better. This story is a lot more story than erotica, but it does end with a bang. I hope some of you enjoy it. For those who don’t, I’m sorry and please know that I’m just a guy trying to clear his head and get to a better place.**********

The next morning, I woke up with a sore ass and a screaming headache. To my further dismay, Sheila was nowhere in sight.

I assumed she had left at some point but checked the driveway to be certain. Sure enough, her black SUV was gone.

I don’t know why this caused my heart to sink. The girl (shemale?) had pretty much raped me the night before.

Part of me wanted to believe it was all just a drunken nightmare, but I still acutely recalled the horror I’d felt when I realized she had a penis. Plus, I could barely walk from how she’d hollowed out my ass hole.

The aging man and the young, pregnant wife. [cheat]

My neighborhood is composed mostly that of people who work, so I don’t know many of the people. One day while I was doing my daily walk I saw a new family moving in a few blocks from my house. I stopped to chat and welcome them to the area.

The husband was a tall lanky fellow, about 6’2” tall with brown hair and brown eyes and weighing probably 170 pounds soaking wet. He was an average looking fellow, with thick eyeglasses. He introduced himself as Dwayne. With him was a young girl of about three years of age named Frida. A cute little thing, also brown hair and eyes. As we were talking, a very pregnant young woman came out with a telephone, telling him it was for him. He introduced her as his wife Amanda. She was very quiet, did say the baby was due in two weeks and this was not the ideal time to move. Amanda was about 5’4” tall, and probably minus the baby would weigh 125 pounds. She was cute in folksy sort of way, and had a nice smile and good teeth. We talked a few minutes and I told them where I lived and that if they needed anything to give me a call. I was always available.

Changing the rules of the happiness game (Part 3) [Str8][mf][inc][mast][mm]

Over the course of the next year or so, Lily underwent a big growth spurt. She got a lot taller; not quite as tall as I, but standing, we could now almost look each other straight in the eyes. She’d been a little chubby her whole life (and how often I’d luxuriated in her soft belly, feeling its gentle protuberance, watching it jiggle a little when she walked naked in front of me, watching it bunch up when she bent over), but now her tummy flattened out. It was still soft but no longer jiggly; no matter, still nice to touch, to look at, to rest my face upon. Her breasts, which so recently had been mere swellings with pink nipples in the center, had grown into small, pert cones, and much to Lily’s annoyance, our mom had insisted that she start wearing a bra. Putting it on in front of me on the first school morning that she wore it – it was a sort of stretchy thing, not really what I thought bras were based on my limited understanding of the topic – she complained bitterly that it was uncomfortable, unnecessary, and ugly. I reassured her that it was at the very least not ugly; she looked nice standing there with her breasts outlined by the material.

Vertical by Nora Grayson

Found this gem about a shut in girl with a traumatic past and is forced to get back out into the world with her best gay friend who becomes her roommate due to her ax falling through the ceiling and she needs a place to stay.
Really good biracial, bisexual and gay scenes with some hetero as the main gig. Super dramatic with awesome sexual tension and a seductive neighbor thing going on. Overall it was a great time and you should give it a read.