Tag: Prostitute

The Red Flag (Sex with a crazy person)…[MF]

Picture a lovely, young woman, standing in a living room with her pants in one hand and her phone in another, yelling, “You are so fucking insensitive! You dick!” before going on some psychotic meltdown…

It all began during the summer of 2009 and my dumbass self wound up with some slackers I knew in high school who managed to pool together and get a 3 bedroom apartment which housed 5 other guys ages 18 to 21 (Bryan, Kris, Ricky, John and Alex). The apartment itself was decent, but it was sardine canned into a massive complex with sketchy neighbors, and only a few blocks from a mass transit center so often people who didn’t live here would wander around onto the complex.

Now three of them (Bryan, Kris, and John) had a shitty garage band and tried to use this to score gullible chicks. Alex was essentially the guy on the couch who’d disappear and reappear in the apartment in time to pay his rent. Another roommate named Ricky was a virgin in every sense of the word. He was sheltered until we agreed to move him into our apartment. Ricky was the 21 year old in our group but the guy spent his time playing videogames, watching anime and obsessing over samurai swords while wearing his trench coats. Read more »

Pleasing Delilah [mF][Prost][RolePlay]

The gym was crowded and sweaty girls milled around after Zumba class, but I moved around the Nautilus machines, finishing my work-out in good time. I showered, looked at my body in the mirror that I work hard to maintain. Women love me. And I love them. That’s why I make good money.

“Good bye, Ross,” said the girl at reception with big adoring eyes.

“Have a nice day.”

“You too.”

I had just put the key in the ignition when my phone alerted me to a message. It was from Mrs. McTavish.

‘Are you free tonight? 7?’

I smirked. Mrs. McTavish. Her husband must be out of town. I texted back, ‘Yes. See you then.’

Mrs. McTavish and I went about our day in Park Cities, the most affluent bedroom community south of Dallas as well as my hometown.

Park Cities women are gym toned women with great smiles and cheerleading daughters. They are women of southern graces, the women of the new south. And I was their toy.

That evening, I pulled my car into the McTavish drive, rounding a sprawled limbed oak to park in front of a nine thousand square foot plantation style mansion. Read more »

The wild, wild, MILFwest [mFFF, anal, oral]

“Absolutely ridiculous”, Mrs. Busty said.

Mrs. Busty, Mrs. Done, and Mrs. Anal were all wearing cowboy outfits composed of ass-less chaps, boots, string bikini tops, leather vests, and of course, cowboy hats. Why? Wild west themed sex, that’s why. After driving around the state, I soon found a genuine ghost town complete with an old timey saloon. I told the MILFs and sure enough, they wanted to have fun. We got western outfits together and headed over with camera equipment to film a western fuckfest to watch for future viewing pleasure.

“So, how is this going to go down”, Mrs. Done asked.

“What about cocks and robbers”, Mrs. Anal suggested. “Us, the robbers, capture our very own cock, you, and have fun with him.”

“Sounds good to me”, I agreed. “I’ll let you handle this then.”

The MILFs tied me up with rope and sat me down in the middle of the saloon.

“We got you now, pardner!”, Mrs. Busty said in a western accent. “Now it’s time to get revenge for locking us up for so long!”

The MILFs blindfolded me and took my pants off. Read more »

Sadistic Games Set Love Aflame! Pt.1 [sm] [mf] [anal]

As you have probably seen, I was hopelessly in love with a guy. He was a tattoo artist and an expert in piercing. He had an open mind, tried to understand my sadism, and even accepted my Furry Fetish. I have never been one to consider marriage, but I could have married this man. It also helped that in the sack, he fucked me like a cheap prostitute and never hesitated to push me into scary new places. Good GOD I loved that. He even convinced me to let him pierce my nipples DURING sex. It was an amazing experience that I will absolutely never share with anyone else as long as I live.

But eventually, I always hurt them too much. This one was bad, and I have been broken hearted for weeks now.

It all started when he got a new cock piercing. It was an Ampallang, which apparently is a huge deal as far as sex is concerned. I was a little apprehensive, as it goes across the head of the penis and looks kind of intimidating. But to add pressure, he wanted his first go with the new gear to be anal. I am not opposed to anal sex. I have let plenty of men plunge me to near comatose down there. But this thing, well…if I’m hesitant that should tell you something. Read more »

Bi Hooker, Bye Crook Part 3 [MMF] [Blkmail] [Sextape]

It was the usual boring Monday for Helen. The reviled one had left customarily early with the usual lack of any attempt at communication. The house and time were her own to do as she pleased. So why did she feel like a prisoner in this multi-million dollar mansion? Time, she sighed reminding herself and routine, too much of both. She’d met a young, handsome, passionate politics major out to change the world and ended up with a jaded, right wing office robot, content to mete out the days in comfortable party anonymity, free to take on multiple meaningless corporate directorships that took him all round the country and out of her life.

The spark had died years ago but they were comfortable in their distanced marriage. Dinner and sex on special occasions only and they got on with their lives in their own way. Safe in the financial security that his position bestowed and the public image of a stable married family man. She knew he fucked around on his “business trips” and she screwed whoever she felt like when he was away. The unwritten rule was not to rub it in the others face. Read more »

Is my housemate a prostitute? Here’s the story

I’m living in a share house with 3 other people and recently an 18 year old girl moved in. She is studying hospitality and has no job yet always manages to have money somehow.

After living together for 2 months I’ve noticed some things about her.

Her biological mother is confirmed to be a prostitute and drug addict and my new roommate was adopted by a foster home.

She visits her biological mother every week and doesn’t come home for 4 or 5 days at a time. Sometimes she’ll arrive home early in the morning and sometimes very late at night. When she’s home she always seems really tired and wants to smoke pot.

After 2 months she is still unemployed and studying yet when I ask her about money she says she does a lot of babysitting. Strange though when she goes out to babysit she’s usually wearing something quite provocative. My other roommate dropped her off near her mother’s house one time but not the actual house so she could discreetly walk there without us knowing where it is.

She has very easy access to drug dealers. Read more »

[F]illing Up Before [M]y Road Trip

Before I start, I’ll give a little about myself. I’m a 5’11”, brown hair, hazel eyes, and HWP 28 year old male. I go to the gym regularly, decent amount of muscle, but I would say drinking at social events and eating poorly on weekends has kept that inevitable pooch over the abs. Hopefully that gives the picture. Anyway, I’m your regular old guy who for some reason has had really good luck over the past few years. Enough about me, this is a story about a time I was heading from my Midwest/southern state to go home and visit my family.

I was having a pretty good day – had a few playlists on Spotify and was actually looking forward to the scenic, six-hour drive home. I had forgotten to fill my gas tank at the gas station near my house, so I decided to wait until I got closer to the interstate exit to fill up. I start to pump my gas and about halfway through, a very cute, Hispanic woman pulls up in an SUV. We made eye contact and exchanged smiles. My heart started racing. She was probably close to my age and I could tell she noticed me again when she got out of her car and blatantly turned to smile once more. She was the type of girl that is best described as slightly thick but with curves in all the right places. She looked a little something like this [girl](https://s-media-cache-ak0.pinimg.com/236x/ce/18/06/ce18065dd4db01fcb93fdc4a0e1e2a01.jpg) but just an amazing smile. My gas tank clicked full and the thought went through my head – “Do I go up to her or not?” Read more »

Answered a craigslist ad from a guy willing to suck off straight guys, got more than I bargained for [M/M]

I should preface this story by saying that I am straight, generally, and had never been with a guy before this story. This was a few years ago, when I was 24, living in New York City and dating a girl long-distance.

My girlfriend and I had been together for a few years, since college, but an amazing opportunity took her to another city for two years. I found myself on the Greyhound a lot and, when I wasn’t with her, often sexually frustrated–especially as I saw all my friends living it up as single guys in their twenties in NYC.

One day, on one of those nights when I was away from my girlfriend all my friends were out hooking up, I strayed from my normal porn appetite onto Craigslist’s casual encounters page. I wasn’t really planning to do anything there–I had never cheated on her–but I decided to browse and click a few ads. I started on the w4m section, but it soon became exceedingly clear that every one of the ads there was posted by a prostitute or a spammer. So I drifted over to the m4m section, mostly out of curiosity–and while most of the ads were not my style, one caught my eye. It was a guy a little older, 28 years old, who had posted a simple message offering a free, no-strings-attached blowjob to a straight/curious guy. His apartment would be dimmed with straight porn on the TV, and whoever answered the ad could walk in, get sucked off, and leave anonymously. Read more »

[NSFW] (M)y experience with a straight best ..acquaintence?

Hey all I figured I start posting back again. Now that my stripper life is done I have some stories that I can share with you from when I last left reddit.

This happened about 4 months ago. Or atleast it was around a time to have a holiday party.

Christmas eve-ish to like New years I was partying it the fuck up. I got a small but decent holiday pay and it paid for a weeks worth of sex on beaches at my local bar.

Me and my friend Ned (the straight one) for the week has been hitting up the bars, malls,clubs trying to have some fun with males and females alike. I was fucking batting like Mr.3000. I had so many men inside my condo you would think I was like a prostitute ; but my friend however he was striking pretty hard. He only managed to make out with a really cute blonde for maybe 20 minutes before she decided to ditch the bar with her friends. Read more »

Crazy decides that cheating with me is worth it. (Part 2)

Part 1: https://www.reddit.com/r/gonewildstories/comments/4cif72/its_always_the_crazy_ones_mf/

More time that I would have preferred (or, really, is healthy) passed since my last story. Probably about 8 months. Crazy and I were still (as she put it), making out. But largely, that meant her coming over to my place, staying over, and us fingering, jacking, sucking and licking until we couldn’t stay awake anymore. I had met her boyfriend a couple times, and I don’t know if the guy was ok with everything except intercourse, if he was a polyamorous type, or if the guy was genuinely as ignorant to what we were doing as I assumed.

We had fucked occasionally, but this was usually her making up some excuse as to why it was ok under a certain circumstance. At one point, her cat was sick and she couldn’t afford to take it to the vet. She asked me for money, and I had $50 in cash lying around. She said that it “meant a lot to her” that I would pay for her cat’s vet bill, and that she needed to fuck me in appreciation. She was a master at rationalization – she wasn’t a prostitute because I was paying for her cat (har har – pussy joke here). Her fucking me was pure appreciation. Read more »