[MT] Random Craigslist Hookup From Brooklyn

I was a horny mess in my youth. When I was 22 years old I had had the insatiable urge to explore all of my sexual desires. I loved sex and I never cared with who. Male, female, transsexuals, whatever. From prostitutes to massage sex parlors. Old and young, I loved the touch of another humans flesh against mine.

Don’t get me wrong, I’m far from desperate. I am not a bad looking guy at all. Black, handsome, 6’3, lean and toned from my night shift in a warehouse lifting boxes to pay for college and very well endowed.

It was a humid summer afternoon and I just woke up from sleeping away the night shift. That well known twitch below my waist sent a wave of pleasure through my body as my sheets rubbed against my “afternoon” wood. Instead of pleasuring myself, again, I decided to comb through my favorite casual encounter section on Craigslist, TforM.

[F] Update: Saw my roommate’s bf jerking to my pics

Hi everyone,

A lot of people have been asking me if there were any updates to my first story (https://www.reddit.com/r/gonewildstories/comments/8stlep/f_saw_my_roommates_bf_jerking_to_my_pics/). I originally had nothing to post, until this morning. This is going to be short since it just happened and I still need to wrap my head around things.

I went out drinking last night with some friends and didn’t get home until 2am-ish. I immediately took off my clothes and crawled into bed. When I woke up this morning, I went to put my clothes from last night in my hamper and noticed a distinct smell from my closet. I noticed one of my black bras on the top neatly folded in half (which is unusual since I just throw it in there). I picked it up and saw a cum stain on the inside. It wasn’t fully dried out yet, and the load covered all of the inside padding. My roommate’s bf is the only male in the house, so I know it must have been him.

Unashamed, I took it in my hand, and started rubbing myself down there. I started getting so wet just thinking of my roommate’s bf jerking off to me, and came so hard, while clutching my cum covered bra.

A Very British Threesome [FFM] #NSFW

I’m a male in his mid 40s. Divorced. and have a fantastic new lady in my life who is in her mid 30s. Been dating for nearly three years, going really well and over our conversations she spoke about having nearly had a (FFM) threesome in her past. The thought excited her and we agreed it would be a fun relationship experiment to try and make it happen again, but properly.
I was TOTALLY up for it obviously, having never had one before, but at the same time I didn’t want to seem like I was pressuring her to do it. I wanted it to be HER project and that she had complete control over how and where and who etc. also the power of veto to pull the plug at anytime if she didn’t feel good about it.

[FM] [D/s] 2. Facefucked: So this one time, Tony Stark slammed me into subspace.

TL/DR: Allow me to describe how Tony Stark fucked my face.

“Oh yes, my little whore,” Tony Stark sighed, relenting. “Now you can suck my dick.”

He opens his pants and his thick dick pops free. On my knees, I grab at his cock, greedily stroking it before guiding it toward my mouth.

Tony slaps my face, hard enough to rattle. I keep my gaze downturned to hide my shock and arousal.

“No hands,” he orders.

“Yes, Tony, yes, yes,” I murmur, ardently grateful for his correction. I run my hands over his thighs instead, squeezing his tight ass. I pull down his pants and draw his hips toward me with eagerness, thoroughly licking his balls and sucking each one in turn. I want to devour everything he has to offer.

Crouching on my knees, I learn every crevice of his crotch, bathing his balls and probing his bitter asshole with my curious tongue and lips. Tony steps out of his pants, arching his back to allow my mouth deeper access.

“Oh yes, that’s right. Lick my asshole,” he moans, his voice riddled with contentment, “You’re such a good little whore. I love how you lick my ass.”

[FM] [D/s] 1. Foreplay: So this one time, Tony Stark slammed me into subspace.

TL/DR: Allow me to detail Tony Stark’s D/s foreplay. Kinda softcore.

**Stark style**

Tony Stark’s dominant style is forged by the same burning intensity, empathy and awareness [he brings to the rest of his life](https://www.reddit.com/r/gonewildstories/comments/8zcor2/fm_that_time_i_sucked_tony_starks_dick_at_the/?st=JJVFQ2HD&sh=9ccaa40e). He is my fearless natural guide, relentlessly prodding the boundaries to darker pleasures.

Tony holds my head like a lead, using my nape and abundant hair as a leash to guide my movements. From the moment he strolled into my apartment and immediately started making out with me, he collected the long, heavy length of my hair into a thick cable, wrapping it around his rough hand. He settled his hard grip in a incessant jumble at the base of my neck.

His mouth drank mine like wine, our lips thirsty, tongues taunting. I swayed in his embrace, trying to memorize his broad shoulders and wide back with my touch. I traced the colorful tattoos on his arms and cupped his face in my palms, stroking the soft bristles of his bearded chin. I licked his lips with urgency, savoring his taste, the hint of whiskey on his breath.

Saturday Night Vibes [F]

I sat at a desk in my room upstairs in a long T shirt and underwear, attempting to repress myself until I finished my math homework. Or likely most of it. It was a Saturday night and my parents weren’t even there to bug me about it until I inevitably waited for the last minute, but I was bored enough that I decided to get a head start. It was for a summer class that I was taking before I left for college in the fall. My best friend was on vacation so I had no one to hang out with, and that got me thinking yet again what I was going to do without her when she goes away to a different school.

It was starting to get too hot even without pants, so I took my shirt off. Not even five minutes go by until I’m absentmindedly playing with my left nipple as I solve for x with my other hand, so I decided to take a break. As I got up to move to my bed, my stomach growled. Now I’m a little annoyed, because I can’t concentrate on anything when I’m hungry, which is only slightly above horny on my body’s priority list. I ran downstairs to get ice cream. When I opened the freezer, I shivered as the cool air kissed my hot face. I took out chocolate chip mint, my favorite flavor, then plopped a large scoop onto a cone.

Me [F] and my straight and married college professor [F]

So I was a sophomore in college. And I’m gay. But I’m really girly. I wear heels, make-up, I keep long bouncy hair. I had organic chem where my instructor was a 32 year old black women. She had a banging ass body…and an phat onion booty ? and she dressed to show it. So her class was my last class of the day for MWF. I used to stay to help her carry stuff back to her office cause she was always struggling and dropping stuff. So after a while I started hanging out in her office with her while she graded papers and things like that. One day I asked her why she dressed the way she did and was she trying to catch the attention of someone ? she laughed and said no she just be getting dressed. I looked at her and before I could catch myself I said “yeah right, you know what you’re doing with all that ass” and I immediately slapped my hand over my mouth, apologizing…but she was not offended. “What you mean, all that ass??” Was her response. “Be truthful” she said. So I was like fuck it, and I told her I thought she was sexy asf and I would smash her any day. Apparently she didn’t know I was gay until I said that. I told her I was gay asf and I be looking at her every time we had class. She was shocked and whatnot. Playfully, I said something like, if you didn’t have a husband I’d give you the business. Then she goes and says, you’re a girl, it doesn’t matter that I have a husband and she just looks at me with this look for a good 30 seconds. And I’m like, “don’t play with me, prof, I’m too serious” she claps back with I’m serious too! *shhhiiiiitttttt , bet!” So we text each other all weekend being nasty I’m telling her what I would like to do to her, she asks me questions about sex with me and asks me questions about my strap on ??. I come to class Monday and have to act all nonchalant like we wasn’t texting nasty shit all weekend. We do an exam and she texts me during the exam asking if I can meet her at this motel after class… ?? i promptly text back hell yes. So after class I go to my room get my “equipment” and I head over to the room she texted to me. I get there but she isn’t even there. I called her maybe 4 times and waited a good 45 minutes before I decided to just leave. As I am putting the car seat back in position and cussing cause I’m mad asf my phone rings. It’s her and she’s like oh I’m sorry my husband was trying to get me to come home for my 3 hour break between classes. I’m tryna act all cool like I wasn’t low key pissed asf. So I say, it’s cool and that I’ll wait for her. She gets there maybe 9 minutes later and we go to the room. I like to be clean before any kind of sexual encounter so I asked her to bathe with me. During our shower I see how amazing her body is without clothes and I can’t help but touch her. To my luck, she doesn’t mind at all. I ended bathing her and then giving her head in the shower. We move to the bed where things got so much more exciting. Long story short I smashed her and she loved it. I ended up having sex with her for almost the whole semester. Her husband never found out…that I know of….

[FMM] A Brown Boy, a White Boy, and a Chinese Girl Met at a Party…

I made it to grad school before I had my first double dose of cock.

It’s not as if I’d never thought of it. Like every woman with a pulse, I’d fantasize. The thought of two men focused completely on me was intoxicating. But the last thing I wanted was to end up with two high-fiving frat boys living out their fantasy for three minutes without a thought to my pleasure.

Like all the best things in life, my first time was completely unplanned. Undergrad was like dining at a buffet. There was a never-ending supply of attractive people and parties where it was easy to cut loose and end up in bed with someone new.

But grad school as different. Everyone was older. Some people had families. And they took their studies seriously. It was hard to hook up without turning to the internet. And that’s never the same as something happening impulsively in the moment. And it felt too much like growing up.

Sex Party… [F] [F]

I was a wild teenager. But only from age 16 to 19. I discovered I was gay when I was about 14 and have been sexing women ever since. Years ago I used to be really close with this lady. I was about 16 or 17 and she was 26. Keep in mind I never looked my age. I always looked older so I just always lied about it. So her and her bf used to throw these parties. For lack of better word, they were sex parties. As you enter the living room of their large house you see bowls of condoms, little samples of lube. Throughout the house is music, alcohol and people smoking. Almost everyone was always naked.

I’m going to tell you all about one of my nights there.

Now at the time I didn’t drink or smoke anything. I played video games, painted and fucked chicks ??‍♀️ So going to the parties was all about me fucking all the hot chicks I could.

[MF] We got busy by the river.

I should start by saying this is my first post on the sub. I’ll try my best to entertain.

Nearly a picture perfect day if it weren’t for the humidity. We had nothing planned except to spend the day together. While we knew that the humidity was awful, the fluffy clouds and boredom with the four walls of my house led us to a walk. I live about 5 minutes from a national park and make plenty use of that convenience. At only about 5 minutes into the walk she decided that it was too hot for a shirt and took hers off. I manager to convince her to get rid of her bra by getting topless too. Lucky for us the tail was pretty empty that day so we were able to walk hand in hand, topless like it was no one’s business. Naturally I got handsy and before too long we are on the side of the trail wrestling tongues. I couldn’t help but to pull her shorts down and play with her pussy. Luckily for me, we share a voyeurism kink and she’s happy to let me keep fingering her. I stopped kissing her for a moment to look around then suggest we get off the trail to hide on the bank of the river and have some real fun. Of course she agrees and before long our shorts are at our ankles and she’s backing her perky ass up and letting me slip inside her pussy, which was dripping wet by now. If it weren’t for her looking back at me when I spanked her we would have never known that another couple was walking the path. She yells out “oh fuck” and pulls her panties back up while I scramble to get my shorts and duck behind a bush. They walk by, obviously aware to our presence and situation, but lucky for us they were around our age and probably out to do the same thing. Both our hearts are beating a mile a minute. We look to each other and laugh that we just got caught fucking next to the river. Surely we weren’t the first to do it.