gonewildstories Archives — Page 4863 of 5640 — NSFW story

[MF] My Wild Fantasy Being a Porn Director.

You walk in to my office. I tell you I have a black leather couch we can take for a spin around the studio. I walk over to the minibar and start off by offering you a drink. Then I undo my zipper while you’re talking and my semi hard cock flops out my pants and shows its lovely face.

Before you acknowledge the awkwardness of the situation, I explain by telling you I’m ultra sensitive to the fabric of my pants and to not mind my open carefree nature. You continue tell me about the traffic on the way here but are unable to keep your eyes off it at that point. It’s so.. perfect. The right length, perfect girth.. You want to taste the bead of pre-cum that is forming on the tip. You start to stare, stopping mid sentence. It’s inevitable, you decided you’re going to go for it and you drop to your knees and take me into your mouth. I begin to urinate and you choke a little but are turned on by my boldness and begin swallowing my steady stream. You never thought you would be on your knees drinking pee but then again, you never met a stud like me. Read more »

[32M] Has 3 some with friends wife, and we live together [MFM]

We have been living together for 3 months now and in a previous post, I talked about how we finally had a 3 some, but apparently, this was not going to be an only one-time thing. She wants more!

So a part that I left out was even though we had a 3 some and we fucked her hard. The whole experience only lasted about 10-15 mins at most. I wanted to go round two so badly but I just couldn’t get the little guy to stay up. She was actually happy she got laid but kinda disappointed that the ride wasn’t longer… Shit, it was amazing for me but I was also stoned. I was smoking and as I get high a girl says she wants to get fucked and to hurry because she has to wake up early for work. It was a fucken hot ass ten mins and without messing with her sleep schedule! Read more »

Not how I imagined my first time [MM]

Throwaway account. This didnt happen today, but about a week ago. I put up an ad on Craigslist in the mfw section, hoping to finally lose my virginity. So this girl named “Sammi” responds. We talk for a bit, and she wants to make it a threesome with me, her, and a bi guy. I kind of wanted it to be just me and her, but I got the feeling she would say no if I said something. I’m almost 20 and still never got laid, so I was pretty desperate to the point it was taking over my thoughts and driving me insane. So I agreed. She sends a pic of herself and her brunette friend, and she is a blonde white woman. She says she is 20, but she looks older in the pic.
So she tells me to get hotel room about 20 minutes drive from NYC, which I do. I let her know she got the room, and she asked if I was alone in there and wanted a pic of me alone in there. I thought it was kind of shady, but I obliged and then questioned her about it. She said she didn’t think I would get the room by myself. So she asks for my number then sends my number to the bi guy who is supposed to come. She continues to communicate with me via email, even tho I just gave her my number, which I later considered a missed red flag. She describes the game plan, I was supppsed to put chocolate syrup in the dude’s asshole before I fuck him, thwn she would walk in, see it, then sit on my face. Then we would both fuck her. Little did I know it never ended up happening.
The dude texts me, and I give him the address and room number I gave Sammi. After he shows up a couple of hours later, we make small talk. Apparently she asked him on Craigslist for a bi 3way as well, and said she gave him a different pic of a blonde woman, but he had deleted the pic beforehand so he I couldn’t compare them. The dude wasn’t good looking, and he had a dad bod, but I wanted to get started, because Sammi said she would only come if things happened her way.
Now let me say that I am bi curious, but I lean heavily towards the straight side. He starts to suck me off, and I think it was pretty disappointing for my first blowjob and I was so turned off by him I couldn’t keep my erection up. He kisses my neck and leaves a small hickey sucks my nips, but the whole time his beard stubble was itching me. He wants to kiss my lips, but I was so turned off I decline. I offer to suck his cock and my god, he was big. He was maybe average in length, but his circumcised dick was thick. The tip was like a mushroom, and the whole thing was rock hard. I manage to get the big thing in my mouth, and immediately he starts to fuck my throat, and I start to gag. So he stops, and he wants yo fuck my virgin ass.
I’ve put fingers in there before, but never a thick cock. He fingers my ass to warm me up. He slips on a condom, lubes my asshole as I lay on my stomach, and he rubs his cock on my hole. He somewhat forcefully penetrates me, and I let out a whimper as I lost my anal virginity. He tells me it’s ok, it’s in, then immediately starts to fuck me. Not gently either. He fucks me roughly, and tells me to moan louder and like a girl. Eventually it’s too painful, so I ask him to stop. We both take a break and wonder why the girl hasn’t shown up yet. She said she would come shortly after she got a pic of us, which we sent, but neither of us wanted chocolate syrup in our ass. He suggests round two, but I mention I wanna bail if she doesn’t show up and after we both send her multiple messages that go unanswered, he leaves. I clean up and leave too after an hour, pissed after having caught on that she probably intended to flake from the start, leaving me to have my first time with a guy even though I said I preferred I wanted fuck her first before I do bi play. As i clean my body, I realize I am the hardest I have ever been in my life. My cock was harder than a rock. So of course I jack off, and it felt so good.
As i drive home in the rain, my ass is sore, and I’m pissed I blew $136 on a hotel room only to not get what I want. I could have just gotten a sex worker for just 14 dollars more and get exactly what I want. The next day I am incredibly horny throughout the day. I can’t get his cock off my mind, and I keep getting erections in class, to my horror. I was debating asking him to fuck me again and more gently this time, but I had work after class until night time. The next day, i had no sex drive at all. Nothing, nada.
I’m probably just going to pay to have sex with a girl at this point. I may be good looking, but I’m skinny and awkward so I doubt I’ll be able to land a girl outside of Craigslist. And somewhere out in “Suffern”, there is a girl telling her brunette friend how she got a guy to lose his virginity to another guy. Part of me wanted to curse her out, but I didn’t want to give her any potential satisfaction. Don’t be me, people. Watch for red flags and save yo money.

The time I fucked my friend’s [F]iance in the ass while he was passed out next to us.

We started out in my friend’s hot tub with 9 people. We’d all had quite a few drinks over the course of the night and so we were pretty drunk. There are three people of actual importance (I’m giving them false names btw): first is Jack who owned the hot tub, then there’s Alex and Lauren who were engaged. Another important piece of information is that a few weeks before all of this happened my dad died of cancer. It was a while ago now and I’ve gotten past it, but it’s important to know for the story :)

Anyways, Jack, Alex, Lauren and I where in the hot tub together, along with all of the other people at the party. Lauren had always been an extremely horny person and she was showing a lot of interest in me that night. She came up to me before too long and we started talking. I don’t remember what we talked about, but eventually she asked me if I wanted to help her start a “skinny dipping thing”. Of course, I said yes. Alex was distracted at the time talking with the guys so he didn’t notice when Lauren took off her bikini and then took off my swim suit for me. She let her mouth brushed against my dick as she moved down. I was really glad that Alex didn’t see that. Read more »

[FM] – Park Blowjobs

This is a story about how I gave head in a park a few years back.

It was 9 pm in the evening and he drove all the way up from LA to see me. I was nervous, sneaking out of my mom’s house just to see him. We’d been talking for about half a year and by that time he’d already seen every part of my body – so goes for him.

So, at 9 pm, everything up north closes early. It’s the boring part of this state, I admit. After grabbing snacks at a Denny’s and a few attempts at giving him road head we parked by a small park and decided to walk around.

I pretended to look up at the stars but his intentions were focused elsewhere. As we sat down a park bench, in front of – what I’m assuming – a drunk guy in his car, I bent over and unzipped his zipper. Read more »

[MF] I (28M) let my fiancée (26F) dress me up in a Disney Princess costume and fuck me with a strapon. Part 2.

Continued from Part 1. https://www.reddit.com/r/gonewildstories/comments/717vx8/mf_i_28m_let_my_fiancée_26f_dress_me_up_in_a/

As soon as she said “Let’s do this,” I was all-in. I stood up from the vanity chair and she laid her hand on my chest and softly, but firmly exclaimed “uh-uh.” She kissed me again. “Sit back down.” After I sat down, she pushed my shoulder, indicating for me to scoot the chair back, which I did. She went to the vanity and started doing my makeup. My fiancée uses a minimal amount of makeup, so it wasn’t much. Just some foundation, lipstick, blush she never uses, and mascara.

We had a relatively casual conversation about what was going on. She started with, “So…Belle’s your favorite, huh?” I told her she was my favorite of the Disney Princesses even though I liked the movie Aladdin better. “I liked Mulan,” she said. I replied that I liked that one too. We also decided we both hated Snow White because of the non-existent character development. Changing the subject slightly, she smiles and asks “When you were watching Beauty & the Beast, did you ever think you’d be in a pretty yellow dress like that one?” I said no, telling her that I hadn’t thought of crossdressing/feminization as a concept until high school. After she got the makeup on, she made me take a look at myself in the mirror. It wasn’t overdone. More than she typically did to herself, but nothing in RuPaul territory. “Mmmm…you look so fucking cute,” she said as she kissed my cheek, possessively holding the other side of my face. “Okay stand up and get naked!” Read more »

Submissive Miami MILF is ready for orientation [MF][BDSM]

This story is long overdue and involves another wonderful bond I’ve been fortunate to have in South Florida. But I can’t tell the kinkier rendezvous without starting at the beginning.

She, like many women, had had enough of her vanilla relationship, of being used in a way that wasn’t quite satisfying or fulfilling. She was looking for more, deep down she knew an urge existed for much more than she was receiving. And most importantly, the treatment she yearned for. We spoke online for weeks, talking about kinks, interests, toys, experiences and such. I warned her from the start she would need patience when entering the BDSM lifestyle. And so we planned to meet at a cigar lounge in an empty strip mall in the suburbs. It was a weeknight so there weren’t many people which made for great discrete awfully dirty conversation.

I waited for her in the corner on a sofa and there she entered, wearing heels, a short denim dress and an amazing smile. She was serious about her body and enjoy weightlifting. Needless to say her amazing legs and ass proved it, this girl could lift and make the men in the gym hard just watching her work. Read more »

[MF] Dominating Danielle

A few weeks ago I went on vacation with my girlfriend, Danielle. We had a number of fun touristy things planned, but honestly part of what I was most excited for was having a hotel suite to ourselves for a full week. We had a whole list of fun games and desires, but this particular story is about when I got to explore my dominant side and play with some of Danielle’s submissive tendencies. Some physical descriptions – I’m 25, 6’1″, athletic build with a short beard and couple tattoos. Danielle is 22, 5’5″, brunette, with a 10/10 petite body, perfect-handful C cup boobs, and an amazing bubbly ass (especially considering how petite the rest of her frame is). She also has a few tasteful, but sexy tattoos.

I ran out to grab some wine and snacks, and instructed Danielle get dressed up for me while I was gone. We had bought an outfit specifically for this scene – it was actually a sexy maid costume, but it worked well as sexy lingerie. Lacy white top that just barely covered her tits, black garter belt, and white stockings. She was also wearing a choker (a major weakness for me), some smoky eyeshadow, and dark lipstick. She looked sultry and seductive and it was tough to play it cool and not immediately jump her bones. Read more »