gonewildstories Archives — Page 1104 of 5640 — NSFW story

I [F]am about to fuck my lawyer [M]

Been feeling a little frisky lately so I sent a text to my lawyer (who I always thought was sexy as fuck) saying that I almost accidentally sent him a very inappropriate picture.

He said “Well feel free to send it anyway”

I knew he was alone when he got the photo of me (practically naked, legs spread, fingers in my wet pussy) when he asked for more images.

I asked if I got him hard. He asked if I wanted to go to dinner on Wednesday.

I told him I don’t like wearing a bra in public. He told me to make sure my nipples were out and I wear something shear.

I told him I like wearing thongs. He told me his favorite panty color is black.

I told him I get horny when I drink. He told me he will have 2 Cosmos waiting.

I told him I enjoy getting fingered in a restaurant. He told me to wear a skirt on our date.

Our reservations are at 5:00. I’m already wet…

Got facefucked and anal from older stranger at hotel [FM]

This happened one time I stayed in a hotel near the airport after my connecting train journey was cancelled. It was especially cold that day so I wasn’t about to spend hours waiting for the next train on the platform, and an overnight stay at the airport hotel wasn’t too expensive.

I had been eating well when I was on holiday and it had been considerably warmer where I’d been. I am shaved and at the time I was feeling especially soft and smooth owing to all the swimming in the sea and exercise. Back in the UK, it was duller and rainy, so I didn’t even feel up to going out and exploring the local area.

Not really knowing what to do with myself, I made myself up and got ready to go to the hotel bar on the off chance I might meet some people to chat with before going off to bed. I’d gotten used to the company while I was away and it was weird being in a place where I was so on my own and people were keeping to themselves. Read more »

Camping adventure with KIWI [MF]

I was camping in the Lake District one summer. I’d pitched the tent, it was on one of those sites where you got your own space, with a little privacy. It was getting late, so I popped over to the camp shop to get some food to cook. That’s where I saw her, must have been 5’8, slim but curvy with big boobs and a cute ass. Dark long hair down to her back and the most amazing big brown eyes. My cock started to harden and tried to push out of my jeans. Hi, she said with a bit of an accent as she caught me looking at her breasts. We shared a short conversation about the weather and where we had come from. She was from London, but born in New Zealand and had a fantastic twang in her voice. Kim was her name, 28 and single. We had the same things in our shopping baskets and I said, what similar tastes we had. How about, I cooked for her later and we could share a drink? Perfect she said. Read more »

I had a three some with my husband + our best friend and I’m the only one that fully remembers [FM]

It was New years eve, we were all freshly 21, and all incredibly drunk. All parties involved have talked about having a threesome with eachother prior to this night. But none of us ever made a move prior to new years so there was always a lingering sexual tension between us all.
Our best friend never wanted to make any advances towards it because he never wanted to be disrespectful of my husband and I’s relationship but it was always a fantasy of ours. We would always send videos of us having sex to him or send him my nudes and he would reciprocate with his nudes and masturbation videos of his own.
New years came around and we all kind of knew what was going to happen that night. We ended up getting buzzed which led to a hot and heavy make-out session with me in between both guys. We took a pause for a moment because the ball was about to drop. So we all decided it was a good idea to drink even more.
We ended up taking it to the bedroom. With all of us still buzzed. Then the three some began… and after a few minutes in the shots from after the ball drop hit us like a truck… we all were really enjoying ourselves.. it was amazing..but I had them stop after I realized they were far more drunk then I was at that point (which I was ok the verge of blacking out) and I didn’t want to disrespect them in any way. Come the morning they told me they remembered us having sex but couldn’t remember any of the details… sooo now I sit there and explain to them everything that went down and they are both extremely disappointed they don’t remember any of it and that I stopped it because it sounded hot as fuck. so now I just replay that threesome in my head because it was amazing and I get to retell the story to them from my POV each time they want to get off to it.

I [M]eet people from reddit. Here are my stories. Part 3 – Massage and Muff diving.

I responded to a post a few of months ago. At the request of the poster, I will not give too many details in order to protect her privacy and not have her flooded with messages. For the purposes of this success story, I will call her G. Comments, messages, and chats encouraged.

G posted looking for an escape from her demanding job, which COVID had made more demanding. Her needs were simple enough, she wanted to lie back and have a face buried in her pussy for a while before her night shift. Her post was intriguing in it’s straightforwardness and brevity. After sifting through her comment history and other posts it was clear that she was serious about meeting someone and was not a psychopath. Two good signs.

I was lucky enough to get a reply, pro tip here fellas. Follow. The. Directions. She asked for 4 things and I provided.

1. A face pic
2. STD free
3. Vaccinated
4. Be able to host near midtown

Now that she knew I was legitimate we were able to move forward. Read more »

[F] Started dating an older guy

So about a month ago a former teacher of mine in grad school moved down to S Florida from Boston and we reconnected. We were always more collegial than your typical teacher/student relationship and we picked up where our friendship left off a few years back. Anyway we’d met up for lunch several times, he then shared he wasn’t happy in his marriage, also shared that he had always had feelings for me. I told him I was flattered but that he needed to work on his marriage and that I didn’t see him like that. He pulled back on how much we were seeing each other and then I started to miss him. We met for lunch again and we ended up hooking up. A ton of crazy shit already going on here but then add that he’s 70 to my 35 and he’s like legit in love. I’m down to keep our friends with benefits thing going but he wants more…not sure how this shit happens to me lol.

[MF] I awakened a repressed freak on my last day in the city; from Woman to absolute pornstar

Hi! long time lurker, first time poster ! Inspired by the fan-tastic stories on this sub to start sharing my adventures

Now I admit, this one is a bit long, but feel free to spoilt it for yourself if you like :)
Happy to answer any questions in the comments

>!TLDR: The girl who wasnt even sure if she’ll have sex with her online date, proceeded to beg him to creampie her raw during CNC play and recording ourselves after experiencing more orgasms in one night than she had in all of her lifetime put together.!<

For context, Im 24M, Indian, 5’7″, mildly athletic and lived in the SF area when this happened, a few weeks ago

Theres only two characters in *this* story.
Myself and her; let’s call her S. Right to it now !

– ————————————-

It was a lazy Thursday. I was moving out of my SF apartment on Friday to move to New York on Friday. The move was primarily for work. But all my friends kept pointing out how great New York would be for a single guy in his twenties. Reddit told me the same story with some interesting caveats Read more »

Airport Hookup [MF]

Every time I travel I always get a raging hard-on. Not sure if it’s the excitement of leaving or seeing all these hot foreign girls. I passed through security and just paid that extra $50 to sit in one of those lounges, usually reserved for business class. I pulled up and sat in one of those chairs and in walks this sexy lady, long black hair, button down blouse with those long pencil skirts. Nice perky bcups too. She sat close by to me and our eyes locked and I gave a cheeky smile. I couldn’t take my eyes off her and she probably felt my eyes undress her. She looked up, eyes caught again and I walked over and introduced myself and sat down. Her flight wasn’t to leave until the next hour or so and same with mine.

Somehow our conversation turned a bit sexual and I mentioned if she’s ever joined the mile high club (I know, lame but had to steer convo somehow). She said no and I can feel the sexual tension build up. I suggested that the airport comes a close second. By this point my dick was ready to explode from my pants and all I could think about was getting those lips around my dick and possibly fucking that tight pussy. Read more »

Quickie in the Hotel Hallway [MF]

Anouk told me Petra’s BF raided her phone and discovered her sordid weekend away with me and Anouk. He was angry, they fought, and even though he was powerless to do anything, Petra felt bad. She decided to tough it out with him for a while longer, but meant the weekend we had planned for when I was visiting was off, both women would both be off-limits. Because I visit the city regularly and have a couple go-to girls, I figured I’d be OK.

Petra had left her watch and a necklace in the hotel room that I found when I checked out. The plan was that I’d give them back to her when we met for the weekend. When our plans cancelled, Anouk gave me Petra’s work email so I could set up a hand-off outside her BF’s view, and that I did. I messaged Petra to let her know where I’d be and when I’d be there. She responded by saying she could only run in to take the hand-off and then must immediately leave. The message was very short, but I understood why. Read more »