A couple of sexual adventures [MF]

As I mentioned in my original post, I came into money (8 figures) several years ago. In that time, I’ve had several experiences where that money has opened up sexual opportunities. I’m not much of a writer so I figured I’d just share them all at once rather than trying to turn each onto a complete story.

THE COCKTAIL WAITRESS:

I had taken a meeting with the executives of a small company looking to grow to discuss me investing in them. Their CEO and CFO made a presentation in their offices. We then went to dinner and finally to a upscale bar.

Things were not going well for them and they knew it. They had overpromised to get the meeting. They didn’t sell their presentation well. By the time we were getting drinks, they were getting desperate. My financial adviser and I had already decided this was an easy no. We were mostly being polite at this point.

This whole time we were getting served by this very cute little cocktail waitress. She was in her mid or early 20s. She was about 5’2” with great curves. She was wearing a plain white button up shirt and tight black skirt that showed her curves.

How I became a cuckold and my first experience [MF][Voyeur][Cuckold]

After lurking for quite a while and reading a lot of stories and experiences here I decided to share the start of my cuckold journey. Requests for photos will be summarily ignored.

The first step towards cuckoldry started during my time as a student. After my mandatory military service, I started to study. My wife Sasha, at that time she was my girlfriend, went to university on the other side of the country. We didn’t see each other often but were really in love with each other. (We still are.) The times with my buddies could get pretty wild and Sasha was a hot girl at university, so she wasn’t living in a nunnery either. After both of us had a brush with unfaithfulness/ cheating because of the damn long distance relationship, we decided to try an open relationship.

At the time we had lots of fun. I finished my studies and got a job near Sasha’s city and we moved in together. We switched to a monogamous lifestyle and had a pretty vanilla sex life for a while. After some time I got a new job that required a lot of travel though, so we were right back where we started. We tried to make it work, which it did. However after Sasha finished her studies, she got a very travel intensive job too.

[FM] A weekend of temptation with my nephew

[previous post](https://www.reddit.com/r/gonewildstories/comments/99frot/fm_a_weekend_of_temptation_with_my_nephew_3/?st=JN3GIM0G&sh=ee266d56)

I think I confused people in the end of my my last post. I didn’t leave after my orgasm but I needed to stand up. I was agitated, my pussy was dripping, very excited and just felt the need to get up.

He was sitting on the couch, smiling at me. He looked really happy. I was still fully naked in front of him, a bit uncomfortable, but we were chit chatting. I finally, and for the first time in all our sessions asked him if he would like me to give him a massage. I didn’t think his smile could get any bigger but he definitely got happier.

He was just about to lay down, still in his swim trunks. I just went for it, excited as I was. I asked him if he wanted to take them off. I pretty much caught him off guard, he got all flustered, lots of, “Uhhhh” not really saying anything. I told him it wasn’t a big deal, and that it was only fair since I’ve been naked in front of him all this time.

The Waitress and the Cop, Part 4 [Mf]

She laid on her back, catching her breath from the tremendous orgasm she just shared with him. He was asking her, more or less, if they were exclusive. As a man who just turned fifty (she overheard another waitress say it was Jim’s birthday yesterday when he drove past the diner), she assumed he was married and though she hated to think of herself as an adulterer, she just longed for James so deeply and so erotically (and now emotionally, too) that she put his real life in the back of her mind and tried not to visit the idea. Before tonight she didn’t know if James was just a romancer in the sack or if he actually started to form a real bond to her. They had, over the weeks, talked a bit here and there about books and movies, favorite local places and foods they like. It was nothing earth shattering to know about someone, but it was something and it was nice just talking with one another. They both had an undeniable crush on the other, clearly physically but also emotionally.

Translated Skills (MF)(FF)(Massage)

I love giving sensual massages. The things is, I generally only have one person I’m giving massages to at a time. I sometimes place ads looking for a woman who would enjoy a good, quality sensual massage. Sometimes there is only one massage that occurs. More often, however, there will be several over a period of time.

I always take it as a compliment when a lady would like to return for more. It’s also good for her because each subsequent massage will be better than the previous, to a point. No two bodies are alike and no two respond the same. Therefore, the more I learn about a specific woman, the more likely I am to find all the right areas to achieve maximum pleasure.

When I am in the middle of a series, I don’t look for new partners. I enjoy the exploration of the current lady. Sometimes someone I haven’t seen in a while will ask and I usually say yes, so that is an exception to the norm. This process has led to some unique friendships. I’m not seeking any romantic entanglements but there is something about touching another person’s body for a couple of hours that bonds you.

Nicole’s Thong Chapter 3: Combined Nicole’s and Todd’s Stories

*Nicole’s Bedroom: Sunday 03 August 2014 23:07 HRS*

**Nicole**: It is now Sunday night, and I am naked as I type this. God, I am so wet right now from the things I am going to write about that I have to sit on a towel. I was wet and leaking through my white G-String Thursday night when I wrote my story, and the same would be true tonight, except I opted to be totally nude. I have another zip lock bag ready for Todd that has two thongs that are literally floating in pussy juice. There was a huge puddle in the middle of my bed Thursday night after I was done.and I used my towel to soak it up. When I went out of my room to get a new zip-lock baggie, I pushed my tiny G-string all the way into my pussy, and after I wrung my juice from the towel into the bag, I slowly and carefully pulled my G-string out of myself and put it into the baggie as well.

[MF] The Time I Fucked A Slut into A Seizure…

I met her on tinder. Her pics were innocent but I saw something in her eyes that intrigued me. I commented on one of her pics and we clicked from there. I invited her out that night for drinks (I tend to move pretty aggressively on Tinder) but she couldn’t make it. Thanks to the way she offered to make it up to me opened the door, I quickly recognized the sub within her and it wasn’t long before we were on the same page for what we liked and wanted.

[MF] Finally meeting my dream girl from Vegas

Long distance relationship where I finally met up with the girl. She was a teacher which I find extremely hott, fantasy achieved. We had been talking for months and she had vacation time and flew over to see me. I had a great day planned for us. I picked her up from the airport, and went back to my place. Took a nap because it was early af and she had a long flight and I had a long drive. Got up, went for a hike, had a picnik on the beach, hiked back, took a shower and changed at the house.

We planned on not doing anything sexual until later that night but obviously the sexual tension was high and we just took a shower together so she ends up giving me head. It had been at least a week of build up because she told me she wanted me to “save it up for her”. I havent gone a week without sex or masturbation since before I started mastrubating so this was quite the hardship haha. Anyway I came, and I came so hard that my knees trembled and I got light headed. Her eyes got wide and she had this devilish grin on her face. She takes me out of her mouth with a suction slurp and says “That’s the most impressive cumshot I’ve ever had. That was amazing.” I’ve never actually had a woman make me cum from a blow job before without having to palm her head like a basketball and basically do it myself so that was magic.

Karla and her daddy [MF] [Incest]

Great, the internet was out again. Now I had no excuse to not do the chores around the house. I started in the bathroom, vacuumed the hallways, and worked my way to the kitchen. I noticed my teenage daughter, Karla, sitting on the couch, taking rapid-fire snapchats of herself. Oh nice! She was blowing the data usage sky-high again!

“Hey!” I called. “Instead of bothering your friends with those goofy pictures, why don’t you come clean up your room.”

“Eh, maybe later” she replied, shrugging her shoulders and continuing to take pictures.

“That wasn’t a question.” I replied sternly. “Now quit killing the data and get to your room. I’ll even help you out so you aren’t in there until you’re a crotchety old lady.”

“What, like mom?” She replied, giggling, as she made her way down the hall to her room.

“Watch it! Your mom is not old and crotchety. She is young and vibrant and beautiful and I love her!”

“Uh huh,” she said sarcastically, “I see the way you look at her in her dresses made of trash bags”

I followed her into her room. It looked like a teenage underwear factory had been nuked, and this was ground zero.