First time [mfm]

My now wife and at the time (25f) and me (25m) had talked about inviting my friend Phil (26m), to join us for some fun. We had never done it before and I’m not quite sure thinking back how we came to decide that we wanted to try it.

One bank holiday, Phil and I spent a good part of the afternoon day drinking. I asked him if he would be interested because my wife wanted to try an Mfm. He was agreeable and she later met us out at the pub.

I let her know that Phil was game. We soon got into a taxi for the ride back to our place. My wife sat between us. Within a few moments she was rubbing the inside of his thigh and he had his hand in her crotch rubbing the outside. She turned to me and said “he’s touching my pussy.“ I could tell she was getting very excited. When she knew I was OK with it, she turned to him and they started kissing passionately.

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.

[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.

[MMF] my first time with a couple.

So I was browsing the old Tinder-too, when I matched with this girl, cute, a little older than me. We get to talking, and she says, “I have to level with you. I’m married. I’m in here because I wanna surprise my husband with a threesome. He’s a little curious about having fun with another guy, would you be interested?” I thought about and I said “fuck yes.”

We figure out logistics, and I end up at their house. Me and her get ready together. We shower, shave, pluck tweeze, she helps me with just a little bit of makeup, then looks at me and says, “Before we get dressed, I need you to eat my ass.” So like a good little slut, I get down on my knees and get in that booty while she finishes her makeup. Then, she finishes me off with some lip liner that matches the rest of the makeup she put on me.

Wine, yoga, and my first anal experience [MF]

I have wanted to share this for years, so I am sorry if this is long.

Its 2015. I am a senior at university in a predominantly female dominated major. My class is small, the program itself is a subset of a larger college and there is myself with 14 young women, all ages 20-24. I was the token guy, however I am straight (some of the girls assumed I was gay in the beginning…just because I was the only guy). Most of the girls were in relationships. There were a few single girls there though. One girl in particular caught my eye from day one; lets call her Cara.

A girl’s obsession with cum: no pill [MF]

As I said in another post, my obsession with cum drives me to do stupid things more often than not. This particular aspect of my obsession is no different, and I know, it is dumb and a risky game to play.

When I first became sexually active, as a teen, I asked guys to use condoms, as I was not on the pill. I hated condoms more than anything, but I didn’t want to get pregnant. A bit later, I started on the pill, and while it was such a relief to say bye-bye to condoms, I noticed a drastic difference in how sex felt for me. My vagina was drier and I wasn’t as horny any more. Some women report an increase in sex drive, [unfortunately for me](https://www.buzzfeed.com/caseygueren/birth-control-and-your-sex-life), I had the drive but not the internal juices to go with the drive.

So at some point in college, I decided to stop the pill for a bit. I learned about [the rhythm method](https://www.mayoclinic.org/tests-procedures/rhythm-method/about/pac-20390918), and decided to give it a try. Sex started to feel incredible again, my juices were freely flowing, and when a guy came inside me, the cum would feel so good in my vagina, when before it was kind of desensitized. The problem was, that guys freak out to know that a woman is not on the pill, and would decide to pull out last second, instead of giving me the cum I hankered for.