I’d taken an instant disliking to Tracy when we’d first started working together at a large retail store about ten years ago. I was kind of a free spirit in my late 30’s and she was a close-minded bitter divorced grandmother in her late forties. I normally get on well with people, but so many aspects of her personality were the absolute opposite of what attracts me to someone that I would find myself actively trying to avoid her and, though I’d always remain civil, I would always try and shut down any conversations we had as fast as possible. Despite this, or maybe because of it, she was always making a big effort to become friends with me and I soon became suspicious that she might even be expecting more than friendship from me. This was confirmed by a mutual friend who told me that she was quite infatuated with me and was quite convinced that we would end up together. The thought of it kind of made my skin crawl and I doubled my efforts to keep her at a distance. Weirdly this did absolutely nothing to discourage her.
Category: gonewildstories
Second foursome – even more fun, no embarrassing part this time – meeting another couple [Group]
See our profile for our other stories. Ethan and Cindy were a couple I had found online. I initially contacted them because they were near us, she was shaped a little like my wife and they both seemed like they would be good to talk to. They had more experience than us in the lifestyle but not a ton. We talked to them online, had several great chats, and I mentioned that we were going out that weekend and if they had time they could join us.
Surprisingly, they agreed and we met on a Saturday night. We all 4 had a blast, we ended up just wandering in the shopping area near where we had dinner for several hours afterwards. A running stream will be how naïve I am about some of this. I don’t know why certain things don’t occur to me, but I feel like it is social conditioning, something about me assuming people aren’t going to sleep with me. You’ll see it applies in a minute.
I [F] pegged my [M] neighbor
A quick note on pegging… This is not going to be an instruction manual; there are plenty of those already. This is more about how it makes me feel.
Being penetrated is a very intimate sex act that everyone should experience, regardless of your gender or perceived sexual orientation. Being a woman, I am obviously quite familiar with being penetrated during sex but first time I was the one doing the penetrating… it was a life-changing experience and such a rush of emotions.
The first time I used a strap-on was with a woman and, emotionally, penetrating her was so beautiful that, afterwards, I was a changed person. We held each other and, frankly, a was a little teary eyed. The most profound detail was how she lovingly took me inside of her, such grace in that beautiful act of femineity. I felt so special to be the one inside of her. When I’m penetrated, and I take you inside of me, I’m giving all of me to you. I had no idea that when you penetrate, you can feel your partner giving themselves to you and just how very special that moment is for you both. Now, the other side of penetrating is the control I got to experience. I decided how she would be fucked. My thrusts ventured deeply inside of her body… inside her most delicate and guarded area. I felt intoxicatedly powerful.
My 18th birthday [F]
This happened a couple years ago, currently I’m 20yo
I had a best friend, lets call him Joe. We were inseparable and he was the best friend I could ever ask. And for my 18th birthday he gifted me something I’ll never forget.
Back to my 18th birthday, I was at his place just playing some fifa and he suddenly asked me if I was a virgin and If I’m curious about the male anatomy. I told him I was and yes, I was curious but never had any chance of getting to know better. No kidding, he kissed me. He fucking kissed me right there at the sofa playing fifa and my heart was racing, his hands were playing all over my body, he grabbed my waist and went up to my boobs caressing gently. I felt something I’ve never felt before. A warmth between my legs.
[M]y wife 42 rarely wants sex so I cheated in Vegas
We’ve been together 10+ years and my wife (42) has never been one to really want it on the regular. I’m not sure what happened but over the last couple of years it has gotten much less frequent and worse. What I mean by worse is that the sex is just – well – – – blah. We have no health issues, she has an incredible body and I am ready, willing, capable and have more than enough to satisfy.
So I was complaining to an old girlfriend (48) about the entire thing one night over drinks. We happen to be in the same city for a business trip. I had no intention of hooking up with her or doing anything to jeopardize my marriage. I’m sure you know how the rest of this story goes. One tequila shot led to another and we found ourselves at a hotel checking in for the night. The sex was amazing. I am not sure if it was because I hadn’t really had good sex in years or my ex was trying extra hard to impress. We were not even all the way in the room and she had my cock out of my pants. By the time the door closed my pants were below my waist and she was deep throating me in front of the bathroom. You know how there is the mirror in hotel bathrooms by the door – well there I was staring in the mirror as she took all of me in her mouth.
We made it to the bed eventually and I was going down on her to return the favor – another thing which my wife will no longer let me do to her. After my ex came we fucked and fucked for hours. We even had anal sex which was a first for both of us. I was blown away at her willingness to want anal because when we were together we never even discussed it. My wife has expressed some interest in anal but always changes the subject when I try to initiate anal. At most my wife will allow me to play with her anus with my fingers.
So the next morning comes around and I have to catch a flight home and my ex has to get back to her conference. She sucked my cock one last time for about 10 minutes. She kept bringing me to the edge and stopping which was mind-blowing (pun intended). I asked her why we never fucked like that before and she said “not sure but we will fuck like this from now on for however long you want. I’m not about ruining your marriage or my relationship (she has a boyfriend), so let’s plan on doing this as much as we can”.
So here I am today. In love with my wife, looking forward to fucking my ex but wishing that all of this steaming sex was with my wife. I have always had a high libido and get crazed when I can’t have it regularly. Before you advise me to try and tell my wife how I feel don’t bother. I’ve tried and tried. I told her I wasn’t happy in the bedroom but that seems to fall on deaf ears and she gets defensive.
I really do want all of the passion with my wife. She works a lot but I think she uses that as an excuse. I get the feeling she is not attracted to me and has just gotten too comfortable. It is a waste because my wife is so beautiful inside and out. What’s a guy to do?
The D.C. Girl Chronicles: Reunion – Chapter 4 [MF]
Chapter 4: Challenge Accepted
D.C. Girl likes to smoke pot…Like, a lot of pot. I’m a bit more than a casual smoker, as I mostly use it as a sleep agent these days.
She is on the opposite end of the spectrum. She can function completely while she’s high, so she smokes quite a bit on a daily basis.
All of this is to say that by the time I was done freshening up after our first fuck in over a year, she’s puffing away on a joint by the time I return.
A quick time check confirms it’s 10:38 p.m.
I join her in bed, and we share the joint. We start to reminisce for the first time since I’ve arrived.
We talk about our careers, her upcoming move, the state of our respective worlds in general. She asks if I still have the playlist I made for the trip we took for her birthday when we were together. I reply that I do, and I throw it on.
We get out of bed around 11 for food, and the best option for us at this point is a frozen pizza.
As we’re waiting for that to be done, the conversation takes a more serious angle.
First day of vacation with our swinger friends [MF]
We spent the day lounging around different pools and beaches together. Nothing overly sexual happening aside from a passing grab here or there between Angela and me or my wife and me when we were in the water together. We ate lunch and dinner together and then finally the kids went off to their room to go to bed and the four of us went to ours.
Once the door was shut, Angela was immediately ready to get down to business. She got onto the bed, practically bouncing herself on it, patting the spot next to her and calling me over to the bed with her finger. With me on one side and her husband on the other, and my wife sitting on the bed across watching, Collin took the upper half, and I took the lower half as we started stripping off her clothes. She started to do the same to me first, then her husband, until the three of us were naked together.
Filming for a younger couple and watching naked Pt 1 [MFM]
Met a couple online once who were considering a threesome but both had reservations. I convinced them that I could watch and film for them and they could get comfortable with someone else in the room. They enjoyed filming themselves and were down with a cameraman.
Tyler and Heather (fake names) were both 20. They were a cute white couple (he was cut and good looking) and she was slim-ish (big thighs/butt but a flat tummy and small boobs) and dirty blonde hair. I met them at one of their apartments one night when roommates were gone. It felt weird because I was on a college campus and bringing them alcohol (they asked for some to maybe help loosen up). We were all a bit nervous at the situation but after a few shots they seemed to loosen up a bit.
Heather had loosened up the most and got very giggly at some points, kissing her boyfriend a lot and kept saying “are we really doing this?” Tyler was like “yeah if you’re down, baby” and she smiled and say “fuck it. Who cares?” and laughed. They started making out after I told them to act like I wasn’t there. After a bit I asked Heather for her phone to record them. She handed it to me, stared for about 10 seconds and said “are you recording?” And I said I had been for a bit, which made her giggle even more and curl up in embarrassment on the couch.
My [F] Ex’s Dad keeps spoiling me
I recently (about a month ago) broke up with my long term boyfriend. We had been together for almost 4 years so me and his family know each other quite well.
His father has been like a father figure for me since I lost mine when I was young.
Nevertheless he always looked at me in a certain way. Like an appreciating look, proud or something that his son bagged me haha.
We always had our daddy/daughter days where we would go shopping, he would pick the clothes and I would try them on (he usually paid for me).
Even after the break up we still kept in contact and occasionally went out where he comforted me about the break up with his son.
He even keeps buying me clothes as long as I keep trying them on. The only thing that really changed is the type of clothing. Idk if it’s because if the warmer weather but most of the clothing is a bit risqué (tight fitting, short or with some cleavage) and I’m pretty sure he keeps checking me out.
I don’t mind it and Im pretty sure I’m going to keep doing it as long as it goes.
26 [FMM] I went to a Magic the Gathering event for attention and a self-esteem boost but ended up getting a lot more
Recently I’ve been feeling pretty isolated and needed a self-esteem boost so I (26F) decided to go somewhere I’d get a lot of attention. I put on some yoga pants, a tank crop top that shows off a fair amount of cleavage without a bra, and a plaid flannel button up over that. Then I went to my local game stores Magic the gathering draft. I used to play a bit with some friends so I have the basics down but by no means am I a regular.
When I got there I immediately got a lot of looks/stares and it wasn’t long before the shop employees and other guys were talking to me trying to get my attention. It was a lot but I definitely felt like I was special in the moment. Eventually it started after making your deck and I was matched with a pretty awkward guy who was clearly a bit unsure what to say. Deciding to be a bit of a tease I did a lot of leaning forward giving him a good view, crossing my arms, and getting close to him. He was polite enough to not constantly be staring but I did see him take a glance at my chest quite a few times. Probably the main reason I won the first round.