Long-time Fantasy Might Happen Tonight [MF] & [MFM]

I’ve had the hotwife fantasy for a long time. This usually involves me [40M] watching my wife [35F] from the same room, but the idea of her doing it without me there is also really hot to think about. We have had threesomes over the years, we both get really into it. The last time was in Sept and it was with a buddy of mine. The plan was for him just to watch us fuck but it turned into her getting spitroasted by us, but he didn’t fuck her, just got his dick sucked while I fucked her. It was really hot and my wife and I still talk about it when we’re having sex. Sometimes we talk about it when we aren’t having sex and it then leads to sex anyway.

The Time [M]y Girl Suggested a Homemade Gloryhole

A few years ago, my wife (girlfriend at the time) and I had just moved in together. Our sex life was wild, and everything was really going well. Since this was our first place together, we had some decorating that needed to be done as well as some new furniture that needed to be purchased. We had this high-top counter that needed some chairs that were higher than your average dining table chair. So, we ordered two high-back barstools that could fit perfectly in that space. The barstools arrived a few days later in these massive boxes. After unpacking them and breaking down the boxes, my girl and I spent the evening cooking dinner and drinking wine. Throughout the evening we started talking about fantasies, experiences we had up until that point. The wine was flowing, and we started getting a little more adventurous with out conversation. I told her how I was turned on by the idea of people watching us, which got her pretty turned on as well. She had unzipped my shorts and had been stroking my cock while we were discussing these fantasies. She looked over to me, while stroking me, and says to me, “You know what these boxes could be perfect for?” Not sure what she is getting at, and also rock hard at this point, I ask her to tell me. She told me, “I can get on my knees and you can cover me with this box and make it a gloryhole.” I almost came just from her suggesting that. She smiled at me and then started sucking my cock right then. I tried to play it cool and told her how hot that was. She made me cum within a few minutes after suggesting I turn the box into a home gloryhole.

Follow-Up: [M]y New Telework Office (Guest Room) Can See Right into My Neighbors [F] Window

A few months ago, I [wrote](https://www.reddit.com/r/gonewildstories/comments/g14931/my_m_new_telework_office_guest_room_can_see_right/) about the attractive neighbor that I can see across the street. My guest room, that I have now turned into my telework office, is directly lined up with the windows of her apartment. A brief background to this situation, a sexy, early to mid-20s woman, moved into the apartment across the way in January. The front of my house looks into the rows of apartments across the way. I’ve never paid close attention to this window because I’ve never really used the guest room for anything until now. However, once lockdown started, I was spending most of my days in this room. She always leaves her curtains open and we have made eye contact and even acknowledged each other in the past, so she certainly knows that I am in this room and that I can see her. As with most of us right now, we are doing our work in our most comfortable clothes and only getting dressed when we have to do a Zoom call or conduct any business where someone might see us. A few months ago, she started walking around her apartment in only her underwear, even after her shower when she came out of her bathroom with a towel around her and one wrapped around her head. Over the last month, I have probably seen her partly or completely naked 4-5 times per week, which probably doesn’t count the times I miss it. I get excited when I see motion out of the corner of my eye, knowing that she is there again, walking around her apartment in little to no clothing. As I stated before, I usually pull my cock out at my desk, waiting to see what she does next. From her perspective, she can see me at my desk, working on my computer, with my computer screen partially shielding my face from her view, but when I am sitting at the computer, she can’t see what I am doing.

The Time [M]y GF’s [F]riend Caught us Fucking and Stayed to Play

Like many new couples, the early days/weeks/months of our relationship was very hot and very sexual. We fucked every day, sometimes many times per day, pretty much any free time we had together was spent all over each other. We talked about fantasies that we each had, we talked about past experiences with other partners, and even things we still wanted to do. She told me about a hot college experience she had with a MF couple and I told her about some of my past experiences, how I had shared my ex with a friend of mine, and how I had been the extra guy in a few MFM threesomes. She was pretty shocked that I had been okay sharing my ex with another guy. She was more surprised that I was more than “okay” but that I loved it and fantasized about her like that. Over the next few months we would talk about it every now and then, or I’d make a “joke” about my friend and I having our way with her or how I wanted us to be watched when we were fucking. She’d smile and laugh at the “joke,” but she knew that I was serious, and it was starting to turn her on thinking of it. Our 4th floor condo had a huge sunroom and she’d often walk around the condo topless or naked because we were high enough up that people on the ground floor couldn’t see in. It was a really small one-bedroom condo, so space was very limited. I made the sunroom a walk-in closet for her, so she’d be in there working out, doing yoga, changing clothes, etc. However, if someone was in the sunroom, they could definitely be seen by people on the ground or in the adjacent building, especially if they knew where to look. I loved seeing her laying out naked in the sunroom, knowing that she was slightly on display and that some lucky people could look in and see her. One night we came in late from a night of drinking, I led her into the sunroom and removed her clothes. I put her naked body up against the windows, so that her tits were pushed up against the window, exposing her to anyone that happened to look up and I fucked her up against that window, not knowing who could see, but excited knowing that someone could. The next morning, I looked over to the sunroom and could see the smudges on the windows, leftover evidence that her tits had been smashed against the window as she was getting pounded against it. I asked her not to clean off the window yet, just so I could remember the night for a while.

The Unexpected New Year’s 2013 Threesome [MFM]

This night had started like many other New Year’s Eve celebrations. A few of us had decided that we were going to a local movie theater and drafthouse to watch the ball drop in Times Square this year. This drafthouse was known to the locals and had plenty of seating, drinks, and food. I went there with three really good friends (two male/two female). Over the past few months, I had been occasionally “hooking up” with one of the girls, but it was never anything more than make-out kissing and groping each other on the couch when everyone was asleep. I’d wanted more and she had told me that she did as well, but at this point, this had not happened. The other interesting note is that she had also “hooked up” with the other guy in our group, who happened to be (and still is) my best friend. It was all innocent, very much like hooking up in High School. Leading up to midnight, my friend seemed to be in the lead with her, she was flirting heavily with him, touching his arm, hugging him, etc. Once the ball dropped, we all celebrated, she went in for a big kiss from him (I did get a kiss from her but not like my buddy did!). I had no expectations really, so I wasn’t that upset about it and neither of us were dating her, so no lines had been crossed and there was no reason to let it ruin my night, I was having a great time.

Getting Jerked Off Under the Covers with a Room Full of People [MF]

I used to be a lifeguard at this indoor pool that was part of a large recreation center. This was pretty much a part-time job and there were only a few of us that worked at the pool. One of my friends from the pool and I planned to go to the beach after work got out. His sister and her friends had rented a beach house for the week and he wanted me to go with him for the last few nights that his sister had the house. I didn’t know any of the people there, but figured that it would be a lot of fun. I didn’t get out of work until after 9:00 pm and we still had a 6 hour drive to the beach. We kept fueled my coffee and music the whole night but finally got there really early in the morning and decided to stay up all day, drinking and hanging out.

Sharing a Girl with my Roommate – [M]y First Ever Threesome [MFM]

I never got the full college experience because I joined the military right after High School. Even though I initially missed out on all those college parties with college girls doing their best to make their parents proud, I would say that my time in the military was equally good, if not better. People got passed around the barracks like the plague (too soon?!). But the experience I’m detailing this time came a few years into my service time. I was stationed in South Korea and I was posted to a really small base which was located in a pretty remote area. Those of us that were stationed there spent a lot of time together and drank together almost every night. This assignment was considered to be a “hardship tour” back then, so you couldn’t bring spouses or any family with you for that whole year, they had to stay back home. This usually caused problems with families because for that year, you were isolated and living in close proximity to people in the same situation as you. Plus, there was lots of alcohol and you also had access to local girls living off of the base. What I am saying is that there was more than enough opportunity to get yourself in trouble. I had a pretty serious girlfriend back home when I left, but over the first few months that relationship had become pretty strained. We didn’t have FaceTime, Skype, Zoom, or anything like that to help us and our communication really suffered. I had access to email and phone cards that I could purchase minutes to call home. It was difficult and I don’t know how any relationships survived. I knew mine wasn’t going to survive and so did my girlfriend, so I stopped caring at some point.

My [M] New Telework Office (Guest Room) Can See Right into My Neighbors [F] Window

Now that I’ve started working from home, I decided it would be best to actually set up an “office” for me to work out of. I bought a new computer desk and monitor and set it all up last week. I’ve known that this room looks out the front of the house and there is a narrow street and then across the way is the backs of an apartment complex. On the 2nd floor, which is exactly even with my window, are large windows looking into an apartment. Over the two years I’ve lived here there have been a few people living in there, none really worth mentioning. But in January a young woman, early to mid-20s moved in. From January until the COVID lockdown started in March, I probably only saw her a handful of times. But now that she is working from home like the rest of us, I have seen her every day. The way that my desk is setup, its hard for her to see me in the room, but she has before and she knows I am in here.

The Extremely Random Night I was Invited into Threesome with my Neighbors [MFM]

I had been going through a rough time in my life, my relationship with my girlfriend had just ended, and this day had been the day she moved out of our place. It was bittersweet because the relationship was definitely over, but I knew that I was going to miss certain parts, especially the sex that we used to have. But that is life, we deal with it, and we move on. It was a Friday night and my friends had taken me out to help me “celebrate” being single again and to help me forget about it. I was having a great time with them, which meant by last call I was drunk and ready to go home and either jerk off or pass out…or both. The Uber driver dropped me off at my apartment building front door and I got on the elevator with a group of people that had also just finished up and was heading to one of the apartments to continue the party. There was one guy in there that I knew as a fellow dog-walking owner and we had seen each other out and about on our walks. He invited me to come have a drink at this other guy’s apartment (where they were all going). I figured this would be a good chance to meet some new people and I felt like the night was still young and could keep it up (the drinking) a bit longer. We got to the apartment and got a few drinks made and were all just hanging out, telling jokes, normal late-night conversation. After an hour the crowd started to thin out, except for the guy that invited me up (Rob), the guy whose apartment we were in (Danny), Danny’s girlfriend (Cindy), and me. Danny came up to me and asked me if I was gay, which kind of surprised me, but I tell him no. Apparently, Rob is gay and had invited me up because he was interested in me and that is why Rob hadn’t left their apartment yet. I decided that it was probably time for me to leave and was making my rounds saying goodbye and notice that Rob had already left for the night. Turns out that Danny had told him that I was a “no go” and left. I guess I ruined Rob’s night, sorry man!

That Time that my Buddy and I Jerked Off to Naughty Videos of my Wife [MM]

I wrote earlier about a threesome that my wife and I had with a friend of mine. It was one of the hottest nights of my life, seeing her completely losing control and being filled up by our cocks. I had known for a while that my friend had a thing for my wife, it wasn’t much of a secret. He never crossed the line with me, but I also liked knowing that guys (and girls for that matter) were into her. She is sexy and who wouldn’t be into that? He and I go out for beer all the time, so he knew a lot about her and about our sex life. I always liked talking about it, seeing people react to it, it’s a turn-on knowing that people are thinking of her that way. He had dated a girl for a few years, and they recently had a pretty bad break-up, so he and I went out to talk things over, get drunk, talk shit about her…you know, the usual. He told me how good she was at giving head, that he was really going to miss that. In the bar, he pulls up a video on his phone of her sucking his dick. I was a little caught off guard but played it cool. She definitely looked sexy, sucking his dick, really getting into it. I was a little surprised he showed me a video with his cock in it, but hey, can’t show the dick sucking video without showing the dick. I decided to be fair since he showed me his video, I pulled up a quick video of my wife playing with her pussy for him to see. I could see it in his eyes that he was really excited to see that, which really got me turned on. I loved knowing he’d seen that video and would be thinking of it later.