I fucked [m]y friend’s [f]iance.

Throwaway because people know I Reddit.

A little background about myself. So this story began at the start of 2013. I just received a promotion that required me to relocate several states away. I was 33 at the time, single, never married, and no kids. I decided after a couple long term relationships that monogamy is not for me. I love dating new and different women. And I’m always up front with them and tell them I’m just looking for NSA dating. The women are more often than not OK with that, to start. I think they like the challenge of “oh, I can change him.”

I was pretty nerdy and fairly quiet in high school and college. After I started my career and got older, I started getting more confident and my success with the ladies just skyrocketed. It didn’t hurt that I had a nice job, made nice money, and dressed very well (shout out to /r/malefashionadvice). I’m not tall and don’t have a huge cock, I’m lucky to hit 6 inches on a good day, but the ladies don’t mind. I know for a fact because they always come back for more.

My (F18) first time with an older guy(M27)

Okay so this is a throwaway account because if this got out in my friend group he would be screwed. For reference this kind of happened over 3 non consecutive day as i get fucked by this guy twice. This is his first time fucking me, if y’all like this I’ll post that other time too. Also something you need to know about me, I’m very dense so it’s hard for me to realize someone has interest in me and I’m usually too shy to go right out and ask someone to fuck me.

So it started out as a friends night the first night, the guy had been going through a rough time after a messy break up and I was hanging out with him more often to cheer him up. Were hanging out in his apartment watching Stranger Things and we ended up having a tickle fight. This guy is a good bit bigger than me so I do not do a lot of winning in this tickle fight. (I’m curvy at 5’8″ while he’s husky at I would think 6’2″)

The thing is while he’s somewhat ticklish I’m only ticklish one my inner thighs and arm pits. My inner thighs are also a place that turns me on a lot.

Four couple swap continued: My wife (F40) takes our friend’s (M43) thick cock in every hole

When I left off on [Part 3]( https://www.reddit.com/r/gonewildstories/comments/510e4u/four_couple_swap_part_3_the_night_i_m39_and_a_my/), we had just left Scott and Karen’s house for the second week. I had been with the petite Amy, while my wife Kristin had been with Mike, her friend Gina’s husband.

When we got home, Kristin said she was thinking she’d take a quick shower and then get ready for bed. As soon as she got the romper off I noticed she had a bra on but not panties. I grabbed her, kissed her deeply and brought her over to the bed, laying her down and bringing her legs up. She said, “baby, that was a lot, let me take a shower and we can do this tomorrow”. I slid my way down to between her legs, and in the near darkness of our bedroom, could feel her pussy was engorged, and quite wet. I quickly got up, turned on the bathroom ambiance lighting, which provided a nice level of light into the bedroom, and retuned to between her legs. If you think a freshly fucked pussy or ass is hot, seeing one (or both) after taking a rather large cock is incredibly hot. I reached my tongue out to her clit, and she immediately moaned, saying, “You don’t need to do that” quickly followed by “oh my god that feels amaaazing!” Her pussy was swollen, lips slick and wet, and I slid my tongue across every surface. I had done this after fucking her myself before, and we both always enjoyed it, but this was frankly, a different mental experience, and I think we both got off on it. The taste wasn’t bothersome at all, and while the smell was a little more pungent than I was used to, her moans were keeping me occupied. I pulled up briefly and said, “wow, he really came a lot didn’t he”, she said, “please don’t stop, I’ll give you all the details if you just don’t stop.”

Today I [F, 18] lost my anal virginity to my boyfriend [M, 18] in the shower (period sex, anal play)

My boyfriend came over last night after being gone for the week. He got here pretty late, so we ate dinner and almost immediately fell asleep after. We usually sleep naked, but I was anticipating my period, so I wore Nike shorts with a pad to sleep.

When I woke up this morning, my boyfriend was cuddled up against me. I wanted him so badly. I checked my pad and realized I hadn’t started bleeding yet, so I grabbed his hand and started sliding it into my shorts. He perked up and hesitated, surprised that I was letting him finger me because I usually avoid period sex due to the mess. When I told him I hadn’t started bleeding yet, he immediately started up again. He took my shorts off, leaving me naked, and started rubbing my clit. I wanted him to be fast, since I was afraid of bleeding on my sheets, so I moved his hand lower and he went into my pussy with two fingers. I gasped when he went in me, my pussy hadn’t gotten any attention while he was gone. Then he started to push up deeper into me, fingering me with the “come hither” motion (my favorite). My eyes went wide when he hit my g-spot. I felt like I was in heaven. He tried to bring me back to reality by kissing me on the lips, but I couldn’t come back. My eyes remained wide and slowly rolled into the back of my head. And then I realized… I needed more.

[M]y night [F]ucking a friend at her house party (long)

This one goes back 2 years ago. It was a Saturday night, which for me started at a house party that tanked by 11PM due to some drama. I said my goodbyes and headed out, but wasn’t ready to call it a night yet. I remembered this hot friend of mine, Stacie, was also having a house party, so I decided to head over there and see what was up. Kind of a risk of a pointless time, but you never really know! When I arrived around midnight, I walked up her driveway, and could see the party was still going on, but she was out in her front yard taking her dog out.

Perfect.

We exchanged pleasantries, and she mentioned it was great to see me. She was wearing a skirt, and a blouse unbuttoned 1/2 way down, and making intense eye contact while we were talking. It wasn’t long til she found an excuse to hug me, and give me a kiss on the cheek. Seconds later, we were making out, and our hands were all over each other. I asked her if she wanted me to come in, and she said “Go to my bedroom, and I’ll be up in a couple of minutes”. I walked into the house, and there were a bunch of people still there; I quickly made my way upstairs, trying to avoid eye contact or acknowledging people. I noticed there were groups of people hanging out in the other bedrooms, but luckily her room was empty.

Four couple swap – Part 3; The night I (M39) and a my wife’s petite friend (F37) experienced each other for the first time

Back in March, my wife and I and three other couples who we are really close friends with started swapping after a drunken night of innuendo and a joke that two of them were swingers. We didn’t start this in a drunken state, but instead, waited a couple weeks and planned it out in excruciating detail, which I think helped to make it something that we decided to continue to try in various permutations. If you want more background on us, or how this came to be, the previous two stories are here:
[Part 1]( https://www.reddit.com/r/gonewildstories/comments/509ln3/the_first_night_of_six_months_of_swapping_with_my/)
[Part 2]( https://www.reddit.com/r/gonewildstories/comments/50hahx/mf_our_first_night_of_swapping_with_3_other/)

In the days that followed the first night we were all together, we each talked with our spouse, about how we were feeling about what happened that night. There was unanimous positive sentiment about the situation, and enthusiasm to try it again with a different pairing. The upcoming weekend wasn’t an option for us, as two of the women would have their period, so we decided to delay until the following weekend to repeat our activities, and use the upcoming one just to hang out in a friendly situation with the kids, etc. to make sure there wouldn’t be any weirdness.

Fucked my grad school colleague and long time rival [FFM] [light spanking] [anal play]

If you are anything like me and sometimes like to skip straight to the part about the sex, I’ve marked where it starts **in bold**.

I’m a grad student who has been at the same university for 7 years. In my undergraduate years, people would frequently mistake me for Grace. I would get called by her name. I would have people comment on something I had supposedly said or done that I would later find out was something she had said or done.

Grace and I both have tattoos, are both tall, thin and athletic, both live in skinny jeans and boots, and are both high achieving students. In our undergraduate years, we never had a class together and there was no overlap in our social circles, so I never once spoke to Grace. In truth, I think I was slightly jealous of her. I felt like she was a hotter version of me and I didn’t like it.

What to do when house sitting? Have a foursome of course! [24M/20F/26M/24F]

Last weekend we met with a couple who had contacted us through an app and said they were house sitting that weekend for some wealthy family friends and asked would we be up for having some fun. We agreed and set about planning.

We went to a nearby hipster bar and patiently waited for them. This was our first foursome with another couple so it was a little nerve racking. We thought every other couple we saw walk in or walk past was them, despite seeing pictures Jess asked ‘is that them?’ pointing at an elderly Indian couple. ‘I hope not’ I retorted, chuckling. Less than 3 minutes later we saw them across the road and walk into the bar. Exactly as their photos had looked like. Zach was around 6’1” with longish hair and a beard who clearly worked out, Eva was 5’8” with long brunette dip-dyed blonde hair. She was wearing a lovely tight green dress which showed off her fantastic legs. To those of you who haven’t read out previous stories/posts Jess is about 5″7′ with a knock-out rack (34DD) and an incredible arse (UK size 10) and gorgeous olive skin. I’m taller at 6″2′, slim build, celtic features. After greeting them and getting a few drinks we started chatting.

Loving this scene

However, kissing was not enough for either of them. He began to take her clothes off, allowing his eyes to capture and savour every inch of her perfect coffee-toned body. He ran his hands over her silhouette slowly while never breaking eye contact. He noticed how hard she began to breathe. He felt pride rise within him to know that he could get that reaction from her.
Noelle purred like a kitten as Aaron lifted her onto the table and began to strip her of all her clothes. All this time she’d been waiting for something to transpire between them, and now that it had, she couldn’t quite believe it.
His kisses were warm, and silky-smooth, traveling up and down her exposed collarbone to the cleavage formed by her breasts. She could feel her groin starting to clench, her body tightening itself as it prepared for a delicious orgasm. Noelle’s body had been longing for, no, craving sex for the past few weeks. She just hadn’t realized it. All that work she had been doing was to work out her inner sexual frustrations. Now she had Aaron for that.
He took one of her nipples in his mouth and he felt like he was in heaven. It was a hard, delicious brown nub, and he bit and sucked until he felt the head of his penis swell with pride.
Noelle was plump and slim in all the right places. Her curves made Aaron hungry and he found himself biting down on her hips, her breasts, the swoop of her collarbone. Aaron felt like he had never felt before, like a slumbering beast finally awakened.
When he moved his hand to caress the other nipple, she buckled under him and fell from the table onto the couch. He used this to his advantage as he kneeled before her, opening her legs. He had all intentions of pleasing her tonight.
Aaron felt hard just touching Noelle. She had her hands in his hair, and was raking them across his back. His tongue flicked her inner thighs and he looked up just as she groaned and bit her lips. He used his hand to cup her womanly place and give it a little squeeze. He felt how wet she was even through the fabric of her underwear and he licked his lips.
He slowly took her panties off with his teeth, a skill that he’d mastered years ago. He opened his mouth and let his tongue roam free over her secret place. He couldn’t get enough of it as he plunged his tongue deeper and deeper into her.
The second Aaron touched his tongue to her clit, Noelle cried out in pleasure. Never before had she felt this way, like her body was spiralling out of control. Aaron seemed to be an expert, for he licked and bit at her pink pussy like she was a tropical fruit waiting at the end of suffering, starvation.
When at last a climax came, Noelle thought they were finished. It started out as an itching in her clit, then burst into fireworks of giddy pleasure that ran up and down her thighs and stomach. She gasped, rearing her head back, and gripped the couch for support. Just when she thought Aaron was done, he set to work licking her again, this time faster.
He slid a thin finger inside, loving how wet she felt. He began to writhe back and forth, wanting to bring Noelle to another steamy climax. She wore the look of pleasure elegantly, and he could tell it had been a while since a man touched her like this.
Climax after climax, he urged every last bit of passion from her. But he wasn’t done with her yet and he was about to show her just how much he wanted her.
In one swift motion, Aaron shucked his clothes.
Noelle was still recovering from getting the best head in the world when she saw him positioning himself between her legs. Before she could say anything, he slammed into her, causing her mouth to drop open and a loud moan to escape her throat. Noelle had never felt this type of pleasure before and she found it to be exhilarating.
Aaron’s penis was large, and it filled her to the brim. As he rollicked back and forth, she felt something she’d never felt before—the tip of his head hitting against her G-spot. Already so sensitive from the previous orgasms, Noelle felt her legs beginning to buckle again.
Aaron noticed and lifted her soft, caramel thighs, using them as leverage to pump harder and deeper into her wet cavern.
She found him to be the most skilled lover she had ever had, and she responded to his every move as he brought both of them to the mountaintop and then down the other side.
Aaron knew he was about to cum, but he held it in just a little longer, willing his own orgasm to wait. The veins on his penis were practically popping out, and each time he passed Noelle’s lips, his cock ignited with fury. At last, he couldn’t hold it in anymore.