I fucked 2 guys back to back to get over a breakup [FM]

Back when my boyfriend broke up with me, I told myself I would take some time to myself and work on internal things

I often lie to myself about my own intentions.

You can’t keep a good slut down, so one Saturday I decided to fill the hole in my heart with cock. Two to be exact.

The first man I invited over, I had been talking to for a few weeks and we finally decided to meet. I wore a see-through pink onesie and from his reaction when he saw me I knew I had made the right decision. I’ll call him F.

F grabbed me by my waist, pulled me up against him and started kissing me, then whispered that he was going to ‘fuck me senseless’. He pushed me down on the bed and got on top of me, ready to start working his way down my body.

His tongue swirled over my neck, then between my tits before he pulled the top down and started licking and sucking my nipples, making sure to tug at the silver hoops that went through them every now and then.

The time I [F] let my friend’s mom have her way with me [FF]

The back story: I grew up without parents. They died when I was like 3. I’ve spent most my life with my grandmother and occasionally with friends. I have one friend (We’ll call her Anna for this. I doubt she’d want her real name out here) in particular I’m pretty close too. Her mom was always like a mom to me and I would hang out with one or both of them whenever really. About 6 years ago, my friend’s dad left her mom so he could become a woman… yeah…I know… They were married for like 25 years I think. Anyway, my friend’s mom started dating women. She said she always felt like she never experimented or experienced all that life had to offer since she met her husband so early on and they had been together so long.

The story: On occasion, like I said before, I would stay with friends. My one friend in particular, i was rather close to her mother. Her mother (We’ll say Mrs. Smith) was always very open and understanding and very free and liberal with how she spoke with us. We would talk about everything. Relationships, work, school, friends, and every little detail about those things.

How a milf got [m]e to worship her orally

This story is back from when craiglist was still up and running. I had recently moved to a new city and didn’t know a single person. I made some new friends but I was still missing something. I have a lot of desires and I didn’t have a single outlet, other than masturbating which was okay but I really wanted something more.

One day, out of cheer curiosity, I posted an ad on craiglist seeking a fwb to worship. I got a few replies, and they were almost all bots or men who wanted me to experiment with them. I guess if you’ve used craiglist you know as well. But I wasn’t really interested in that. I did get a reply a few days later from an anonymous person, asking me to text her number. She didn’t include anything else in her message.

So, being the horny dude I was, and not thinking clearly, decided to text a completely random number in the hopes of satisfying my desires. Probably not the safest thing I’ve done but hey, who hasn’t taken a few chances lol. I shot my shot and she ended up responding later that night, and asking me to send her a video of myself.

[MF] The Biggest Slut I’ve Ever Used Pt.5 the Boat

As you all know by now Devon is a total and complete cum slut. As I often did, I put an add on craigslis personals, I got a response from an older recently divorced guy named Gary. I thought this would be great cause it would push her limits because he was old enough to be her grandpa. She being 23 and Gary in his early 60’s. He and I chatted online for a while so I could vet him and then iron out the details, he mentions he has a boat. I quickly formulated a new plan and asked if he would like to fuck Devon on his boat. He was totally down for it, so we agreed to set sail Saturday.

 I called Devon and told her she now has plans for Saturday, so be at my place for 9am and to bring a sexy bathing suit. As usual I didn’t tell her what plans I had for her. She totally gets off on being left in the dark, never knowing what I have planned for her or who / how many guys I have lined up to fuck her.

My neighbor and I got a happy ending [FM]

*This is an unofficial part II to the [story](https://www.reddit.com/r/gonewildstories/comments/tfw2k5/i_squirted_on_my_neighbors_bbc_in_the_middle_of/) of how I met my neighbor at a community meeting and ended up squirting on his BBC that night, and every night (and day) thereafter, for two months.*

All great things must come to an end, but my sexual relationship with dear neighbor left an irreplaceable void. Partly because once you go back…, they said. He fucked me real good. We de-stressed with orgasms at a time of professional and political turmoil. I came more than once in every session, and never again met someone who fetishized my body so.

Long story short, dear neighbor caught feelings. And he caught said feelings while also trying to get back with his old girlfriend. Game over.

As it had become routine, we automatically undressed each other, perhaps this time more intentionally as we knew it would be the last. His lips spent minutes tracing lines down my neck to my nipples, both teasing and enjoying me. My hands ran over his smooth back and arms, relishing in the strong body that had thrown me around and all over the bed with such ease.

[M]y girlfriend (19F) and I (26M) holidaying in Sicily… with her brother (22M)

This is a true story. Took place some years ago in Italy, with my girlfriend of that time. Ages correspond to that time.
It was approaching the heart of mediterranean summer. Lots of heat, bright sun, relaxed atmosphere. People in positive, cheerful mood. Taking it easy in the day and partying in the night. The summer night. By that time I was already dating my girlfriend for 6 months. Having lots of fun and lots of mutual sexual exploration. Awesome sexual chemistry. I happened to be her first. Let’s call her Maria. An Eastern-European black-haired beauty. I have given her physical description in my previous story:
[https://www.reddit.com/r/sexstories/comments/seadd1/my_first_successful_and_complete_handjob_a_girl/](https://www.reddit.com/r/sexstories/comments/seadd1/my_first_successful_and_complete_handjob_a_girl/)

Fucked a Tinder date in the parking lot [MF]

This was several years back, and I was home with my parents over the holidays. They moved to this city after I graduated high school so I don’t know anyone there outside of my family and have zero friends there. This particular Christmas was kinda dramatic and there was a lot of tension in the house (one of my brothers came out as gay to my parents, another brother announced he was dropping out of college… good times). I was dying to get out and just talk to people about literally anything but the family drama.

So I downloaded tinder… I just chatted with people the first couple days, no one really caught my eye enough to make it worth coming up with an excuse to get out of the house. But then I swiped on this guy. He was built like a Greek god (as evidenced by the shirtless photo he included) and had a gorgeous face. I swiped right and we matched :)
I didn’t waste much time chatting. Just asked him how his holidays were going and if he felt like getting out of the house or a drink. We made plans to meet at a Buffalo Wild Wings in a shopping center near my parents’ place. I tell my parents I’m meeting up with an old coworker who recently moved to the city.

My friend wanted to be featured on this account… Enjoy [FF]

*One of my best friends found out I blogged about sex and got jealous because she is quite adventurous. She’s still single so I live vicariously through her. Her sex stories are hilarious.*
*I told her I would feature her if she let me ask her whatever I wanted and transcribe our conversation. So I realize this is an odd GWS format, but I promise she has great stories. I had to alter this slightly because we kept getting off track, but enjoy.*
V: Do you want to pick a name?
S: Wait. Do you have a fake name?
V: Yeah, I go by Viola.
S: Seriously?
V: It’s my blog, fuck off.
S: Ok, then call me Sasha. That’s the fake name I give out when guys hit on me.
V: How do we know each other?
S: We met at a BBQ after I went on a terrible date and have been friends for 7 years or so.
V: So you’re single in… Do you want to pick a fake city?
S: Gotham.
V: Seriously?
S: Yeah.
V: What’s it like being single in Gotham?
S: It’s like having every option available and none. So there are 6 women for every 1 man, and they’re all rich and full of themselves.
V: Luckily you’re not just into men.
S: Yeah, thank god.
V: How do you identify?
S: Pan I guess. You?
V: I still say bi but idk what I am. Wait… have we made out?
S: Seriously? Yes. A few times.
V: I just now remembered that.
S: I used to make out with [my straight best friend] all the time.
V: What? She’s straight.
S: Yeah, but she’s a good kisser.
V: God, we were all weird.
S: And then you went and got married.
V: What’s the weirdest date you’ve been on?
S: I have so many. The day before we went into lockdown I went on a date. We accidentally wore the same outfit that should have been our first sign. He liked “Cather in the Rye” which should have been the second sign. Basically, he shit on everything I loved to the point when he went to the bathroom the bartender next to me told me I should leave. I ended up leaving the bar with a girl instead. He wasn’t happy.
V: What’s the weirdest thing you’ve done in bed.
S: You first.
V: It’s hard to quantify. I licked cum off the floor once.
S: Seriously? Why?
V: A dude told me to.
S: You never told me that one. I guess I just dated a dude who had a lot of kinks. The first time we fucked he flipped me over like I was a propeller. He put me over his knee and spanked me until I said I’d be a good girl.
V: Fuck, that’s hot.
S: Yeah and he was into weird things… Like he had a penis pump and liked hot wax a little too much. He was king of edging though which I wasn’t into.
V: You don’t like edging???
S: Sometimes but not EVERY time. I have shit to do. You need to give me my time.
V: What’s the worst sex you’ve ever had.
S: Oh my god. Ok. I was dating someone for a while and I came to his place and he broke up with me, but asked if I still wanted to have sex. I was down. It was January so I thought I’d fuck him until the Spring. Gotham gets too cold to find a new partner in winter. So I’m on top and we’re fucking and he asks if I want to try something. He pulls out a rope from his drawer. The thing was, I had seen that drawer the day before. So at some point within that 24-hour window, this dude had decided to break up with me AND bought a rope in case I was still down to fuck with bondage. He didn’t even know how to tie knots so I had to teach him like we were in Girlscouts. He got off, but that ruined the magic for me.
V: Dude, what? He sounds… interesting.
S: I attract weird people.
V: What’s the best sex you’ve ever had?
S: Probably when I lost my virginity.
V: Seriously? That’s refreshing.
S: Yeah we had been together three years. We broke up because we were going to college but decided to have sex before. Like we high-fived and everything. We got a hotel room and it was so sweet. He was also good at sex all things considered. We had chips and guac after. It was so sweet.
V: I know very few people who describe their first time like that.
S: There was another time that stands out. It started off terrible. I almost shit myself because Gotham has no bathrooms and he had to wait for me in his lobby while I got sick (*she’s lactose intolerant*). He was really, really nice about it and convinced me to stay and took care of me until I felt better. That night Gotham had fireworks and I climaxed while I was on top and looked out the window to watch them. It was just sweet and intimate. Plus he kissed me a lot during sex.
V: I hate kissing during sex.
S: Yeah, you would.
V: These stories are not what I expected.
S: Why?
V: Like my best sex stories are usually really degrading, and so many of your stories are crazy. You just like really intimate sex though.
S: With guys…
V: And with women?
S: I get really weird… Like I fisted an Orthodox jew the other night.
V: What?
S: Yeah. I’m a switch so I dom women. Generally, lesbian sex takes too long.
V: Dude, this is so weird. I fuck for hours.
S: I’m tight and it hurts. How do you do it?
V: Oh because it’s not all penetration. I play with my food before I eat it.
S: Sometimes with guys that doesn’t feel like an option. They just go for it.
V: That’s depressing.
*Men of Gotham, do better.*
V: What’s the weirdest thing you like in bed.
S: I’ve never said this to anyone, but I have a tights fetish… As in I like getting tights torn off me.
V: That’s so hot. Are you into underwear being torn off too? That used to be my thing.
S: have you seen how expensive my underwear is? Hell no.
V: Ok tell me more sex stories.
S: Oh! There was “The Count.”
V: What? I don’t know this story.
S: I dated a dude who was a physical therapist. I thought he’d be able to pop my back whenever I wanted. We were fucking and he started counting from 1-6 over-and-over. When I asked what he was doing he told me he was trying not to come. Afterwards he said it was amazing.
V: Dude, I had a dude do that to me.
S: Did we fuck the same guy?
V: Doubtful, this was in France. Have we ever fucked the same person?
S: Nah, we just had some overlap with make-outs.
I want to be clear I have never fucked this girl… Even though I probably would.
S: Oh! I once dated someone with the same name as me.
V: Did you scream your own name?
S: Hell no. I never do that anyway. I have to disassociate when I’m fucking. I bet you scream names, right?
V: When I’m told.
S: God you’re such a sub.
V: Wait, do you role play?
S: Always. Last Halloween my boyfriend and I dressed as a student and a professor. He spanked me with a ruler after. Have you done that?
V: No, I just fucked my professor instead.
S: Way to one-up me.
V: You literally dom’d a dude at a sex club last week. I don’t think I can one-up you.
S: Oh! Also a weird story, I dated a dude who used to like it when I had sex with other people. He’d tell me who to fuck and then make me tell him all about it. He said he’d physically watch his last girlfriend fuck. He also would leave random things out and tell me how to fuck myself with them when he was gone.
V: Dude, that’s so hot.
*And then we went to yoga together so the interview had to end. She’s a gem though.*

[MF] Fucking my coworker during business hours.

Ignoring Customers To Fuck A Coworker [M]

I used to be an assistant manager at an auto parts store and we almost never had any attractive women come in. It was bad. Literally anytime a random woman would walk in the guys would get all excited. That’s how bad it was. Every once in a while we would at least hire a cute merchandiser (employee who set up displays and put away freight) to join our team.

One time my boss hired a merchandiser who just so happened to be the cousin of my sons mother. My sons mother was an extremely beautiful latina and you could say the looks ran in the family. The difference between my sons mother and her younger cousin was in the upper region of her body. Lexi, let’s call my baby mama’s cousin that, had the biggest set of knockers you could dream of. Not the saggy tits that lay flat and have hardly any firmness to them. They would sit nicely in that green button up uniform. She also had the juiciest set of lips any man could ever want in a fuck toy. You couldn’t help but wonder what they felt like gripping your cock as you slid it in and out of her throat.

[MF] When I was (18M) my parents made me see a life coach (34F). Little did they know I was going balls-deep inside her every session.

I was smart enough but I didn’t care much about high school, so my parents decided to send me to a “life coach” my final year. Her office was in her home. She was professional but very hot—a tall, mid-30s vixen with long dark hair and a very tight hits-the-gym-every-day body.

I never had any problems getting girls, and I could tell immediately she was attracted to me even though she tried her best to hide it. She wore a satin shirt with the top two buttons undone—when she noticed me staring at her exposed collarbone she blushed. She gamely tried to guide through the standard initial questions but halfway though our first session I decided I wasn’t into it and I though what the hell and leaned in and kissed her. She froze at first and then responded. Pretty soon she was slipping my tongue in my mouth, and ten minutes later I was kneeling over her ass on her expansive bedsheets and pounding her from behind.

No rubber. I didn’t care, and I guess neither did she. (I found out afterwards she was on b/c.) My first time sliding in raw.