[F] I wingwoman’d for my colleague [M] and hooked him up with a friend [F] after his drought. He did anal for the first time and now jokes that he owes me forever

My poor friend. I work with him and he went through a rough breakup. Anyway, after a few months, I told him he has to get back out there. I could see his confidence had seen better days. I had to do something productive.

In steps my friend, Erin. She met after work one day and said he was rather handsome. He had zero idea. So, I made she sure DM’d him, and before I knew it, they’re talking loads.

I joked I would stay out of it but secretly hoped they’d have fun. They both seemed a little shy and maybe it’d cancel things out.

After two weeks of talking, one day, he says he and Erin spent the night together. I felt like such a good wingwoman. I didn’t ask specific details, until he randomly came out with, “I did anal for the first time.”

I nearly spat my drink out. Erin was NOT the friend who I’d imagine doing anal. It came out of nowhere. We’ve spoken everything sexual and I knew she’d never had a dick between her cheeks.

The brief silence and random facial expressions from me resulted in a, “I owe you until the end of time.”

I like wearing my exes panties.. [M]

Here’s the truth.

As y’all prolly know or figured out, I’m very submissive. One of my exes used to make me wear her used panties and I fell in love! Idk, I got a big (8 inch) cock and i love how tight it makes it!!! It’s almost like a cock cage cause when I wear them I can’t get fully hard! And the back makes me feel so dirty with the slim part running through my ass crack.

Well, after my ex broke up with me, I maybe told her I lost her panties and kept them secret. I have them still years later and still sometimes wear them to sleep when I’m feeling extra submissive and horny.

Wild summer night with Heather [M35 F25] [romantic] [swimming pool] [party] [first date]

One day I decided to go to a party at a friends house. They always throw the best parties. I’m mingling with the crowd until I lay eyes on this strikingly beautiful woman sitting by herself on the couch (age about 25, around 5’7″ 130 pounds with long thick black hair, porcelain skin and big vibrant blue eyes.) She was wearing a grey hoodie and short jean shorts. I couldn’t help but casually glance at her smooth muscular toned legs every now and then. She noticed me looking at her. A sly grin on her face so I walk up to her and introduce myself and so did she. Her name was Heather and said I’ll bet people call you McFly a lot huh bro? (my name is Marty). We talk and shoot the shit and laughing her head off at my corny jokes and was amazed to find out that she loves retro video games and classic rock music. I was bonding really well with Heather and it felt good as I realized I made a friend (I have Aspergers so it’s really hard for me to form relationships). I start to establish physical contact by brushing her arm after I’m laughing at something she said. After a while I then put my arm around her and continue talking. She asks me if I want to go outside to toke up and I follow her while she takes me by the hand. We go into the backyard and blaze up and under the moonlight I’m staring into her eyes and her smile indicated that she wanted to kiss so I slowly lean in go for it. I rub the back of her head and she has both hands on my cheeks. A minute in some drunkard stumbles and talks shit to us. We both laugh and she sarcastically says “this is all I wanted to fucking see rolls eyes”. I’m loving her sailor mouth sass as well. I suggest we go to her place. I say goodbye to my friends and we take off in her car. As we’re in the car the smell of her perfume is making my heart race even more. We get to her house which is on the smaller side but very well kept. I open the door for her and pin her and kiss her super passionately. She unzips and removes her hoodie to reveal her bra. Her arms are toned and has partially visible 6 pack abs and natural B cup sized breasts. This was a hot summer night and we walk to her backyard that has a huge inground swimming pool. She whispers in my ear “wanna go for a swim” and while she’s maintaining eye contact takes off her bra and jumps in. I feverishly strip to my boxers and jump in as well. I unzip her shorts and pull them off and realize she was going commando. She’s holding onto the stair bars as I clamp onto her thighs rubbing and licking them and processed to feverishly suck her big puffy nipples like a starving man stranded in the middle of the ocean then begin to eat her out. Her pussy lips were really meaty and my head was spinning in intense lust while burying my entire mouth in her. Her moaning was adding to the euphoria. She then goes under and pulls down my boxers and my dick springs out rock hard. She comes back up and we kiss again as she’s jerking me off. She smirks at me and goes down underwater again. She’s sucking me but see bubbles rising to the surface (gagging) every time she’d try and deepthroat me (I’m 6.5 inches so it’s pretty difficult to). I then
go under eating her out and blow bubbles into her pussy. We try to fuck underwater but the friction is painful so she gets out and lowers her ass as I’m still in the pool. I’m 6’4″ so my dick in at height with her pussy and go bareback in her while both trying to not cum and pleasing her at the same time (no kids for me haahhahahahaha). I last 10 minutes and she’s in a state of orgasmic bliss. I hop out and she’s on her knees panting frantically as I cum into her mouth. I tend to have a large volume of ejaculate and she’s loving it and swallows it. We both towel off and cuddle on the grass naked while looking at the stars. 9 month later she has some “news” :O ….. just kidding. We end up marrying a year later and still going strong :)

[m]y MIL had me [f]I’ll her up pt 2

Here is part 1 from this story

31[m]y mother in law had me 57[f]ill her up from gonewildstories

As my mother in law is rubbing her ass on my dick I slide my hands around and start teasing her nipples. I’m squeezing them and pulling on as she’s giving off soft moans and flips herself around to face me. I start grabbing her ass as we make out like high schoolers. After a bit of this she pushes my head down and I pull her legs up as I’m staring right at her pussy.

I dig my tongue right onto her clit while I’m sliding two fingers in and out of her pussy. Her hands are pushing my head down as her moans get louder and louder. My cum is leaking out of her and I’m getting a little taste of it but she won’t let me up as I can feel her getting close to cum. After another ten seconds her legs stiffen up and start shaking as she just shouts “oh fuck yes that felt so good” I just got my wife’s mom off for her first time in years.

My Husband walked in on me getting my guts rearranged by our neighbors son (33F)

Not my proudest moment but here it goes …

I had been having an affair with our neighbors son M19 (Adrian) for around 6 months . I love my husband but for while our sex life hasn’t been good . he is just so fucking good that my body literally craves him & his big dick.

I typically will have him over while my husbands at work 1-2 sometimes 3 times a week . Most recently , this past Tuesday . I rush home from teach at about 2:30pm and I typically have until around 5:30-6pm before my husband is out .

I get home quickly change into something sexy so I can greet Adrian in lingerie . We go upstairs to my room and start our session. I start sucking his big dick .

He is literally 8.5 inches long , super thick & veiny … type of penis you have to use both hands and your mouth on . I typically use my mouth to pleasure him until he decides it’s time he wants to use my body .

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Categorized as Erotica Tagged

Our one-night staycation was a marathon fuck fest [MF]

This one might be a little different. Props to all you adventurous types out there who swing, or whose spouse’s best friend just happens to be freaky in the right way. Sometimes I think that would be cool to experience, but it’s never been our life. There’s a little background, but scroll to the *** to get straight to the action. Sorry if it’s super long; this is my first gonewild story, and it doesn’t make a lot of sense to break into pieces.

My wife J [F47] and I [M47] have been married for 20 years, and together for 30. We met the first day of college, and are each other’s first and only sex partner. Over the years, we’ve run the gamut from fucking multiple times a day (mostly in college, big shock), to long droughts where once a month was ‘frequent.’ We have kids, and she had a high-demand job for 15 years while I was the stay-home parent. I spent a lot of solo time with porn (wish I’d known about gonewild and its sibling subreddits years ago), but of late that hasn’t done much to quell the horniness.

[MF] Future plans.

I [27M] have a [24F] sub. She’s a full sub. She loves being given tasks, both sexual and non sexual. This is because she likes being praised. And that I do.

Now, she recently overstepped on the obedience app. So I have to punish her.

I had planned to give her a task on our next session. What I had in mind is to tell her to be a good slut and suck my dick while I watch my favourite show and drink my favourite drink. Her task is actually a challenge. If she can make me cum within the 20 odd minutes an episode lasts, she will be rewarded. However, if she fails she will be punished.

I want to not be disturbed, so every mistake will have retaliation. Teeth? That’s a slap, and strike one. Strike 3 will mean her hand privileges are revoked and just made her job harder. Additionally, if I notice her mouth has not been busy for a bit too long, it will also mean her hands get tied behind her back.

I am still training her throat, so this will be a difficult challenge. But 20 minutes is fair in my opinion.

Hooking up with the hot punk high school girl from the grocery store , Part 4. (M22/F18) (Age gap) (blowjob)

After our afternoon hookup/nap, Liz and I got dressed again. It was Saturday night and my friends were still in town for the big party that my housemates and I were throwing. As I previously mentioned, this happened in the mid 1990s. My housemates and I were renting a run down house in a close in suburb to a major US city. The house had a basement with the fake wood paneling that many american homes had installed in the 1970s. There was a beat up, old shaggy carpet in the basement and several couches. In one corner of the room, my band had our instruments, PA system and amplifiers. There was an unfinished laundry room and a bathroom down there as well. We had a ton of people packed in the basement and more people standing outside in the cold, smoking cigarettes. Upstairs, there was a nicer living room, although we had it decorated with thrift store furniture, a kitchen with 1970s decor, and all of the bedrooms.

“Breathe for Daddy.”

Your cock is throbbing-hard as you force yourself into me again, jerking my whole body. Your pace is slow and so deliberate, strong and almost shocks me each time.

We’ve been fucking for the whole afternoon. I’ve taken your pounding cock so many ways, I’m exhausted and sore… how are you still going?

It’s been a long, rough session. My skin is swollen, tits red and bouncing with your hard thrusts. You pause.

Your hands touching, running over me feel a little bit painful but hot-sting soothing on my welts.

After a minute of you caressing me nicely, my body relaxes, trusting that your slapping, twisting, pinching, biting is over for now.

My body is begging for your kindness. It needs rubs and pleasure, Daddy. Please. Enough hard love for just a minute. I squirm under your palms, flattened on my tummy.

“Mmm good girl… Daddy will make you feel nice. Do you want that, babygirl?”

I can’t help but smile, eyes closed as I exhale deep, nodding.

Snow Day Affair [MF]

During the time I was in an affair with a co-worker, our employer would practice snow days based on the local schools. If the nearby school was delayed or closed due to snow, the office would follow suit. My coworker who I was in an affair with had kids who attended a different school didtrict. They did not have a snow day and our office had a late start. So, we decided that I would make the trip to her and she would sneak me into her house.

Her husband was always at the office early (regardless of weather), so after she dropped her kids off, I met her at a nearby park to leave my car. Quickly hopping into hers, we lowered the seat and snuck me into her house. Our hands immediately reached for each other’s desired body parts as we stepped in from the garage. My left hand gently pinching her nipple through her clothing, right hand reaching for the button on her pants. Both of her hands went for my cock.