gonewildstories Archives — Page 1931 of 5640 — NSFW story

[FM] I fucked my babysitter, twice: part two

Reposted for multiple, regrettable spelling mistakes.

On to part two, with more detail, as requested…

It’s a few years later, I had just graduated from college and was living at home for the summer before moving away for my first real job. Social media indicated that former babysitter (FB) may be living back in the area and it had occurred to me that we might cross paths again. One night, as I’m getting dropped off after dinner and drinks with a few friends, I happen to notice a burning cigarette and tall, slim shadow on the next porch over. As if on autopilot, I feel a familiar tingling between my legs.

“Hey, is that you, Kayla?” FB shouts, striding up into the light of the street lamps.

The last couple of years had been more than kind to him. His shoulders looked even broader, his skin was tanned and ruddy and he had grown the perfect five o’clock shadow. I nibbled at my bottom lip as I looked him up and down.

“Wanna come over? My folks are out of town and I’m house-sitting for the weekend.” Read more »

Sneaking my mom’s friend into my room while my parents were home [MF]

I was 18 and V was 38 at the time of this story.

So as I mentioned in my other stories, V was one of our neighbors. This made our encounter easy since we were within walking distance. I would usually sneak out of my room through my window to go to V’s house until one day we were feeling risky and she decided to sneak into my room.

My room was on the far side of the house next to the garage so the chances of anyone hearing was very low. V was very hesitant about sneaking in since she was my mom’s best friend. This turned me on even more though.

So after convincing V to come over, we began to plan how we would do it. I told her to come over at midnight and that I would let her in through my window since the doors have alarms. I cleaned my room while I waited for it to be midnight. So when midnight rolled around I couldn’t stop touching my cock since I knew what was going to happen. Read more »

[FM]I made a post to suck cock while stuck at the airport.

I missed my flight aaaaaaand I made a post to suck a dick as I had 3 hours to kill. My post had a huge hit and got 200+ replies and still getting messages.

I sucked 2 men in the family bathroom, one was married and the other was single. Both BWC. Both from Seattle so def see again

The married one was so kinky and wanted to degrade his wife whole choking on his cock and came all over my face, something he always wanted to do to his wife.

Single guy wanted to fuck me but was good to fuck my tits aggressively where he came all over my tits. He loved it rough where he wanted bite marks on his cock and spit all over my face.

I had one that was on my same flight but flaked.

I 24[M] Fucked a Married Latina Milf 40[F] – Creampie

This story kicked off my major kink for married women. I was already into the idea of it, but It was my first actual experience with a married woman and I still think about it a lot. This was 5 years ago. I was 24 and downloaded this app specifically for affairs. No longer available though :/ I miss it. Made a connection with this pretty sexy latina 40yr old milf. All natural mom body type. Natural C’s and a juicy ass. Drives me crazy. We talked for a while and exchanged kiks. Talked on kik for a couple of weeks just texting and some dirty pics. She lived 20 mins from me. Her husband was a trucker who would have routes going out of state and would sometimes be gone 1-2 weeks at a time.

Anyway, it was a Tuesday morning when she hit me up. Her kids were at school, her husband out of state, and she was horny as fuck. Originally she had told me we would have to plan to get a hotel because she didn’t want to hook up at her house, but she was too horny on this day and said fuck it. She invited me over. My heart started racing and I quickly showered and sped over. Read more »

Morning Fuck to Make her feel better [MF]

SO woke up feeling not great about her self. Said she had gained weight and she was breaking out and what not. I put her in my arms and held her and told her that she looked beautiful and was incredibly sexy to me and we kissed for a few minutes. My hands were already all over her body. She has a great pair of tits and I love sucking on her nipples. She loves and gets so turned on when I pull on them. I knew she needed a little lov’n so I pulled up her shirt and started kissing and sucking on her nipples and with my other hand I started gently pulling on it. I looked up at her and told her she was beautiful and asked if I could eat her out. She nodded and I went down the bed and pulled her panties off, revealing her sweet pussy. I gently started to lick her lips and suck on them. I then started to open her up with my younger and tasted her sweet juices. She grabbed the back of my head and pushed me in and I knew she wanted it. I went up and started lapping at her clit and she started moaning. I reached up and stuck a finger inside her while licking her clit. She started moaning and squeezing her legs. I knew she wouldn’t last much longer so I started fingering her a little faster and she came. Thrusting and moaning. God I love that. I went up and she pulled down my pants, grabbed my cock and put it inside her wet tight pussy. I love how it just grab my cock the moment it goes in. I started thrusting and fucking her and she pushed me over and got on top of me, riding me, I told her to stop and pulled up her shirt so I could look at how beautiful she was. She kept riding me, squeezing every bit of my throbbing cock until I came inside her. I told her I loved her no matter what and that she was all mine and I was all hers.

My [M] first time cumming in front of a woman

OK it was actually my second time, but my first time was an embarrassing accident. This was my first intentional experience. I was a freshman in college and one night during my first semester a bunch of us were hanging out in my dorm room watching TV, some were drinking, others just chilling. There were probably 10 of us from my floor and the girl’s floor above us. As these things often do, at one point the conversation turned sexual and towards who liked to swallow, who liked facials and where all the guys preferred to cum. It was pretty vulgar and clear that a lot of people were just projecting what they had seen in porn.

The night slowly wore down and people left to go out and all that were left in my room were me, my friend Caitlin from the floor above, and her roommate who I had never met. We kept talking and eventually Caitlin’s roommate confessed that she didn’t know what a facial was. When Caitlin explained it to her she seemed confused, and explained she had never actually seen a guy ejaculate and didn’t realize there was enough to go on a face. Caitlin kind of stumbled through until she also made clear she had never actually seen it real life and asked me “how much” guys cum. Read more »

I 46[F] fucked a man [M]52 from Tinder who my daughter thinks is out of my league. And she definitely heard us.

Ok so, bear with me here, another long one, but hope it’s fun for you. I just need to get my thoughts out on this.

You can read my background in other posts but short story, divorced, living with my teenage daughter, both trying to date during a pandemic. I’m 46F and my daughter is 19F, guy in the story is early 50s.

As restrictions fluctuate, I’ve been on a couple outdoor dates, brought a couple guys home, or been to some guys’ places. My daughter and I talk and share stories of our dating adventures and we usually end up meeting or at least seeing the person we each are trying out. She of course likes to be very critical of who her mom is potentially shacking up with. Pointing out to me who is too pot-bellied, who is too balding, who is too etc, etc. Read more »

I 28 [M] had sex my Airbnb guest 20 [F]

This is a story that I never told anyone before. It is a great story.

I was an Airbnb host for a few years renting out two bedrooms in my apartment. I have had lots of hot guests that I would have loved sleeping with but was always scared as I was in a relationship.

Until this one Asian girl came along. Her name was Joy and she was so joyful af. 20 years old, petite, small boobs that I loved. I was 26 at the time.
Anyways, we were chatting and she asked if I have weed which I had so we smoked a bit while sitting on the floor chatting. I was so attracted to her so i said “can I kiss you?” and she said No. I got so scared and felt that i screwed up so bad and she will leave me a bad review on Airbnb or might even report me. I apologized and she was fine about it.

She then left to go to the bathroom and took a few minutes as I sat stressed af on the floor. When she came back to the room she looked at me and said “Do you have condoms?” my heart started beating so fast and i said yes i do. That was great. Read more »

[MF] Just another week! This ones for the boys!

A little brief explanation of the situation, I did not find anyone on Reddit YET, but I matched with this girl on Tinder, we’ll call her Amy, and opened up with a flirtatious opener, since her bio said to send her a pick up line, so I said, “Did you know you have 206 bones? I was wondering if I could give you another one 😉” (NOTE: Before you send any message on any forum, make sure you read and put some effort with what the girl provides in her bio, and don’t send dick pics, if you don’t like dick pics being sent you, neither does she). With that, she ended up replying back, where we would later have a casual, but fun conversation. About 3 days go by and we finally decided to meet each other. That day we ate dinner, walked, got ice cream, and went to her place afterwards. We got to her place, she offered me a drink, and went into her room because her roommate was asleep. There we talked a lot more intimately and in-depth about each other, like body counts, orgasms, the difference between men and women pleasures, etc. Then we got to the topic of Favorite Thing to Do During Sex, which really heated things up. Once we finished our sex stories, the sexual tension filled the entire room. We gazed at each other for a few seconds where she would shyly look away, but I never broke my gaze. I leaned in for a kiss, but stopped 90% of the way, and made her come the extra 10%. We were vigorously kissing each other to the point where I picked her up and threw ourselves on the bed. We then, took off each other’s clothes, lavished on each other’s bodies, went down on one another, and fucked, what felt like all night. When day came I got out of bed and went home texting her that I had a fun night, and hoped to see each other again soon. Read more »