My best friend’s new gf can fit a wine bottle in her pussy and I’m not sure he knows it [MF]

A week ago my best friend and I met up as he wanted to introduce me to his new girlfriend. When I got there and saw who she was I was so shocked I almost screeched.

She was part of my extended friend group and had a reputation for being a huge slut, and not your average sleeping around either. She was known for taking part in group sex and a bunch of other freaky shit.

The only part of her freakishness I witnessed happened while we were playing Never Have I Ever with our close friend group. I don’t remember exactly what the question was, something around sex with weird objects. Regardless, it came out that she said she could fit a bottle in her pussy. Obviously we didn’t believe her and kept questioning her, so, her drunk self went to the kitchen, took a bottle of wine and…we’ll let’s just say we weren’t questioning her after.

Now every time I see her with my best friend that’s all I can think of. And what makes it weirded is that she looks so cute and innocent

Riding My Uber Driver… Part 2 [MFM]

*In the previous story (*[*link to the Reddit post*](https://www.reddit.com/r/gonewildstories/comments/9zburx/riding_my_uber_driver_mf/)*) – I had an Uber Pool driver named Amal, who was a strong, tall black man, and reminded me of a Michael B Jordan. Not intimidatingly fit, but 100% attractive and charismatic. I’m a 26 year old, 5’4″ brunette with green eyes, and on my ride home with him I couldn’t stop myself from telling him to pull over in an alleyway, pull down his pants, and then suck his cock and ride him until he came.*

I had thought about Amal in the days since, and couldn’t stop myself from texting him just the next night, as I was getting ready to go out with a girlfriend…

Me: Hey stud.

Amal: Hey sexy, what’s up?

Me: Just getting dressed.

Me: Going out with some friends.

Amal: Where? Let’s meet up.

…I told him. It was a bar in my friend’s neighborhood, and we were planning to start there, maybe go to another place with dancing, then who knows.

Amal said he’d text me, and I headed out.

How I started paying for my girlfriend to go to orgies [MF] [MF] [MF]

My girlfriend and and I started dating in college, years ago. We had a fun, if vanilla, sex life. The most daring thing that happened was that I bought her her first few thongs. She knew I liked it when she wore them during sex, so she would do that. The sex was frequent and enthusiastic, and I was happy. I graduated, and she still had a few years left. Since I was living a plane ride away, she brought up an open relationship, and I agreed. I had some fun during the open relationship, but that’s another story. Our open relationship had a few ground rules: use protection, don’t get emotionally attached, and a general “don’t ask, don’t tell” when it comes to hook up details, as she didn’t want to he about what I was up to. We talked a lot about feelings, reassured each other we still loved each other, talked on the phone all the time, had some phone sex, etc. I didn’t think very much about the open relationship at all; it was just a normal distance relationship.

Hooked up with my Best friends Fiancée on our couples vacation [MF]

Hello, My girlfriend and I rented a lake house with one of my old friends and his fiancée. The house had two bedrooms that shared a master shower/bathroom, I woke up early one morning and took a shower, and forgot to lock both doors…
When I was getting out of the shower my friends fiancée walked in wearing only a towel. I covered up and awkwardly apologised but she just stood there with a menacing look on her face. She dropped her towel…She’s about 5’4″ and slightly in the chubby side, but she has big beautiful boobs, beyond DD but still somehow perky.
I pulled off my towel and was starting to get hard, she walked closer to me and leaned her knees on the edge of the bathtub, she took my now throbbing hard cock and slowly moved it between her enormous cleavage.
We titfucked for a few incredible minutes then she gave me an incredible blowjob, I struggled to remain silent while finishing in her mouth.
Since then we’ve never done anything, and now we’re are both married to the same significant others from the trip. We’ve giggled about it a few times since, and she’s sent me a couple nude pics over the years, but other than that we’ve gone back to loyal spouses..feels good to get this off my chest.

[MF] The drum room

My first story, so bear with me. English is also not my primary language, so sorry for the spelling errors.

Some time ago, when I was a student I had a strange experience with a girl at the same school. It all started after a long and hard party at the student pub, I walked in on a friend of mine and a girl that I hardly new before around the corner from pub. He had a very nice girlfriend but I could see that he was about do to something stupid with this other girl. So I went up to them and asked them where the afterparty was, teasing them about what they were about to do, saying that I would never even kiss on the first date, and surely not doing enything more. I continued talking to them and managed to get them with me to the place I was going. The girl was a bit dissapointet, but as a twist she hang on to me instead of my friend, talking flirting, teasing. Nothing more happened that night.

Me first experience with a guy [Highschool] [MM] [Long]

The story is about me and my best friend in high school, we will call him Sam. Sam was a tall athletic guy whose parents were originally from Eastern Europe. Sam and I lived in neighboring houses which is probably what led us to be best friends in high school. Sam and I hung out a lot during high school, almost everyday. Sam’s mom was a tall, pale Eastern European woman with a skinny frame and breasts that seemed too big for her body. As you can probably tell, I had a huge crush on Sam’s mom (but thats another story).

Sam’s mom was a stay-at-home mom and my parents were constantly at work all day. Because if this, we mostly hung out in my house. We also had a huge pool so during the warm days of summer, Sam and I would always go swimming in the afternoon to cool down. Sam would then come to my house to shower and hang out in my room.

S.M.O.M.S: Ingrid, Ch 10. [Fm, reluctant, oral, anal, slow, mast, mdom]

S.M.O.M.S. (Ingrid) by DiscipleN

Chapter 10

In the wee hours of the morning, the collar felt warm in my hand as I carried it across the street in twilight. Andrew answered the door quickly and smiled warmly. “Come in, Mom. Grandma and Eric will sleep into late morning.” He invited, but stood solidly in the doorway. He didn’t budge until I secured the collar around my neck. “Follow me, Mom.”

The guest room had been my room when I was a youth. He shut the door behind us. “It doesn’t have a lock. We’ll have to risk that.” His eyes gleamed.

My heart skipped, beating fast. I tried to control my breath. Andrew crossed his arms over his chest. “Take off your clothes, Mother.”

Glorious shame swept me. My hands fluttered to the task. After I shucked my pants and blouse, he stepped close. I unclasp my bra. He caught my revealed tits and kissed their crowns. Then he wrapped his arms around me and kissed me deep. Our lips and tongues met gently. He pulled off his tee, somehow without disturbing our passion. Then his pants fell to the floor. “I need to use you.”

S.M.O.M.S: Ingrid, Ch 8, part 2/2. [Fm, reluctant, oral, anal, slow, mast, mdom]

S.M.O.M.S. (Ingrid) by DiscipleN

Chapter 8, part 2

Mother arrived at five fourteen.

“Andrew.” I stated, upon seeing him still alive.

“Tell your son to take a shower. Use the pumice soap on that grease.”

“I thought you hated that soap.”

“I hate grease stains worse.”

“Hi, Mom.” Andrew greeted. “Bye, Mom.” He headed to the bathroom.

“I’ll get dinner started.” I turned towards the kitchen.

“We’ll eat out tonight.”

It turns out, her auto shop doubled its business while she was away. Some rookie mechanic suggested maybe advertising would help. He was wrong, but that got her proxy to rethink how they presented themselves.

Mom liked to keep a tidy and nice looking home. Her workplace was where she could let her hair down, except it would get caught in a fan belt. So she tied it up. She let everything else in her shop hang out. It was a maze of parts and dirty rags and bad smells. In a word, it was freedom. After discovering her daughter’s awful secret, she discovered that her true love had gotten a make over. It had become clean and professional. Every useful part had been organized and logged into a database. Everything else went to recycling.

[MF] Hot First Fisting and Weed Lube

My long term college girlfriend and I smoke often and decided to invest in some weed lube- which was branded as reducing pain and maximizing pleasure. I love anal, and she enjoys it as well- though it takes lots of warming up to take my cock. She usually needs 4 fingers in her ass before its ready for me to stick it in. I have big hands, and am a foot taller than my girl. The idea of my fist next in comparison to the size of her pussy kept me rock hard. I couldn’t stop thinking about it. I poured the lube all over her pussy and ass. There was an immediate difference in her reaction. Today, I only used one finger in her ass to get her juices flowing before I fucked her. She struggled to keep quiet, even more than usual. In between deep dicking her, I ate her out and started fingering her, hitting her g-spot with one, two, then 3 fingers. I noticed that a fourth easily slipped in her wet slit with only moans in response. I started fucking her again, after she greedily begged for my cock. After fucking and fingering two more times, my hand had gotten much further in her pussy. My whole hand was covered in her juices. I pushed slowly and all four knuckles slid in comfortably. I kept jerking my hand back and forth, getting a little deeper each time. I heard her muffled moans in the sheets. Right before I was about to stick my last finger in, she demanded my cock again. I was rock hard from my fist being so close, and while trying my best not to cum, fucked her hole vigoriously. She felt no pain or soreness, which was usual after a bout, even just with my cock. After a couple minutes I couldn’t wait anymore. I took my wet cock out and started massaging her clit. It had become so wet that just by touching her my whole hand was lubed up again. I slowly started putting fingers back in, massaging her clit the whole time. Once I hit four fingers, I stopped and slowly let my fist ease inside her. She moaned but had no idea how close I was to getting it all inside her. I could feel her, and left my hand there for a few seconds to stretch her hole and admire it. I then kept pushing, and even with the resistance of her still-tight walls, the mess of lube and pussy juice let my whole fist through. She grunted and moaned in pure ecstasy. Seeing my hand inside her for the first time was one of the hottest moments of my life. I pulled it back out and then penetrated her, going in all the way again. I fucked her pussy slowly, going from 4 fingers to my entire hand inside. Once I started to get a rhythm, I couldn’t help myself anymore. I took my hand out and stuffed it in her mouth for her to suck it dry. I stuck my dick in, grinding deep into her pussy. I couldn’t believe how tight it still was. Her pussy pulled on my cock until I couldn’t take it anymore and shot my cum deep into her pussy. I could’ve sworn I felt it hit the back if her walls. As I pulled my beating cock out, she lay down on the bed in utter ecstasy and release, and in utter naivety of how far in I got.

[FMF] [MFM] [Group] Young couple goes on vacation to the swingers club.

I posted this story before on an old account and it got deleted. But it was one of my favorites and I wanted to share it again. This is from a few years back. My girlfriend at the time, Sara and I were in grad school and had been dating a while. One night we were talking about our fantasies and spicing up our sex life and I half-jokingly mentioned a threesome. To my surprise she fired right back and said “Sure! but who’s the other guy gonna be?” I told her that wasn’t quite what I had in mind, but we discussed it some more and determined that being with another couple might be fun. We soon ruled out anyone we knew, since we were both pretty reserved outside the bedroom and could never handle the awkwardness of asking a friend. We lived in a smaller college town, and the swinging scene we found wasn’t very vibrant for people our age. We chatted online with some couples, but never found the right situation to go all in.