Man transforms into a woman and gets to explore orgasms [FF] [MF]

When you were first transformed into a beautiful girl after a technological mishap, you were excited that you’d finally get to experience orgasms from the other side. You fully planned to masturbate to your hearts content while researchers looked for a way to change you back.

However, the teasing at school quickly became unbearable. The girls were a little jealous of your new amazing body, and former male friends turned to making jokes at your expense. One classmate in particular was particularly ruthless in his mocking, so you didn’t hesitate to accept his challenge to see who would score higher on the next mid term. Confident in your abilities you agreed that the loser would have to be the servant of the winner for the rest of the school year. You’d make him pay for saying rude things about you.

You were stunned when the test results were posted and he managed to beat you by a single point. The smug look on his face makes you want to punch him. He teases you again and tells you your first job as his servant was to organize his messy locker.

Paradise – Part Three [MMF][Cuck][Bi][Long]

Paul looked down at Samantha, her wet pussy spread before him. From the corner of his eye, he could see Will’s chest heave with anticipation as he inched the swollen head of his cock closer to her pussy lips. Finally, right when their flesh was about to meet, Paul thrust his cock deep into Sam, pushing it all the way to her cervix. With each slow thrust, he felt her give alittle more and take more of his cock. Sam began to moan, letting out the animal noises of a woman overcome with pleasure. She raised her ass, taking even more. Will watched Paul’s muscled body push and pull with each slow stroke, and saw Sam’s belly almost rise when Paul was deep inside her. As Paul began to quicken his pace, Sam was overcome by her first orgasm, writhing on the deck chair and squirting Paul’s chest with clear fluid. Will gasped, he’d never seen Sam squirt from a cock before. That parlor trick was normally reserved for her Hitachi wand.

[MF][Short]Boring vanilla sex

I once had this crazy short fling with a crazy girl that practically turned my life around. You can read the background to it [here](https://www.reddit.com/r/Tinder/comments/6v635x/comment/dm0xzj6). I wrote about this one sexual experience with her in a [thread](https://www.reddit.com/r/AskRedditAfterDark/comments/8blme2/what_was_your_most_intense_sexual_experience_what/) elsewhere and it was liked there so I’m copying it here.

In the 2 months we were chatting before we actually met, we used to describe our elaborate sexual fantasies who were light-bdsm (but new and rough and exciting to us). She would sometimes laugh and say we’d probably end up having boring vanilla romantic sex.

We did get to play out our dirtiest fantasies. She was forever the slut, never the madonna. However, one evening, we were planning to go out and somehow found ourselves fucking in my bed. Due to a potential flatmate situation, we were forced to keep quiet.

[FM] Reclaiming my ex, Ep. 3. I make her a deepthroating slave.

The last mind-blowing encounter with Jay and I occurred a few years ago. It was Labor Day and I had nothing to do at first, and finally I reached out to some obscure cousins to see if they wanted to hang. I brought over a six pack and they were smoking some weed. I had never smoked before, but didn’t mind joining in. It burned like a motherfucker, but I feel like it gave me a good buzz. Between my booze and smoking, I was able to sit through a terrible episode of Entourage and had a good tingle. I didn’t lose my mind with it, but it felt good.

Upon leaving my cousins, I gave Jay a call, she was at her house across town and was happy to speak and flirt with me, and I was in a pretty provocative mood. Shortly into our conversation, I decided I would drive over there without telling her, and off I went. In about 25 minutes or so I told her to come open her door, since I was there. She was amused and surprised at the same time.

Insatiable Desi chick [MF]

So about a year ago i was fucking this desi chick whom i’d met through friends, she made the first move long before this and we’d been hooking up regularly since. The one time that really sticks out for me was last July.

So she was at my place and we were just talking, had ordered some food and eaten, everything was going great. I leaned in and started kissing her, pushing her up against the side of the couch whilst groping her tits. She pushed me back and i assumed we were moving to my bed, but she grabbed my dick through my shorts, pulling them down around my ankles and starts sucking my dick, she gave some of the best blowjobs i have ever had! Anyway, as she’s sucking my dick i wrap my hand around her hair and start forcing my way deeper and deeper into her mouth, i’m not a small guy, she’s always maintained i am the biggest she’s ever been with (just over 8″) and i’m stood pushing my cock down the back of her throat, holding her there as she’s choking before releasing her and starting over. I stand her up, at this point her top is round her waist, and take her to the bed. I grab my tie and bind her hands, continually face fucking and gagging her.

My first time with Caleb [MF]

**Skip to the bold paragraphs for foreplay and sex**

I just got out of a very long relationship 4 days ago. Its been really hard for me and I wanted a release since I hadn’t had sex in 5 months and hadn’t had an orgasm since winter 2016.

“Caleb” and I met on tinder. We hit it off right away by making puns and we really got to liking each other. We talked for a few days, had phone sex (which is a story for another day), and were really excited to meet. When we met, I told him everything that was going on and said I want to meet you first, then we’ll think about sex. At first I was thinking “no way am I fucking this guy so soon after meeting him and so soon after leaving John”

**As soon as we met he kissed me.** his lips were firm but soft, the way he held me was so tight and loving, yet aggressive and possessive. It was clear he wanted me and I wanted him. We made out in the parking lot of a Tim Horton’s all the while the desire and tension was building more than I’ve ever felt.

A great first date [FM]

A couple of weeks ago I posted [this picture](https://www.reddit.com/r/BigBoobsGW/comments/8cbsoa/wish_me_luck_on_my_date_tonight/) before going on a date and was asked to report back on how it went…so, here’s the story.

Early this year I met this guy, Josh, at a convention and we exchanged information for work purposes. We had a few meetings as it related to business, but in the end, things just didn’t work out. Once it was clear that we would not be working together in a professional manner, he asked if I would be interested in getting dinner. He’s an older guy, 38, not bad looking but also not the kind of guy that stands out. Had he asked me out back when we first met, I would have probably declined. However, after working with him over the past few months, his intelligence made him extremely attractive. So, I didn’t even hesitate and agreed.

[MF] What happened during my trip to Florida… (Part 3)

Click here for [Part 1](https://www.reddit.com/r/gonewildstories/comments/8bcyvq/mf_what_happened_during_my_trip_to_florida/) and [Part 2](https://www.reddit.com/r/gonewildstories/comments/8dk1m8/mf_what_happened_during_my_trip_to_florida_part_2/).

This story is lengthy, so I marked where the sex begins. And for those who are now joining us…

>*I am white with black hair, a thick beard, and blue eyes behind a pair of black-framed glasses. I am 6 feet tall and 220 pounds. My cock is 5 ¾ inches hard and thicker than most, or so I have been told. I am 24 years old at the time of this story.*

>*Paige looks like [this photo of Krysten Ritter](http://www.short-haircut.com/wp-content/uploads/2016/08/Female-Short-Blunt-Haircuts-with-Bangs.jpg), but with teal highlights. She is slightly over 5 ½ feet tall and has an average build. She has B-cup breasts, a nice ass, and has her nipples, clit, and labia pierced. She is also 25 years old at the time of this story.*

**—PART THREE—**

It is now Saturday. I wake up and notice Paige is not in bed with me. I go put on some clothes and check to see if she is already up and about. I then check the time on my phone and see it is almost 10AM. The house is empty, so I walk outside to see that their SUV is missing too. I give her a call to see where she is. She tells me she just left to go get some breakfast, since her parents already ate. I tell her to get me a bacon, egg, and cheese biscuit before she hangs up.

My GF was the team blowjob slut [Group]

So, my gf and I recently moved in together.  

I’ve always known she loves to give head.  The first time we “hung out” was on a dare to give me a BJ.  

We’ve had threesomes  She’s given my friends BJ’s.  This was all before we even started dating.

I love it.  She loves it.  

Anyway, like I said, we’ve recently moved in together, and our motto has been “no secrets, no lies.”

We agreed to have an amnesty week and air any lies or omissions and not get upset with each other. 

Now, that being said, sex is like a truth serum for her. She can’t think straight and has slipped twice and said something she didn’t want to about her sexual past while we were doin it and talking dirty.  

She has no censor when we’re having sex and talking dirty. 

Up until recently, my favorite story of hers from her college days was three black guys that she would suck together, several times a week(yes, she’s white).  

The second time she slipped up during sex was a Saturday night. I don’t know even what made me ask but I asked her, “What’s the closest you’ve had to a line of guys waiting for a blowjob?”

Freshman year beach trip with friends part 2 [M][F]

I woke up as the sun started shining through the windows. I looked over at Mari’s bed and she was still asleep. She had fallen asleep naked and had kicked off most of the covers in the middle of the night. She was laying on her stomach so I didn’t get too good of a view.

I got up and went to pee and brush my teeth. I figured my best chance to shower with any privacy was while she was still asleep. I stripped down outside the shower and got in as soon as the water was warm. I mostly kept my eyes closed so I wouldn’t have to knowingly deal with my best friend’s girlfriend seeing me naked in the shower.

In between washing my hair and body the events of the previous day swirled through my mind and my penis came roaring to life, standing straight out and pointing above the horizon. I opened my eyes and saw that Mari was standing next to the shower, still naked, brushing her teeth and stealing glances of me, mostly my penis. I said good morning to her and she said the same to me. I asked her how she slept and she said she had a hard time going to sleep. The last thing I needed to do before I got out was shave down below. I took care of that and she seemed particularly interested in that part of the shower.