Losing my virginity to ‘his’ Fiancé ? [MF] (Pic inside)

**Backstory**

Today as I’m writing this I am no longer a 27 year old virgin; tonight was the big night and it happened in a way that was sorta unorthodox but I was okay with nonetheless. Also just to preface she gave me permission to post this story and her picture; turns out she is also kind of a Reddit junkie haha ?

Anyways I never bothered with relationships growing up and was pretty nerdy. I always just had the mindset that if it happened it happened but of course it never did. Fast forward to these last couple of weeks I move into a new place which gave me a bit more confidence to try and put myself out there. I got on some dating apps and within a couple days I had a few matches but one really stood out to me and caught my attention! Read more »

On Camera for Online Boyfriend [MF]

So my boyfriend who is long distance we shall call him Daniel. It was mid-afternoon and I was wet all day; I’ve been telling him and it was driving both of us crazy.

We’ve been video chatting for about 15 hours and he told me to suck my fingers. I proceeded to suck my middle finger and pointer as if it was his cock.

He then told me to slowly rub my pussy as if he was there kneeling on the floor in front of me. I slowly used two fingers to fuck myself at first, but the had three inside me.

Daniel then told me to bring out my Ben wa balls out and suck on them. When I had my spit dripping down my chin he told me to insert them into my now soaking pussy.

I put them in slowly so that way he could enjoy watching my face and slight gasp in pleasure as they slipped into me.

He then instructed that I slowly started to play with my clit and have my other hand inserting my fingers into me, with my eye’s closed I proceeded to do as I was told. Read more »

A story about me I [F] stole a redditor’s [M] virginity and let him cum inside me

Correct title: A story about how I stole a redditor’s virginity and let him cum inside me (sadly reddit doesn’t let you edit)

I put an advert up about a month ago on r/VirginityExchange looking for a virgin to to have some fun with while I traveled to Australia. Over the next week, I received hundreds and hundreds of messages to the point where I had to eventually delete the ad. After countless days and hours of reading and replying, I finally had clicked really well with a 22yr old cute boy in Brisbane. We exchanged face photos soon and soon after Skyped. When we Skyped later on in the week our conversation was so fluid and natural. He was super cute, innocent and we clicked really well. We set a date to meet the day after I landed in Brisbane and that was it. Read more »

Our First [ffm]

Continued from part 1

….. As soon as we entered the elevator and the doors closed my wife and our date stepped closer together . They embraced each other, slowly getting close and closer. First was a slow cautious kiss , and soon after came a passionate intense kiss. They held each other close and their hands quickly started wandering all over their bodies.

We arrived on our floor and the doors opened . They did their best to pry themselves from one another and compose themselves a bit for the walk down the hall to our room. As we all walked together to our room they both walked ahead a little bit. They both looked amazing and we’re eager to get to our room.

As soon as the door opened , they both walked in ahead of me. They put their things down and turned towards each other. They continued right where they left off . Read more »

First time [f]ucking outside my [m]arriage.

So my coworker and I were working on a project together, we knew we wouldn’t get it done on time so we suggested that we work on it outside of work as well. I suggested my house, since I had ulterior motives and he’s married. So when he got to my place we started working on everything and I offered him some drinks, which he accepted.

While working on everything kept noticing how he was staring at my cleavage, I was only wearing a tank top and yoga shorts. Finally I asked what he kept staring at and he couldn’t do anything except stare at me blankly in the face. So in that moment I decided to climb on him and kiss him. He wrapped his arms around me and kissed me back, letting his hands explore everything he could get his hands on.

After a good 10 minutes or so, I got up and took his hand, guiding him to the bedroom. Once we got there I took his pants and boxers down, pushed him onto the bed and started sucking his cock. Once I got him good and hard I climbed on top and started riding him the best that I could, his wife was a prude and would only do missionary. Eventually he got the message that he was free to do almost whatever, he threw me over and pounded me from behind until he came inside my pussy. Read more »

[MF] Pittsburgh Part 2 {cheating} {anal}

Previously, [I posted my encounter with Tara in Pittsburgh](https://www.reddit.com/r/gonewildstories/comments/arrxo0/mf_pittsburgh_part_1/). She told her friend Bethany about our adventure, calling me her human jack-hammer, which I will accept that as a term of endearment. A few weeks after our fun, Tara went dark. Shit, ghosted I thought, but then I got a new message notification in Kik. It was her friend Bethany. Tara had an OpSec failure – a twitter account that her husband discovered. Who uses twitter for anything like this? Anyway, Tara had relayed my Kik name to Bethany to let me know.

Bethany and I chatted, we got to talking about our past experiences, what lead us to do this, and so on. Turns out, she was a bit of a freak…

A few weeks later and I had another trip to Pittsburgh come up. I asked Beth if Tara would be available, and she said no fucking way, that Tara was in deep shit and trying to hold it together. I jokingly (but not really) suggested Bethany and I meet up instead. She wasn’t joking when she agreed. I was worried it would affect their friendship, but Beth assured me it would not, that they had shared guys before with no issue. Score! Read more »

Shopping for short{hj, public}

Clothes shopping{hj, public}

I needed to pick up a few new work shirts so I ran over to my local chain department store this afternoon.

The store has two entrances that split the store in half, mens stuff on one side and women the other. I don’t think this is intentional, but does make it easier for me to get in and out as quickly as possible without having to walk through a useless (to me) part of the store.

Anyway, grabbed a handful of shirts (I’m not terribly choosy), but can’t find any price tags on any of the pants, so I head over to grab a pair of Levi’s.

I hate shopping for clothes, so I know ahead of time what I’m looking for. I find the 505 section, scan down, grab 36×30’s (exactly what I’m currently wearing) and make a bee line for the register before the line gets long, which seems to always be the case: no one in line when I arrive, everyone in line as I try to leave.

Luckily, however, I pass by the “sports” section and remember I need more work out gear (shorts mostly), so I veer to the right, into the racks of primarily mens clothes and pass by a woman shopping in this section. Read more »

Early Morning Office Encounter [MF] [Affair] [Cheating] [Office Romance]

**Early Morning Office Encounter**

Cherry leaned against the bathroom sink to steady herself. Her legs felt weak. She looked in the mirror and push a lock of hair away from her face and sighed. She still couldn’t believe what had just happened. She knew she should feel remorse, regret or something, but she didn’t. She only felt euphoria and sexually sated. She leaned heavily on the sink in exhaustion.

She smiled at her reflection in the mirror; a shy knowing smile. One that hadn’t lit Cherry’s face in years. Not since she was first married to her husband. The only problem was that it wasn’t David that had put the satisfied smile on her face this time. It had been Devin.

When he had visited the office and shown up forty-five minutes early before the rest of the staff had arrived, Cherry had instantly become nervous. She had had a crush on Devin since the first time they had met. When he had set up his laptop and started to work across the desk from her, Cherry had found it difficult to concentrate to say the least. His crooked smile and dazzling eyes, that seemed to bore through her, had instantly turned her on. Read more »

[MF] Pittsburgh Part 1

During a period of my career, I was flying from city to city, and sometimes I lost track of when and where I was. This happened to me on the 3rd leg of a 5 city trip, where I found myself arriving at a hotel at around 10am, with no meeting until 1pm. I was in Pittsburgh. I thought quickly, haven’t I been chatting with someone in Pittsburgh? Yes! Tara! I met her on Ashley Madison a while back, on a previous trip to Pittsburgh, but the timing didn’t work out. What were the odds she would be free right here and right now?

​

I sent the text. “Hey! Guess where I am!”

She replied almost right away “you are in town?!? Why didn’t you tell me ahead of time?!”

“Well, to be honest, I forgot Pittsburgh was on my agenda. But I’m free until 1, what are you up to?”

Now our chats had been very explicit, lots of boob, pussy, and dick pic exchanges, so I was very much looking forward to seeing her in person. She wasn’t traditionally “hot”. She was cute, but a smaller BBW. Definitely someone I wanted to fuck, even if she wasn’t at the top of my mind at all times. Read more »

Dinner night [FSTR]

We go out to a nice dinner and right before we order I head to the bathroom. I come back and slip something into your pocket. You slide your hand in and realize it’s my panties. You look at me and I laugh. You drag my chair so I’m right next to you. You casually rest your hand on my knee for a moment, then you lightly trace patterns with your fingertips. You slide your fingers along my thigh and realize I’m wearing thigh highs.

You roughly grab my thigh and slide my leg toward you. You whisper to me, “What are you trying to do to me?” I kiss your neck and say, “Nothing.” You continue to tease me by sliding your hand up and down my thigh. You can tell you’re getting to me because I’m practically moaning. Read more »