[F] My Humble Beginnings

This is the story of two of my firsts! And well, you never forget your firsts, so I figured that I might as well share it on here with you lovely lot here on Reddit.

This happened back in college, as many things do, when I was 19. That was just four years ago, mind you, I’m not an old woman or anything, but 19 feels like such a long time ago to me because of how much I’ve changed since then. You see, I used to be this epitome of innocence. I didn’t drink, I didn’t fuck around (or at all), and I went to this Christian organization that was based at my university. They even offered me an officer position in it actually, and the only thing that was stopping me from accepting it at the time was my concern for the effect that it could have on my grades, but otherwise I totally would have. It’s a Roman Catholic org, but the aesthetic’s sort of Mormon if anything, all our posters and publication materials online would have us in all white – prim, proper, clean, the works. Very conservative, and that was me at the time.

My first walk of shame [MF]

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This was a while ago, when my husband (then fiance) and I just got engaged.

Before dating him, I was very vanilla. Not a prude, but definitely not the slut that I am today. When we got together, he empowered me into being more confident, more sexual, more slutty. The skirts became shorter, the heels became taller, clothes tighter and skimpier, my inhibitions were slowly being stripped away. When we got engaged, we both agreed that I would get implants and that’s when I transform into his trophy hotwife slut, a role that I eagerly waited to fulfill.

A few months after the surgery, my then fiance had his annual work holiday party. He works in finance, and his workplace is very macho. Alpha males, successful, confident men who knew what they wanted. Very dog eat dog place. Anyways, it was also the first time seeing his colleagues again since the engagement (and surgery), so the party was also a quasi congratulatory party for us.

Sex with a man

I had always been curious about having sex with a man but had been in a long term relationship. One day I found out about gay saunas and just wanted to give it a go before I got married.

I was so nervous before going there my heart was pounding! I paid my entry went to the changing room, took my clothes off and wrapped the tiny towel around me.

Entering the different rooms I settled on the sauna room, took my towel off and sat down. It was so arousing seeing other men staring at my cock, I was close to getting an erection all the time. I carried on having a look around, I stumbled upon an area where there were loud moans and the smell of sex in the air. I couldn’t hold my erection and longer and became so hard.

I settled in a room where porn was being shown, I took my cock out and began stroking it. A man the joined me got on his hands an knees and crawled between my legs. I was so nervous, he took my cock so deep down his throat, much further than my wife has ever done, it felt amazing! I was about to cum when he stopped and said to follow him.

Behind the camera [MF] [F]

My husband and I own a nice camera that we like to use from time to time for some sex tapes. (Sorry, those are private…at least for now).
My husbands friend (hockey buddy) and his wife (we have gotten really close) were over last night and it reminded me of this story about a year ago.
One night my husbands friend and his wife, who I have gotten to know well, are over. Her and I are talking and it comes up that her husband and her make sex tapes too. For her husbands birthday she wanted to do something special. After chatting and many ideas we agreed that I would come film them for new vantage points and I would use our nice camera.
The next day I ran it by my husband and he was fine with it. A few weeks later we set it up. I decide to dress in black so I won’t be noticed (kind of). Black light sweater and pants.

School Bus [mf] [fDom] [exh] [huml] [reluc] [shoe]

I had been late getting ready this morning. Classes started too damn early in high school.

Bags under my eyes, hair wet, with my thick glasses, long sweatshirt, and tight jeans, I took a window seat in the middle of the bus. The popular kids walked right on by as I blew clouds onto the chilly, clattering window. I didn’t want to talk to anybody this morning. I hadn’t had time to masturbate, and this early break from my routine had already put me on edge.

The seat warmed under my body and yet more jocks huddled in the back, as yet more nerds sat solitarily in front. I liked a few from either crowd, but didn’t fit in with any groups. I was a drifter, no center of attention yet not unwelcome either, and the middle seats were the fringes where I roamed. But while I wasn’t part of any group, I wasn’t totally alone, either.

Older [M] guy gives college girl [F] her first oral orgasm

Wanted to share a hot recent true hook up story…. I am 45, have always been single, and recently have been infatuated with younger (legal!) women. I put a post up on Whisper recently jokingly mentioning it would be nice to have someone ride my beard that night, surprisingly I had a cute Asian college student reply to my post. She mentioned how college guys were really really bad at giving girls oral and she wanted to try an older guy. She asked if it was ok that me giving her oral was all we did, and although it didn’t seem like the most intimate experience I agreed. She actually came over to my place during the day, I was working from home and she was on her lunch break. After exchanging pleasantries and getting comfortable with each other I asked if I could peel her jean shorts off and get to work. Was pleasantly surprised that she had no panties on, and when I dug in her freshly waxed pussy was already dripping wet. I think she was excited for our little meeting. After teasing her for a bit I went to work on her clit with my tongue while I slid my fingers in and out. I still had my clothes on but I was rock hard by now and loving working on her wet pussy. She told me she didn’t want to have sex but asked if I could rub my cock on her pussy, so I stripped down and just rubbed my rock hard tip on her clit. Of course after doing that she was begging me to slide it in, and the next thing I knew I was balls deep inside of her. Ended up fucking for a good couple of hours, multiple orgasms from both of us, and she claims that she’s never going to be able to hook up with a college guy again. Old dudes rule!

I helped [M]y best friend’s girl[F]riend with revenge sex [Very long, part 2]

Hi, this is the last part of my fling with Sue. Part 1 was [here]([https://www.reddit.com/r/gonewildstories/comments/9y67ek/my_best_friend_begged_me_to_sleep_with_his/](https://www.reddit.com/r/gonewildstories/comments/9y67ek/my_best_friend_begged_me_to_sleep_with_his/)) if you needed the backstory. As mentioned previously, English is not my first language so I do apologize if the writing is not so good. With the exception of names being changed and the conversations translated from my native language, the entire story is true. If it is too long, just skip to the part with [TLDNR].

*****

(The first paragraph below is from Sue’s recollection to me)

After my best friend Zack came home on Sunday night, he was grinning from ear to ear. His girlfriend Sue got mad that he treated the whole thing like something recreational, his nonchalance as opposed to Sue thinking that both of them needed to talk things out badly. Zack was constantly on the phone texting Quinn, and Sue felt neglected.

Nearly caught getting head in the bathroom during a party [MF]

This story happened a year or so back at a party in college. It wasn’t and ordinary party, everyone was dressed up and it was champagne only. Fancy right? My date to the party, we’ll call her Rachel, was an attractive little blonde with a great ass. Fast-forward an hour into the party, the champagne had her all over me, and it nearly had me sprawled on the floor (rough night later lol). At one point Rachel asks me to show her the bathroom, so I take her upstairs. I show her the door and she tells me to come in because she had to ask me something. I walk in, she locks the door behind me and she just looks at me and smiles. That smile immediately made my cock start throbbing. Rachel must have seen how excited she made me because she quickly dropped to her knees. She slowly pulled my now extremely hard cock out and slowly licked from the base to the tip. I was pretty drunk so I was feeling myself and talking dirty, and that made her go crazy. She took me all the way into the back of her throat and held me there for what felt like hours. She kept switching between deepthroating and slowly licking around my head, and it was about to set me over the edge when someone pounds on the door. Rachel hides me in the corner, cock still out, she wipes off her face, opens the door and says to the waiting person “sorry can you please give me a minute my friend is having trouble”. At this point she re-locks the door, and gives me the hottest smirk I’ve witnessed to this day. That was enough to set me over the edge and I had one of the most intense orgasms. Rachel kept licking around the head of my cock and stroking me until I exploded. She swallowed my entire load, wiped off her mouth, and we went back to the party without anyone seeing what happened.

[MF] Cheating on my long term GF with the best slut.

Throwaway account for obvious reasons. Cheating is a shitty thing to do. I feel bad for it in some ways, but I’d do it all again in a heartbeat. This is also my first confession so I hope you guys like it.

So a little back story. Things were getting very vanilla with my GF at the time We’d been together for 5 years and we were at a lull. The sex was mediocre, there was never any effort back towards me. She was never as turned on as me, she was never the initiator, and I felt like a drag on her and often had to tend to myself to get relief. I’ve always had a very high sex drive but I’ve always been terrible with women so this whole scenario came out of the blue.

Being a Boy Scout, but also Ramming my Student as a TA [MF] [Long]

This story happened a few years ago. I was in University, and in a position to be a TA for a course. Please note that, unlike some of my other stories, this one is mostly about a tense buildup, as opposed to the actual sex.

It was the start of the year, and I was back on dating apps. I met a girl on an app, and decided to get coffee. Let’s call her Misty.

I was happy to learn that Misty was even prettier in person than in her pictures: she was a fit asian with a small frame, perky b cups, and a nice little ass. The most attractive parts about her, though, were her big round eyes, and infectious smile. I later learned that she used to be a cheerleader, and really had a cute girl next door kind of vibe.

We talked about the normal things, and were having a really good time. I went on to ask about what courses she was taking. She told me she was taking x, y, z and biology 101 (note: course name changed for obvious reasons). I started to sweat a little, and ask her who her professor was (there were at least 4 different profs teaching it). She said Mrs. Hullabot’s, and I sweat even more. Finally, I asked her section number, and she said “2”.