Category: gonewildstories

[FM] Losing my virginity (18F)

*This story is quite different from what I normally write. I was a much different person back then and as such, it’s a different style of story entirely. Hope you don’t mind! This is a followup to* [*this*](https://www.reddit.com/r/gonewildstories/comments/divbev/mf_the_first_dick_i_ever_tasted_18f/) *story.*

It had been nearly a full month with Karl and one of the hottest thing I would do with him were “sex simulations,” as I called them. We would lay naked in bed together, kiss and make out until he hard, then kiss and make out and caress each other even more. I would then put a condom on him and he would get on top of me, pretending to fuck me. Basically, rubbing his cock on top of my pussy, moving like we were having sex. He would then come on my stomach and holy shit that was hot as fuck.

“One day, I’m going to shoot this in you,” he would say.

I should say, I have the most liberal parents in the world. Door close, Karl there, spending the night, no problem. Of course I was 18, but some of my friends had… less accepting parents, to say the least. My parents didn’t mind one bit and Karl was always welcome. They probably assumed we were having sex, even though we weren’t (not intercourse at least). Read more »

[M]y first time with an Escort

Hey everyone this is going to be a long winded one, I’ll put a TL;DR at the bottom.

So about a year ago 22 year old me was having some issues. I was in a long term relationship with a woman I loved, but she was not interested in sex. Back in high school I had lost my virginity to her and we were pretty sexually active until her Sophomore year of college. A lot was going on and I understood. But, that didn’t change how horny I was. I didn’t want to look for someone else and I was sure any female friend I asked for a sexual favor from wouldn’t keep it quite.

So…I looked for an escort. After a few days of looking through web ads I found one I thought would work. She was attractive, plump C cups and a thick ass as well as around 10 years older then me. She also always used protection and as the two biggest fears I had where contracting a disease or being found out, I figured she checked all the boxes. After a light screening we set up a meeting at a local hotel. At this point I’ve got major nervous shivers. I’ve never cheated on my GF before and I’ve never had sex with anyone else. About an hour later, still shivering I pull up to the place and she waves me over. She looks good in person as well, wearing a sweater to cover her lingerie. Read more »

Morning Wood to Start the Day [FM]

It was a half-hour before I had to wake up, and I had to pee, so I forced myself out of bed and made my way to the bathroom. My boyfriend had been out late for work, and I had fallen asleep in his bed exhausted from a long week at work, but wanting him to have his way with me when he got home. It didn’t happen. He came home, undressed, and climbed into bed, and took the express bus to slumber city.

As I made my way back to the bed, he was on his back softly snoring. I couldn’t help but notice the tent he was pitching. I took off my shirt and climbed into the warm bed, snuggling my bare body into his warm chest. My hand slid under his waistband and over his fully erect cock. He was in full morning wood mode, and I had to take advantage of it. I kissed his nipple, then lower, and worked my way under the sheets to see his engorged cock that I had pulled out of his boxers. I slid his boxers off and positioned myself between his legs and softly began stroking him. His snoring had stopped, and his breathing was beginning to pick up. My tongue danced up and down his shaft. His musty smell of the previous day was a turn on as my tongue flickered his balls at the base of the shaft. I took one of his nuts in my mouth before working my way slowly up his shaft to his tip and slowly stroked his cock as my mouthed encased it. My tongue swirled the tip of his cock as he softly moaned. My grip on his cock tightened, and I stroked him faster as I repositioned my body. Read more »

Innocent conversation leads to some parking lot antics [cheating][public][MFM]

Hello all. First let me apologize because the tag is probably incorrect, it was MFM then MMF and then who the f knows.

Let me say that when I travel for business I have only two rules from my wife, don’t get someone pregnant, don’t bring anything home, don’t talk about it. This goes both ways for her when I’m gone. So here I am telling you…

Was traveling for stuffed shirt boring meetings and took a quick smoke break to get away from corporate dick shaking. Ran into a girl that works for a company in the same building, not for us. She was super cute, laid back and had amazing eyes. Not a knockout or anything, just fun to talk to and sexy in her own way. We both ended up taking a lot of extra time just shooting the shit. She did however notice the wedding ring and later I learned was constrained in what she was going to suggest at the time. Read more »

The day after [MF]

I woke up with a mix of excitement and dread. It was the morning after the most unexpected and inexplicably intense sexual encounter of my life. I had never felt anything like it. It was more than just the simple pleasure you get from a good fuck, I felt it deeply, emotionally to my core and somehow I knew she had felt it too. It was exhilarating and terrifying all at the same time.

I didn’t know what to do next. I was in no way ready for something like this. I was freshly divorced, just starting to date again and I knew that she had just ended a long term relationship… red flags were everywhere. The worst part was that we had made plans, before any of this happened, for me to give her a ride to run some errands for a family birthday party she was hosting and today was that day. Read more »

I [F]ingered 2 girls on a work [M]eal and party night.

Hi again all, I have another shortish one to tell as my memories are somewhat fuzzy on this particular occasion (alcohol and time have a habit of doing that).

*EDIT* it’s longer than I expected but the end is worth it…

To picture the scene, I was about 18 at the time and working for a company that had a large number of shops in the area, meaning that the big work night out was a rather large affair. A large hall in a hotel was hired for the night and when I arrived there and made my way in to the hall there were more tables than I expected, even though I knew it was a large company. I found the table for my shop and had a seat with my colleagues and we all started chatting and drinking together and generally having a nice meal. Read more »

My [M] story of the time I got flashed [F] delivering pizza

Neat story I read here today brought up a memory. Wife is in Boston, I am in Oregon and we have some kind of an impasse. So, I am jotting a few things down as I remember them, keeps me out of the bars. I am 76, (really, in 5 days anyway) and have lots and LOTS of memories, some of which I haven’t even remembered yet.

Back in college in California, between jobs, I delivered pizza and other foods for a few months. The place sold rolls, drinks, french fries, hamburgers, and a few pizzas. There really weren’t very many places that even did that and delivered, the outfit I worked for was trying something that was a new idea at the time. Nothing much ever happened, pay was good and with tips and paying me for the gas was almost $6 an hour.

It was a strange setup, since the deal was I used my 1956 Chevy hot rod instead of a company rig, I added up the miles and they also paid me for the gas. Probably not that great of a deal now that I think about it but I was young. Probably it cost more to run my own car than the 5-6 gallons they paid me for every day. Read more »

[MMF] My first bisexual experience with Lisa and Rob

This story may end up being a little disjointed because it happened a long time ago, but I wanted to recount my first experience where I discovered I was bisexual.

I was on a business trip down to Florida and bored in my hotel room. I was married at the time, and bored out of my mind, so my business trips often ended up with me looking around online for some encounters. I found Lisa on yahoo messenger back when you could easily search profiles, and I started chatting with her. She was married and in an open relationship. They liked meeting and fucking new people and sharing the experience with each other and of course they also liked to play as a couple.

At this point, I was interested in getting any kind of female interaction available because I was drawing quite the blank on my searching, and Lisa was the closest I came to a hit. I was in the air force at the time, and in decent shape, so she warned me she was a bigger girl, and I was ok with that. So we made the arrangements, and there was a little trepidation in my voice when she told me her husband will be there, but he’ll leave us alone if we go to play. Whatever, I said…it could be fun either way, and worse case scenario, we hang out and just be friends for the evening. If I had only known… Read more »

Taking her virginity [mf]

This is part 2 of my first story. I didn’t put part 1 for the first because I hadn’t really had a plan as to how I was going to write this story.
Also this story is pretty much the set up for when things start getting good. So there’s very little sexy stuff but it is an honest story about taking a girls virginity. My advice would be take it very slow, take notice of her reactions when to stop when to go don’t force anything and don’t expect that it has to be how you want it to be. It’s all about her.

Anyway.

After feeling rather proud of herself for making me cum and even having a little taste, she was committed to loosing her “V plates” as she called it.

Over the next few days we didn’t get to catch up but we arrange for her to stay the next weekend. At the time she was living with her parents and didn’t want them to know she was seeing anybody. Just didn’t want the hassle of answering questions. She told her mum she was helping a friend with study. She told me it made her feel really naughty having her mum thinking she’s a good little girl helping a friend, but in fact it would be her first time having a cock fill her tight virgin pussy. Read more »

Viewing the stars [MF]

I have enjoyed this forum for years and have decided to add some of my stories.

This happened while my wife and I were still swapping partners.

Tom was married to Lisa.

I had told Lisa that one of my fantasies was getting blown while having a rum & Coke and enjoying the night sky.

Lisa came up to me one evening, handed me a rum & Coke and said, “Let’s go up to the roof.”

I followed her to the roof to where she had set up a chair. She unbuckled by belt and opened my jeans, and told me to have a seat, sip the drink, and enjoy the stars.

She proceeded to kneel infront of me and took my cock in her mouth and started to give me a nice slow blow job.

I was enjoying the drink, the stars, and the blow job and after about 5 minutes Tom came up on the roof. He did not see his wife sucking on my cock.

Tom and I talked about the beautiful night sky and some other subjects and then if I had seen Lisa recently. Read more »