Category: gonewildstories

Crossdressing [M] – The Time I got Caught

This story is real and happened a while ago, also while 21+

So I’m finally living in my 1st apartment while in college. It was honestly the best feeling: freedom, fantasy and self discovery.

I had been wearing panties for sometime and had amassed a great collection, some purchased, some borrowed buy all commingled in my top drawer because I lived alone. At the time, some of the panties I owned had the matching bra so there were quiet nights I would get all dolled up and just transform into my sissy self.

Well one afternoon I get in a cute thong with matching bra, sadly purchased, and loved the fact that I’m able to lounge around my place acting all girly and slutty. The blinds are kind of open but it’s the day so you cannot see in really. As day turns to dusk and dusk to night I’ve decided it was time to play. Now I could have played anywhere but seeing myself dressed up, I wanted to see myself play.

I went into my bedroom, turned on the light, sat up against my bed on the floor and faced the mirrored closet doors and started to lube up and play. I have to admit, it looked very sexy. Read more »

[MF] Amanda – My roommate Part 3

Longer build. If you don’t like it, find another story! This is one of my favorites.

We rested there a while, with Amanda draped on and nuzzled against me in my lap, her long soft hair’s sweet scent tickling my nose. I bent my neck to rub my nose against the top of her head, breathing in her scent and the warm air that arose from between us. As if in a steam room, we soon went from comfortably numb to uncomfortably sticky, and as her body expelled my quickly softening cock as the cool air invaded we both sighed, sharing a deep kiss before standing and stretching.

After a quick shower we found ourselves in our towels getting water in the kitchen and heading to bed, but we both paused when we stepped towards the bedrooms.

“… which one?” asked Amanda, turning her petite but trained body against mine.

I wondered what hers was like, “Can it be yours? Looks… soft”, at which Amanda nodded and led me in, moving her large mattress’ sheets back and dropping her towel. I followed suit and slipped under the covers, turning to spoon her. Read more »

[MF] First time with a guy other than my husband in our house

* Some had asked about me. I’m in my 40’s, Asian, 5’3″ and around 125 Pounds *

Hubby and I had talked about it for quite some time with both of us interested in but him even more so. He liked to hear about my experiences before him and wanted me to have some new ones. We had conversations from time to time about a guy (Ron) I used to work with that we both thought was attracted to me. Hubby was going on a business trip and thought this would be a good time to see if he would be willing. Bill and I had talked and he was ok with whatever happened and was hoping it would end up with me having sex with Ron. Ron and I had been talking back and forth flirting some and I told him how Bill would like to have some naughty photos of me taken by another guy. It didn’t take much prodding and he volunteered to help. With Bill going away I invited him over to take the pictures. Read more »

[FM] Goodbye wife, Hello whore?

My wife and I have been each others firsts in more ways than one (but not only) including me cheating on her.. Do I regret it? Every day. Have I learned from it? 100%. Are we stronger than ever? Of course!

One night she found a video I had recorded of this girl/client of mine (illegal of course ?) choking on my dick which led to a month of fights, losing my clientele and almost a divorce, basically she wasn’t phased by me cheating except she thought there were feelings involved, which let’s be honest redditors is a no no when it comes to our wives..

On the night that we reconciled, we ended up fucking for four hours on the kitchen floor, using everything within reach as a toy. Safe to say we polished our floors & she licked it all up afterwards. As you can imagine as soon as I blew I realised I had developed arthritis in my knees haha

The next week was spent fucking every possible way and re-painting each room all over again.

Instead of divorcing me she thought it would be a better idea to send an even sexier video to my mistress! Read more »

[F]athers girlfriend wake up surprise [MF] [NSFW]

I was 19 when I started working at an iron foundry and long manual days meant sleep was my favourite pastime. I regularly needed help getting up for work the following morning. One morning, Ellen, my fathers then girlfriend woke me with a very quiet “good morning” far better than the normal “oi lazy arse get up” my father used.

Seeing her lovely face and long curly blonde hair was a great way to start my day.

Ellen and my father had been dating for a few months and she had only recently started sleeping over, her young son going to his fathers made this possible. Although she was 40 she had the attitude and figure of someone much younger and in the short time I’d known her we had become quite friendly.

Her waking me up became a more regular event over the following weeks which in itself wasn’t an issue, however waking up with morning wood and trying to keep it concealed was. I noticed Ellen seemed to stare at the shape beneath my quilt with a smile on her face and this set in motion an idea in my head. Read more »

Morning fun [F]

My ex used to love waking me up with a nice special surprise, I was his submissive his fucktoy I loved every moment of it. Some days he would use me as a urinal I wouldn’t mind, well one morning he slapped his cock on my face till I woke up then before I could even open my eyes his dick was down my throat as his balls had covered my nose, I loved it. He knew how much I used to say dirty cock and balls smell is the best so he left them dirty for his toy and it was wonderful after he took out his cock he said suck my balls bitch you know how to do it don’t be shy. I got up and as I was about to stand he slapped my ass and said bitches crawl he led me to bathroom where I washed my face and brushed my teeth , then we went to kitchen he watched as I made him breakfast while he was fucking me. Read more »

[FM] My girlfriend Sanni taking my first facial

“Well we just did something I wanted to do. I want us to try one of your fantasies next”

Sanni dodged my implied question as we lay snuggling into each other’s arms. She kissed me on the cheek as she squeezed my hand.

“Yeah but it’s really hot to fulfil these things for you. I like knowing what I do to you Loki”.

She grinned at me mirthfully. I’m not exactly known for having the best poker face and she could tell I was thinking of something.

“What is it?”

I was embarrassed to say, and I couldn’t really explain why. Sanni and I had been seeing each other for a few months and in that time she was always supportive and non-judgmental whenever we talked intimately.

“Well, I mean it is one of the few things I haven’t actually tried yet…”

I trailed off, practically choking from embarrassment. Why was this so hard? She smiled and kissed me again. She definitely knew she had me.

“I’ve never cum on someone’s face before” I finally said somewhat sheepishly. I could feel myself flushing with colour. Read more »

[MF], [M22] goes to buy condoms for night w/FWB, [F33] cashier makes me cum instead

Late one night I went to pick up some rubbers to fuck my fwb. She’s 5’4″, perky B cup tits, and a very athletic ass. We’ve been fooling around since quarantine. To put it in simple, she had been my fuck toy, no romance, we both just enjoyed making one another cum.

So I get to the gas station, and immediately I’m distracted for what I came for after seeing the cute new worker that recently started working there. She’s a sexy blonde, w/tattoos and some piercings, with a very thick and toned ass,with perky tits, we’ll call her Anna for this stories sake.

Anna and I only did minimal flirting when we got a chance (there were always customers waiting behind in line), and with customers in the store at the time I didn’t think their would be any more flirting than usual.

So I regrouped, and went to get what I came for, condoms. (Yes I know, no fun there…)

The only problem, was that their were no Magnums (or king style or whatever brand that gas station offered.)
Shortly after the other customer left, I approached her and asked if they had anymore in the back. She walked around the register to go look in the aisle ( Revealing that ass that I still can’t get off of my mind.) Read more »

The time I [m]ade a straight married stranger [m] get an erection on a busy bus by the use of my discreet grinding skills

It was a busy Wednesday evening and I managed to get on a bus but it was so so busy so I was squashed standing up at the front end of the bus and there was a guy standing behind me holding on to the same pole as I was.

Every time the bus went to a stop I would look behind myself in order to move out the way to let others off the bus but I would slyly be looking at the guy who was pretty much breathing down my neck. He was a typical man – stubble hair, pretty tall (5ft11), he has on work clothes, it looked as tho he was a construction worker of some sort. We locked eyes for just a second where his eyes travelled down to my lips and stayed there, whereas, I was still looking into his eyes and I could feel my heart beating quite fast. I was not familiar with a grown straight man looking at me for longer then a second. I then turned around and even though that lasted for 5-10 seconds, it made me kind of happy (gay I know ?) Read more »

Am I a good girl [FM]

My boyfriend has been working overtime and has been stressed lately. Last night, when he got into bed, I tied my hair up and wore a bright red lipstick. I then got into the bed and started to cuddle with him without a bra. He is obsessed with my big DD boobs so he didn’t complain when I got naked, showing off my boobs. He hungrily sucked on my big hard nipples after he pinched and twist them. He loves tits and loves to grab mine.

I slowly went down on him and licked his hard cock which was drenched in precum. After a noisy, slurpy blowjob, I needed his bare cock in my pussy. I spread my legs as I took it all in like a good girl. He had his hands on my titties as he fucked me away.

He licked and pinched my nipples as he fucked his good girl. He wrapped his arm around my neck as he spat on my face, drooled in my mouth and I swallowed. He couldn’t hold it anymore as he came hard in my pussy until I lay on the bed panting. Read more »