My hippie stepmom (mf) (cougar) (step fantasy) (virgin)

I spent summers with my dad ever since the divorce when I was four. He got remarried when I was 10 to a complete hippie. She had flower hair bands, tie dye everything, loved the grateful dead, and any other hippie stereotype she hit the nail on the head. She was nice as could be so I could never say a mean word about her.

They lived on a horse ranch back in the woods on a large plot of land that had a crystal clear spring running through it. She was a completely unashamed, full fledged nudist and every time that they got back from riding horses, she would strip naked on the porch and go swim in the spring. This never meant much to me until I got to the age when my hormones really started racing. She was in her mid to late forties, salt and pepper straight hair that went to the middle of her back. She was a full figured Amazonian woman with large (dd if I had to guess) breasts. They sagged a little with light stretch marks, large round areolas with nipples about the size of eraser tips. Her bush was for lack of better term glorious. It was full, curly, black and gray, and never shaved or waxed a day in her life.

[FM] Hooking up with someone I met at a bong shop (her perspective)

Hello all! When I posted my [initial story I posted on this sub](https://www.reddit.com/r/gonewildstories/comments/clikhu/fucking_an_18_year_old_soon_to_be_college) /u/laodod suggested in the comments that I have Ruby tell her side of the story. She was delighted to do so and sent me her draft just now. I hope you enjoyed it as much as I did.

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My 18th birthday was bittersweet to say the least. After a nice evening out with my family it all culminated in me having a massive end of the relationship fight via phone call with my absolute piece of shit ex boyfriend. I felt so alone and worthless that night, like I had just wasted the last 2 years of my life with someone who was toxic to me. I was stupid enough to think he would change but it never came. I cried the entire night and slept until 1 in the afternoon.

[MF] How I got insanely turned on by ex-girlfriends confession about fucking other guy.

So my girlfriend at the time and I were dating for a year at the time this happened. She was living in the city 300 kilometers away from me, so we would see eachother once every few weeks. I would come to her place for a few days, and we would spend most of these days fucking because we were so horny after all the sexting between the meetings.

She was kinda petite, around 160 cm’s with amazing ass and small titties, black hair, and a pretty face with brown eyes and sexy lips I still dream of.

Our sex was pretty good. We loved to try out new positions and find new places around the house to fuck. She was one of those girls that can’t cum only by penetration, so I would always have to finish her with licking her pussy, and I gladly did that because she tasted amazing. We were always fucking without any protection, and she would let me decide where I want to cum as long it is not inside her. I preffered cumming into her mouth because it is a big turn on for me, and she loved that to but never swallowed my load. We tried a little BDSM but nothing too wild.

My Sister’s Boyfriend

My cousin was getting married. We never saw this girl. She lived far away, in Charlotte, NC, for some reason, but it might as well have been China. So my mom, myself and my sister, Jenna, drove down to North Carolina for this wedding. Of course my sister and her boyfriend, James, were attached at the hip, so she had to bring him along. I was blissfully single and had no desire to bring a date.

We had two rooms reserved, one for my mom and me, and one for Jenna and her boyfriend.. After a long day of driving, we checked into the hotel at about 1am the day before the wedding. My mom was exhausted so she wanted to go straight to sleep, but I wasn’t really tired so I went over to my sister’s room to hang out for a while. Jenna and I were really close growing up, best friends. We would always hang out and had a lot of common friends.

Wife [F] strips in wet t-shirt contest and works as nude waitress

This is a true story about my wife of 40 years and her exhibitionism early in our marriage. At the time of this story, she had long brown hair that hung to cover her 38DD tits. This was back in the day when pussies were hairy. Her name is Lynn.

Early in our marriage, in the late 70’s when wet T-shirt contests first became popular, a local bar was sponsoring the first contest in this area. I began encouraging my (newlywed) wife to participate. The contest was still a few days away and you had to bring your own white T-shirt. She went out and bought a sleeveless, white tank-top type. The shirt accentuated her big tits and her nipples stuck out prominently. It was so thin that you could see her big areolas (3 in. in diameter) even before it was wet. It provided some excellent side shots of bare tit as well. I had seen some pictures of wet t shirt contests in some men’s magazines and showed them to Lynn. In these pictures, the girls were all totally naked by the time the winner was declared. When she saw this, she became very excited. The vision of my wife standing naked in front of a bar full of people entered my mind. I can’t believe how excited I was becoming. (but at the same time a little nervous).

Batter Up [MF]

Back in high school and college I worked at a baseball park. One of those community ballparks, not a big stadium or anything. I worked on the grounds crew as well as umpiring baseball games. So I was there a lot. I met Annie early on working there. She was one of the only girls that worked there and frankly the only one at all good to look at. She was about 5’2″, medium length brown hair. She had a typical body of a softball player; thick thighs, round ass, medium sized, perky tits.

Given that she was the only attractive girl at the park, I obviously flirted with her. At first it was just harmless little things here and there. Then one night after some late games, some how we got on the topic of our sex lives. We learned quite a bit about each other that night. She told me that she had been with a few girls (and at 19, that was a real shock to my system) and I told her that I had a bit of an exhibitionst thing going on. At this point it was obvious that there was a mutual attraction.

Class of ’04 – Part TWO – (mf) (PIV) (voyeurism) (exhibitionism) (teasing) (taboo) (teacher/student)

Even in my wildest fantasies, I’d never imagined this. The object of my desires for so many years was fucking me with his fingers at the bar of my high school reunion. My back was almost touching the wall and his body was shielding me from the rest of the people in the room. 

“Here’s your wine and the scotch on the rocks for you.” The bartender smiled at us as he placed our drinks beside us and walked away. 

Mr O’Neal pushed his finger deep inside of me, his palm rubbing against my clit. “We shouldn’t.. Ahh.. We shouldn’t.. Oh fuck.. Sir we shouldn’t be doing this.” 

“Fuck it’s a turn on when you call me sir.” He growled in my ear, he added a second finger, he was gently stretching me open with each pump, scissoring his fingers inside of me. “I know we shouldn’t, but I’ve wanted you, this, for so fucking long Luna.”

“Yoooo, Mr O’Neal, my man!” An older version of Thomas Sinclaire shouted from a few feet down the bar. He’d been Mr Popularity back in High School and it pissed me off that he wasn’t fat or balding. My ex-science teacher pulled his fingers from inside of me but I didn’t feel disappointed for long, the hand on my wrist replaced those fingers as he turned his body towards the bar to face Thomas. 

Close Enough for Comfort (Femboy Pet Play)

The pet is curled up next to them. “Do you want some attention?”, the master asks as they slowly rub their hand up and down their pet’s back. They pay particular attention to the back of their neck each time they return to it. “Do you like that?”, they ask. There’s no response, the pet is half asleep by this point. “Maybe you’ll respond if I do this”, and they slide their hand between the pet’s legs and feel along their inner thighs. The pet squirms slightly. “That got your attention.” With each time their hand slides up their pet’s thighs and toward their crotch, they notice their pet is getting more excited. In a somewhat quick motion, they slide their hand further between their pet’s legs to their crotch and begin to grope a little. The pet lets out a few light moans. But just as the pet is beginning to enjoy things, they stop and remove their hand from between their pet’s legs. The pet looks at them confused. “Were you enjoying yourself? Why don’t you show me how good it was?” The pet sits up and slowly pulls their shirt up revealing an erection pointed straight up and sticking out the top of their underwear. “Look at this you’re dripping!” The pet opens their mouth as if to say something, but before they can the master puts their finger over the pet’s mouth and gently shushes them. “Don’t apologize for making a mess. I enjoy seeing how excited I make you.” The pet leans over and gives a light kiss on their master’s cheek. The master uses their index finger to tease the head of their pet’s cock, and the pet squirms and moans in response. “What should I do now?”, the master asks as they continue to tease with their finger. “Should I just tease you like this forever?” The pet responds with a mumbled “nn…no…” “Maybe I should just stop then”, they say as they take their finger off their pet’s cock. The pet’s expression turns to confusion again. “What if I got really close to you like this? Do you like this?” Their bodies are now pressed together. The pet’s breathing has become noticeably more intense. “Do you like how close I am to you?” The master grabs their pet’s cock and strokes it slowly while kissing all over the pet’s neck and face. “Do you want to cum?”, they ask as they slightly increase the pace of their stroking. The pet speaks a very moany and difficult to understand “y..ye..s..” “Okay I’ll let you cum, but you have to look me in the eyes when you do it.” With their gazes locked, the master increases the pace of their stroking just enough to bring their pet to climax. The pet makes a large sticky mess between the two and melts into their master’s arms. “Wow, you really made a mess of our clothes. It’s okay though we can just throw them in the wash…” Before they’ve even finished their sentence, they notice that their pet has completely passed out from exhaustion. “Are you seriously going to leave me to clean this up by myself?!”

Class of ’04 – Part FIVE – (mf) (oral) (rimming) (PIV) (anal) (taboo) (cheating) (coercion) (teacher/student)

“Get cleaned up baby,” He’d helped me to my feet and kissed me deeply. “I’ll order some room service.” I couldn’t do anything but murmur my agreement into our kiss. 

He spanked my ass as he left, making me yelp in surprise. Every inch of me was sensitive, my body spasmed if I touch my clit or nipples. I rinsed his cum from my body before turning the shower off. I wanted round 2 to start already, my pussy was clenching at the thought. 

I twisted my hair into a bun on top of my head, I didn’t bother with a towel, I mean what was the point? I wanted to fuck him as soon as I could. 

I started to open the door when I heard his voice. 

“Sadie.. Baby I’ll be home when the reunions over.. I told you this before I left.. No.. No I can’t leave early… Because.. Because I’m the one responsible for the conference room..” 

I’d almost forgotten that he was married. Had been since before he’d started at Jefferson High, they’d both transferred from the sister school two towns over. She was Head of Administration and the biggest bitch you’d ever meet, pretty sure she hated any girl that was in Mr O’Neals class. 

After a [F]ight, she took revenge. I’m not [M] at all.

A week ago, Jess and I had a fight over her some frustrations that kept adding up and we had a big blowout – a full 2 hour fight with tears and hugs, etc. Afterwards, I noticed that both she and Danny were quite active over snapchat & whatsapp. No big deal. She has fooled around with Danny before but doesn’t really want him as a boyfriend — she’d made this clear.

Two days later, we had a party to go to, some drinks and then paintball after (which I love!). We went together, Jess looked *stunning*! She had this yellow summer dress with an interesting plunging neckline, with red flowery pattern, black boots that came to her ankles, and a black leather jacket. She also had a glossy, deep red lipstick and with her perfect, perky tits, she was a model of “come fuck me” party girl.

We were at the party, when she said she wasn’t feeling it and wanted some of her own space. I kind of expected that, and we’d brought my bike and her car since we both said that look, if either doesn’t feel it, we can do whatever we want, give each other space.