[MF] Some unexpected role play

This happened in 2014. My wife and I had been invited to an 80s themed party, and she had decided that part of her costume would be a neon pink pixie wig, a lot like [Natalie Portman here](https://s-media-cache-ak0.pinimg.com/564x/d4/07/4f/d4074f819b0e06ea0a90bc80ea34fa86.jpg).

The night before the party, I get home late from work to see her already in her outfit. Torn fish net stockings, a sleeveless Prince t-shirt, little sports bra, jean shorts, and the wig. She was hot, and much different than her usual jeans and t-shirt attire.

“Hi, I’m Trixie. I was told to wait for you.”

“Uh.. yeah?”

“Your usual girl couldn’t make it, but I was told you would like me. We should get to know each other.”

With that, she handed me a shot of tequila, licked my neck, sprinkled some salt, took the shot, and sucked the salt off. She handed me that shaker and pulled down the neckline of her shirt, and squeezed her tits together. I went along with it.

“Good, you like to party. Let’s get some music going.”

A great 80s play list started, and she started grinding into me, sucking my ear lobs, I was getting very turned on. She took my hand and pulled me to the couch, and sat me down. Read more »

This is the story about a first date that turned into a hot tub adventure with a boy half my age [FM]

I met Darren after a meeting with a client in their San Francisco office. I was making idle chitchat about dead celebrities and upcoming music festivals when he walked by. He stopped to add in his two cents. I had never seen him before, as his department was unrelated to my visit. Darren was tall at 6’3″, lean, stormy blue eyes, a slight facial scruff, and spoke with an incredibly thick Irish accent.

As I stepped in the elevator to get back to my office, Darren jumped in at the last second to join me. He asked about my weekend plans (I had none) and then asked if I’d like to have a drink with him on Saturday.

I was surprised at how forward he was and after looking at him for a moment I said he may be too young for me. After asking my age (43), and seemingly genuinely shocked, he told me he was 29 and that I should at least have a drink with him. He was new to the city and hadn’t really met many people outside of work. By the time I made it to the building exit I had relented. Read more »

[MM] A hot snarler

This story concerns two individuals, who I will call Jake DeSchlong and Hamish hoogedicke for the purpose of this story. This story occurs on a sunny Sunday in the middle of March in the mighty Zealand (beautiful Queenstown). Jake and Hamish were out on a peaceful stroll through the forest, when Jake started getting the tummy grumbles from his intense hunger. Hamish found this strange, as Jake had a really large breakfast only a mere hour before. Jake assured Hamish that he was really hungry and that breakfast wasn’t enough to satiate his thirst. Hamish found this statement really strange, but offered that they go to Bunnings and pick up a hot snarler. Fortunately for the pair, a fine Bunnings establishment was right around the corner and the mouth-watering scent of sizzling snarlers permeated the air. The pair of gents quickly approached the sausage sizzle, but immediately Jake’s hopes were crushed as the juicy thick snarlers were $6.19, whilst he only had $4.20 in his satchel. Jake’s eyes lit up as he realised that Hamish (as a Bunnings VIP) had a membership card which gave him thick discounts on the local sausage sizzle. Jake turned to Hamish with pleading eyes, just as Hamish wrapped his lips round the tip of his hot sausage. Hamish saw the desperation in Jake’s eyes and knew that this was his moment. The moment he’d been waiting for his whole friendship with Jake; really his whole life in general. Hamish smiled coyly at Jake and sensually whispered in Jake’s ear “If you want that cheap snarler, you’re gonna have to do something for me”. Jake looked confused and questioned Hamish’s intent. “Follow me” said Hamish, as he led Jake around to the back of the Bunnings besides the dumpster. Jake could feel his scrotum tightening as he started to realise Hamish’s seductive intentions. As they finally got to the back of the Bunnings, Hamish promptly dropped his short shorts to reveal his fully engorged cock to Jake. Jake instantly felt his asshole loosen as he saw Hamish’s rigid micro-penis. Jake instantly dropped to his knees and started viciously sucking on Hamish’s dick. Jake realised he really had to impress Hamish if he wanted the discount, so he bit down hard on Hamish’s tip and felt the blood from his erection fill his mouth. This pain caused Hamish to instantly cum in Jake’s mouth, to the point where the cum overflowed out his mouth and covered his LMFAO party rock anthem T-Shirt. Jake quickly got up, bent Hamish over and plunged his dick into Hamish’s asshole. Due to Jake viciously grabbing Hamish, the cum caused them to stick together and due to the acidic nature of Hamish’s cum they merged together on a molecular level therefore becoming mega-gaysexman. So at the end of the day, there’s nothing better than a classic kiwi Christmas with snarlers, besides thick hot cock ;D

Longing

Walking the desolate hallway with trash laying around, she wondered “how did I get here?”. She isn’t lame, some would say too smart for school. Did she really peak in high school? Is life going to be a series of underwhelming conquests and small wins, forever? How can misery on her mind make her wet? Shouldn’t have worn a skirt. She could almost smell her wetness, her arousal, working in that tiny office.
Every day was just a series of marginally challenging tasks with no real outcome. But then again, can anybody really make a difference working in retail? She was just selling expensive shit to people who wouldn’t have any real need of the same. It’s all superficial. It is this lack of purpose in life which gets compensated by her body reacting to it by getting aroused. The lack of stimuli for her mind translated into the smallest stimuli of touch or smell to get her turned on. The unimpressive men around her at the office made her uncomfortable, even though she was taller than most of them. Larger in life and in spirit.
All she wished at that point was for some fresh air. Her underwear was drenched with sex and some air down there will calm her maybe. Her slow and sneaky movements on the chair, unnoticed by others, were something she had mastered all these years sitting in boring offices and classrooms. Her subtle grinding is exactly what she liked, slow and with intense pressure on her clit. Oh, how wonderful!
All she needed to turn her on was her imagination, with no visual aid of any kind. She thought of her high school boyfriend. She never did fuck him, both wanted to though. They were too much in love and she was, to be precise, an idiot about it. Although she lost her virginity later in college, it was nothing like it would have been with that boy. This in her life was now something like a cliff-hanger, an unfinished business. She can see in her mind’s eye his tall and lanky frame, broad shoulders with the slenderest waist and the best part, big veiny hands. On and on she would grind on that corner chair, clenching her thigh muscles to intensify the feeling. She couldn’t help keeping her mouth shut, the air escaped her in short gasps. Her leg had started cramping up, but she was almost at the end. Her orgasm released with the most intense but subdued rush, a little frustrating and a lot satisfying. That was indeed a good Wednesday!

[M]y first time anal experience with toy [Short]

If you never have any backdoor experience, the first time is incredible, at least for me. I start cumming involuntarily once I have the prostate massager first inserted, and I haven’t turn on the vibration yet. The load is huge and long, it just keep slowly dripping out and I can’t control it. This is my longest orgasm yet, it is a whole body experience, my mind is like frozen/paused for a while, and my whole body muscle is like shaken & exhausted. Also I never experience any refactory period after that, I am still in harden state and horny mood, I jerk off right away by stimulating my penis, this time the small load shoot out further rather than dripping out. The deep breathe after that is like I have taken a intense exercise session.

A [F]ine afternoon for exploring new things.

So, this is my first post on here. This may be a little long. You can blame it on my ADHD and lack of sleep, but I felt I had to share it.

For a few months, I have been talking to a guy at work.. let’s call him Cameron.. little did we know that we worked together until we matched on tinder. (I work unstairs and he works downstairs so we never ran into each other because we are both busy.)

Cameron and I talked for about a week or so before finally meeting each other. I first went over to his house after work one day and I was very nervous. Due to some complicated medical issues I have been in he worst shape I had ever been in, which has left me self conscious. I’m about 5’6″ with brunette hair, green eyes, round cheeky face, large thighs, and pretty large boobs (as I’ve been told.. but they are DDD at the moment) but compared to Cameron how couldn’t I not be nervous?! He is 5’10”, lighter complexion, light brown hair, amazing blue/green eyes, and a smile that can light up the entire room. Read more »

Opening night – another theater kid adventure [MFM]

I recently reconnected with a friend who was in one of my other stories and we got to talking about old times which made me want to post some more of my memories.

In the spring of my senior year we did a musical at my school. We rehearsed for like three months and then in May we did our show. Since the shows were on the weekends and we were all young with raging hormones, we would channel the energy and excitement of performing into to drunken parties after each show.

On opening night a bunch of us went back to my house to hang out after the show. For those of you who have read my previous stories, you already know my house was a hub for debauchery because my parents weren’t really around at that age. We could drink without being concerned about getting caught and also have a safe place to crash. For as crazy as some of my stories are, no one ever drank and drove. Read more »

Cumming in front of Girls at School. [Str8][m][Huml][Msub][Mast]

I was wearing some regular underwear today because all of my boxers were dirty, also some loose thin pants because it was pretty warm out. Anyway, I’m in class when the teacher asks me to come up to the board to read a part of the book, I’m a bit nervous because I don’t like public speaking but whatever and I start reading it. I begin to read the pages of my speech about anacondas, but as I start reciting the words I get a mini anxiety attack followed by an ever growing boner.

I start looking at some of the hotter girls in class in their yoga pant shorts in the front row with their legs crossed over and I feel my boner getting bigger as it starting to swell up and become noticeable. I begin to slowly let out a muffled squeal as the pre-cum drips off my dick ever so slowly. I hear some girls in the class say something while smiling, and at this point I’m nervous and I can feel my face becoming red, the embarrassment increasing as I fumble with the words because of the compression in my underwear and that marvelous good feeling of a rock-hard boner, but at the same time it’s beginning to get unbearably hard as I begin to get hornier and hornier. Standing there, I begin to wonder if things could get worse and to my surprise, the girls in the front row who sit a few inches away from me begin to tap the touch the side of my dick. I read some more of my speech and out of nowhere I begin to ask the teacher a question: Read more »

A night in, a threesome, and finally fucking my friend(s) – part 2 [MF]

Link to part 1: https://www.reddit.com/r/gonewildstories/comments/612uxn/a_night_in_a_threesome_and_finally_fucking_my/?st=j0n8o5o4&sh=e0491dee

This is the continuation of a crazy night from college. I finally had sex with my friend Jess, with whom I had what was obviously a crazy amount of sexual tension for like a year and a half – only, it wasn’t the normal first time having sex with someone. We did it while getting drunk and having a night in at our mutual friend Julie’s house, in Julie’s room, with Julie present. Julie didn’t have sex with me (or with Jess), but she kissed both Jess and me, stroked my cock a couple of times, and masturbated while Jess and I fucked.

To remind who everyone is, me: 6-2, blond, broad frame and muscular, 7” cock. Jess: not in this story, but a tiny, curvy 5-1 Latina firecracker with beautiful tits and a big ass, and who worked daily in the gym to keep her body tight. Julie: 5-5, with a beautiful face framed by brown hair, and a tight, thin body that she kept in good shape with yoga and the elliptical. Before that night, Julie and I had never done anything. Read more »

[MF] fucking my buddy’s mom on the first night of spring break.

So this happened this past spring break.

My college roommates best friend from home who also goes to our college, invited a few friends to his families vacation home for spring break.

The beach house was bigger then the house that I grew up in. My roommate and his friend both come from wealth. I am not too close with the guys who’s house we are at and in fact I don’t really like him. He is just a rich asshole. The only reason I got an invite is bc my roommate new i was staying on campus and asked if I could come with. ( it was about a two hour drive from campus.)

Everyone has there own room, my room is on the ground floor, and the only room on that floor. We all get settled in and hit the beach, it was awesome. The day goes fine, drinking and just lounging around. We head back to the house for dinner ( a short walk from the beach). When we get to the kitchen we are greeted by the hosts mom. She had just arrived from the city and the rich asshole was pissed, asking her why she was there and being very rude. After the awkward confrontation, I introduced my self and thanked her for letting me stay the week. Read more »