[Part 1](https://www.reddit.com/r/gonewildstories/comments/9tp8oi/my_roommate_and_i_gradually_went_from_drinking/)
[Part 2](https://www.reddit.com/r/gonewildstories/comments/9tpbnl/my_roommate_and_i_gradually_went_from_drinking/)
**Part 3**
collection of stories you shouldn't read at work
[Part 1](https://www.reddit.com/r/gonewildstories/comments/9tp8oi/my_roommate_and_i_gradually_went_from_drinking/)
[Part 2](https://www.reddit.com/r/gonewildstories/comments/9tpbnl/my_roommate_and_i_gradually_went_from_drinking/)
**Part 3**
[Part 1](https://www.reddit.com/r/gonewildstories/comments/9tp8oi/my_roommate_and_i_gradually_went_from_drinking/)
**Part 2**
When it comes to my early sex life, I like to think I got by on sheer, dumb luck. I was an awkward kid in high school into early adulthood, not bad to look at, and pretty funny, but also weird, shy, and not very fashionable. So imagine my surprise when I lucked up and got myself a smoking-hot girlfriend my junior year, whom I’ll call Carina. She was 5’2”, medium-brown complexion, lithe figure, nice tits, and later, a tattoo on her lower back.
Long story short, I fell for her hard. When we broke up, I went to pieces. I was a mess. I spent that summer out of the country with relatives and came back with my head on straight and ready to move on. After I graduated, I got my first job at a department store and was getting ready to start college on a scholarship. All in all, things were looking up.
Then one day, I got a phone call. It was Carina, looking to reconnect. She extended an open invite to hang out at her place, anytime. Literally anytime. In my naïveté, I thought nothing of it other than she was trying to be friendly. Yes, I was once that clueless.
This was probably a year after my mom and I began our “adventures.”
That would make me 16 years old, and my parents would be pushing forty at a handsome 36 & 38 (mom and dad respectively).
I was one year older, and sad to say, a good deal plumper. My round belly now hung over a little, my wide hips were now topped with well-defined rolls of fat. I had deep creases at my armpits because of my wide upper arms and a network of stretch marks had appeared around my waist. Also unfortunate, was that my chest had NOT expanded at the same pace as the rest of me. I was definitely ‘pear-shaped’ and a bit self-conscious of the whole thing.
It was the middle of August, I remember, and just on the hot side of comfortable. You could sit in the house with the windows open and the ceiling fans running without the air conditioning, but any exertion would whip up a sweat in a hurry.
She looked beautiful.
She always looked beautiful. Perhaps it is what she was getting ready for that made her look even more beautiful to me tonight. Tonight was a special night. Our sex life was excitingly wide ranged. I could be sitting around and the thought of a soft, sensual, loving night of love making would cross my mind and I would lose himself for a moment. I loved her and I loved making love to her. On the other end of the spectrum lies the animalistic, sweaty, dirty talk fueled, porn star-esque fucking that made my cock throb. The main topic of the dirty talk usually focused on watching her with another man. Admittedly, that fantasy started with me. I knew she wasn’t into it, but I loved her for trying. Truth be told, I felt guilty that I fantasized about watching her. Felt weak that I could never put into words exactly why it turned me on so much. But during those amazing fuck sessions, I just let himself go, if just for a moment.
*
I had originally planned to ride around the ranch at Aunt Mary’s place, but after a big hug and a peck on the cheek, she regretfully informed me that her husband, my step-uncle, took an extra job and wasn’t able to bring a horse in from pasture before he had to leave.
I was disappointed, but thought about my younger cousin who lived in their basement.
“What about Ernie?” I asked. “Can he help me get one?”
Aunt Mary had four children by her first husband, and one more from her next. She had two girls, then three boys. I was right between the first two boys, they were each a year older and younger than me. The last boy was almost ten years younger and lived upstairs, while Ernie rented the basement as an apartment.
Mary was almost a mirror image of my own mother, but was also almost ten years her senior. They looked and sounded alike, but the life of a rancher’s wife and five children had its effect on her appearance. Her skin was weathered and her hair was graying. Her hips were wide, her thighs thick and her baby-stretched belly could be seen resting against the tops of her thighs below her waistband. The one department in which she surpassed all other women was her breasts.
And finally, it happened.
Casey (my wife) and I were alone in the house. It’s rare, but happening occasionally as the kids are getting older. We put on some music, hung out in the hot tub, smoked some pot, and enjoyed each others company. Not one to let an empty house go to waste, rather than going to our bedroom, I grabbed a big blanket and laid it out on the living room floor.
We dimmed the lights a bit, and fired up the wood stove. Music in the background, doors locked so no unexpected company would come in, and Casey said she wants to watch some porn. She’s not big on it, but sometimes finds something she really gets into. I sorta curate some stuff on PornHub that I think she might like, and she’ll go through it. Apparently I found one she liked, though it surprised me that she did. Usually, it’ll be something BDSM and male/female, group, anal, but this was solo. Just one woman, pierced, putting a mango in her pussy.
I’ve seen a few posts on the sub recently questioning how every guy poster bangs some incredible smokeshow girl, how every girl poster finds a dick that’s always the most enormous 27 inch dong they’ve ever seen, and how all posters manage to junk-jackhammer for 2.5 hours straight with seemingly infinite stamina. People come here to share their most incredible and noteworthy experiences, so I don’t see the problem personally. Nevertheless, here’s an event from a couple years back that’s a bit different from most things I’ve read here and should satisfy the sceptics.
A couple hours back, I had found her gonewild post. It was a typical “do u like what u see??” image from a new account – a badly taken close-up of her huge tits squished together, kind of like [this random picture I found on gonewild](https://i.redd.it/u93zwdzrgiuz.jpg). Grainy, bad lighting, unflattering angle, and missing a tag. The girl next door with her flip-phone quality camera generally has no chance on that sub, but that doesn’t mean the photo and girl weren’t both hot. They were. And that made her a good candidate for some fun.
*Sophie plans a surprise for her boyfriend, Greg. It doesn’t go according to plan…but it works out better for her!*
*Shoutout to* /u/throwawaypam1 *for giving me the prompt that led to this!*
—
“Call,” Greg said, tossing his chips into the middle of the beat-up, hand-me-down table.
Sophie frowned. Her boyfriend was a terrible bluffer, but she believed he was holding a decent hand. He just kept getting lucky tonight.
“Raise,” Emily smiled, cheerfully tossing in another ten buck chip. She was a bubbly little blonde, all smiles and pearly whites. Sophie had known her since middle school—before her tits had popped out of nowhere one summer and packs of drooling boys had started worshiping the ground she flounced across. Still, she was a sweetheart.
Sophie had been a later bloomer, but she teased Em that she’d won in the end. Emily’s more-than-ample, ivory-white cleavage could stun a man at twenty paces, sure, but Sophie could let her brunette tresses drape across the cinnamon cannons she eventually grew and flatten a whole platoon. It had just taken her until senior year to get the artillery up and running, that’s all. She was the more athletic of the pair, to boot, though Emily had the supermodel legs-for-miles physique going for her. They joked about who would break more hearts, now that the pair of them were off to college.
I can’t say I had never noticed her. Eighteen years old, young and fit. She was a sight to behold. But I could never let on that I noticed her, I mean, she was my girlfriends sister.
Sabrina and I had been together for a couple years. We moved in together over a year ago and everything had been going great. I was always so happy to have Sabrina, she was smart and generous, and so pretty. Light brown hair and an above average body that I enjoyed as much as I could. I had never even looked at another woman with lust for as long as we had been together. Honestly. That is, until this past weekend.
Sabrina’s sister came to visit us for a week. She was starting college near us and decided to stay for a week to get everything set up. We invited Maddie to stay with us for the week and when she arrived, I had no idea what I was dealing with.