Tag: Anal

Coming Back Home [Blow Job] [Anal] [MF]

I was gone for a long time. I left my hometown to attend college, then I drifted around the world for years. I worked in remote places, I explored the whole world. It was an awesome experience. It gave me lots of great memories. Stuff I like to look back until now. But it somehow got old, stale, over the years.

As time passed by I really began to miss my boring, lame ass home town. A small town in the middle of nowhere. I missed the smell of it. The people in it. And last but not least, my family. All of them. I hadn’t seen them in years. We only did some video chat, texting or some good old fashioned phone calls. It just was time to get back home again. Not only for a short visit, but for a longer stay.

After traveling two days dad picked me up at the airport. He was driving the same car like he did about ten years ago. Back then, 23 year old me headed out to explore the world. Dad drove me to the airport in the car we were siting in. And yes, I was 33 when I moved back home. Read more »

The Tutor 4: Caught In The Act[MFMMMM][Str8][gay][cuck][cuckhold][forced gay][creampie][cheating][orgy][anal][facial]

Lorna sipped her glass of Chardonnay with a giggle, her face almost as red as her cocktail dress. She was surrounded by people, men, and something about being circled by these strong, dominant older men made her feel comfortable. She felt at home. It had been a few months since the Christmas party, and Lorna had procured herself a reputation. Suddenly every student in her class needed tutoring, and every student’s father took a sudden and keen interest in their child’s education.

Lorna decided to throw a cocktail party and invite all of the parents of the children that she tutored. Or at least, all of the fathers. Lorna’s husband was in favor of this idea, after all his wife’s job was very important to her and he would do anything to facilitate the relationship between her and her students. Little did he know, she was a little more involved than he had anticipated. While Lorna entertained the dozen or more men at their house, Max had been sent out to pick up a couple bags of ice that Lorna had conveniently forgotten to get before the party. She was sure this would give her enough time for some risky, dangerous fun, but the truth was that she didn’t care if he got home before she was done. This was her new identity, this was what she wanted. She wanted filth, risk, degradation, and most of all, she wanted to get caught. Read more »

Her dream hookup. [MF]

I was expecting her, and she was expecting it.

She had called me a couple of days before and set it up on Friday night. She had some things to take care of, so she said she would be over about 8. I was playing it very cool, sitting on the couch in shorts and a t-shirt, finishing a glass of wine when she came in. I was watching TV, so I invited her to sit down with me. While the commercial came on, I suggested we could pass the time with a little blow job. She slid the leg of my shorts up and worked on my cock for a few minutes while I watched the end of the show.

We had plans for the night, mostly fucking, but especially anal. She wanted it bad, and I had promised to deliver. After the show ended and one last gulp of wine, I stood up and she joined me. Our tongues met in a kiss and I worked my way behind her. At my request she had worn a sun dress which always make me hotter than hell, it was just what I liked. Read more »

Spontaneously trying anal with [M]y coworker [F]…

Catalina (“Cat” for short) was a colleague of mind at a small West Coast marketing agency when we first met. For our first after-work hookup (with two other colleagues fucking down the hall), check out Part 1 of my previous story (parts 2 & 3 linked from here): [https://www.reddit.com/r/gonewildstories/comments/v46u46/fucking_my_coworker_f_raw_while_our_other/](https://www.reddit.com/r/gonewildstories/comments/v46u46/fucking_my_coworker_f_raw_while_our_other/)

After that first, lust-fueled night, Cat and I were inseparable for a couple of weeks. I spent the night at her place a handful of times during that period, and each time we’d start the day with some hot morning sex before heading off to work.

Except that, at least twice, we were very late getting to the office because I’d remained fully hard even after cumming inside her… so, after the briefest of breathers, I’d surprised Cat by sinking my cock back into her freshly-fucked pussy and starting all over again. (On these two days, we had to stagger our arrivals at the office and come up with different excuses, so our boss wouldn’t suspect the obvious). Read more »

“Oh baby, you don’t know what you want” – (dom/sub, face-fuck, anal, non-consensual, M/F, degradation)

Anyone taking part in any cnc/bdsm/rp scene should have a safe word and MUST respect it. This is a story, however, where that doesn’t happen.

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Ella had been a scared, indecisive girl as long as she could remember. It hadn’t changed when she became an adult, stuck in a job that she hadn’t actively chosen herself, where daily she got walked over by her peers that had more confidence in their ideas. She had never been impulsive, liking to think of herself as in control, and calculated, when in fact she had never really made decisions, just letting the universe make them for her. So when the guy she’d casually hooked up with a week or two ago suggested trying out something different in the bedroom she agreed, despite everything in her gut telling her that jumping into this was a bad idea. Read more »

[27F] My Gonewild Manifesto & FAQs [F]

Hi all! I had a lot of fun with my last r/gonewildstories post, so I thought this might be a fun creative way to journal and catalog it all for myself and for everyone!! In no particular order, but due to a lot of inbound messages from strangers…

**Have your breasts always been that big?**

My breasts have probably been around this size ever since I was around 16 or 17 years old. I’ve gained a couple cup sizes since then, but I’ve been largely around this size since the later half of high school.

**What was it like growing up with boobs that big?**

I’m by nature more of an introverted, quiet, quirky kind of personality. I’m a middle child, so I tend to gravitate to being the mediator in the group. I like to play board games with friends, I’m really good at that one Mario Party game where you aggressively spin the joystick around to paddle the boat, I used to think I most identified as an air bender but now I’m coming to think my personality is more water bender, and I have the patience to make a really good smore. I think you can tell in my writing, but I have a lot of distinct quirks and tastes. Read more »

Tinder hookup left me feeling a way [MF]

Having trouble processing. I have feelings and there’s no real place for them.

So some back story. It’s been a while since I’ve had sex. Even longer since I’ve had good sex, or sex with someone new. Finally an opportunity comes along. One that I’m excited about. It’s a tinder, he’s moving to California in two days, let’s hook up.

He arrives and is as attractive as his picture, phew. We sit outside and chat, the chemistry is great, there’s so much to talk about. We go inside. More chatting, I check in. We both want it. We start to make out, it’s getting passionate and he’s starting to touch my body. Is it too much? No, give it to me rough, I like it rough. And he’s a natural. He shows no mercy on my clit. His fingers go inside of me and make me scream in pleasure. He slaps my tit. I want to fuck. He rips open a condom and within seconds is balls deep inside of me. He chokes me as he fucks me hard over and over again. Flips me over, slaps my ass and he’s back inside of me balls deep. Read more »

Yearning for a slutty woman to fuck hard… FF fantasy

*I have been searching online for years. I am picky. She must be busty and well taken care of. Her pussy must also be shaved and she must be submissive or a slave. * These thoughts run through my head as I make the final preparations to meet with yet another potential female slave. She should be arriving soon.

I check the last of my WhatsApp messages to confirm that she has not canceled. When I look up I notice a very well dress busty woman sitting on a park bench across the empty park from me. She is wearing the short pleated skirt I have requested. I make sure she knows I am watching by catching her gaze but I make no attempt to approach her.

I wait on purpose. I want to see her squirm not knowing what I will do. I have a clear view up her skirt as she moves to cross her legs again.
[I] mmm crotchless stockings and no underwear. [/I] I wait a few minutes longer before I get up and walk past her into a local wooded park. She follows without being told. Read more »

Sex Scrabble: Spell a sex act and play it out! (30f) [Group]

As an individual who has always enjoyed and delighted in the competitive side of sex with every orgasm – given or received – being deservedly be classified as a ‘win’, I consider myself to be something of a connoisseur on the subject of ‘sex games’. Or, perhaps more specifically; games involving a (potentially) sexual component.

I’ve written previously about ‘Strip Twister’ or, as it is otherwise known; a thinly veiled excuse to quickly get naked and intimate with a group. Not until you’ve played yourself can you truly understand the thinking behind making the playing mat wipe clean.

But as much fan as Strip Twister – and indeed almost any game you care to mention with the word ‘strip’ arbitrarily bolted to the front – is, there’s a degree of randomness to it which, while often fun, somewhat removes a player’s agency. Unimportant for most games (unless you happen to be as competitive as myself, in which case it’s infuriating) but a *vital* aspect of sex. Fucking is *all* about choice. And while it’s true that sometimes restricting choice can be fun in and of itself, the point is that you’ve made the choice to do that. Arbitrary limits are far less fun. Unless the point is to find exciting ways to circumvent them, but that’s a whole different story and i’ll try to avoid an early digression! Read more »

So you want to know why I’m like this? – Revised (slave, Dom/sub, choke, impact play, anal, CNC, black eye, free use, rape)

“So, you want to know why I do it, why I’m like this?” she asked, taking a deep drag and exhaling the smoke slowly through her nose. “I don’t know, honestly. Not fully. I mean, stuff happened early on. And later? I felt like I made it through all that. I stayed sane, true to myself, and pushed forward. I finished High School. A rarity in my family. Then after leaving them all behind, traveling halfway across the country to leave it in the past, I started college. All on my own.” She took another deep drag and then fidgeted with her fingers, looking down.

“I even finished college. Got a good entry-level job. People would have called me a fucking success story. Small town girl makes it big. And by that standard, I guess I did. I was going places, a shooting star, going up, up, up. And then… life changed.” She stubbed out the cigarette and got another, offering the reporter one. He shook his head and she shrugged before lighting up. The smoke curled in the small changing room. Read more »