My first time swinging: eating my favorite thing! [f/f, mentions of group]

Notes: This is probably rather mild compared to this subreddit's standard posts! Pretty normal lesbian sex lies within. Also, a little lengthy and not too graphic, but wanted to share nonetheless :)

This all began when I met my boyfriend's buddies for the first time. They are fantastic people, a delightful married couple in their 30s. My partner and I are twenty-somethings and horny as all hell. We have fantasies of all sorts, including cuckolding and the like. I have previously been in a lesbian relationship that lasted over a year and a half, so boobies are still something I like. When I met the wife of this couple, I saw a beautiful woman with a fantastic sense of humor, refreshing perspective, and, okay, massive titties and an ass that filled out some jeans so right. I was in polite company and couldn't fathom that this couple was into swinging, so I dropped the thought of getting my hands on those tits and went home.

Daddy(43m) Finally Catches Babygirl(23f) Part II

In Part I (https://www.reddit.com/r/gonewildstories/comments/3u153i/daddy43m_finally_catches_babygirl23f/) I introduced my new submissive, Sara and described our first face-to-face meeting. I will continue providing updates on the progress of her training in subsequent stories. At this point in time we are about two months in – so I have some catching up to do. The time between our first and second meeting was perhaps two weeks. Sara was having some reservations. It was unclear if it was genuine pangs of conscience or just fear of getting caught – probably both. One thing I have learned about training a sub who is in an otherwise committed relationship, you have to teach them to compartmentalize. You can't equate a Dom-sub relationship with something that is traditionally romantic. I hold no prospect of living together, falling in love, getting married, or otherwise sharing a life. Rather, we have one purpose which is to engage in training and teach her to submit and serve. Sure, there can be kindness, friendship, and small talk, but make no mistake it is a power relationship. Once the sub accepts this, and places our relationship in the proper context, then they find it easier to move forward. I never encourage them to break up, or abandon their significant other. Thus the next phase of Sara's training involved having her internalize these ideas. She continued to check in, follow rules, and one thing I noticed, is that she required very little correction. Sara learns fast and is an eager student. She enjoys turning our motel parking lot encounter over and over in her mind. It is clear she is hungry for the next lesson. As the day approaches for our second encounter, she is excited and wants to know the details of what I have planned. I never divulge too much, only saying we will begin to cover the rules and boundaries in more detail. Time permitting there may be some playtime, and I will introduce her to roleplay. Sara likes this and I have her read a few erotic stories to set the mood. She is a natural babygirl, and loves the idea of the taboo. In fact, I am not sure I have ever met a sub who enjoys discussing Daddy-Daughter roleplay as much as she does. Apparently it has been a dark fantasy of hers for several years, and she has never been able to share it with anyone. I wonder to myself what I have done to deserve such a gift – a young woman, with stunning looks, who is not only a natural submissive, but likes all the dirty kinky things I do. Sara does not appear to be aware of the power of her own sexuality, at least she doesn't flaunt it, or abuse it the way many sexy women do. There is a sort of sexual humility to her.

Finally, anal isn’t hurting anymore! [F/M]

I read this sub all the time and I have an amazing sex life, so I wanted to contribute something! I'm no writer though, so please keep that in mind.

I guess I'll start with descriptions and get that out of the way. I'm about 5'7" and pretty thin. I have small tits but I've always been told I have an incredible ass; it's pretty big and firm. My boyfriend is 6'3", with an incredible body. He's muscular and really cut.

So anyway, that's us. One ordinary day, we were sexting all day throughout work, so I was feeling really horny by the time I got home. He got off later than me, so I am home and super turned on playing with my clit. I decide to out on a sexy little g-string, a matching bra, and a pair of thigh high socks. I send him pics and tell him to come over and come straight to my room when he gets off.

Dripping [les, oral]

I love the feeling of cum dripping out of me.

As I stood in the hallway listening to my boss telling me about another interminable meeting, I wondered what she would think if she knew that, not five minutes ago, I was on the back fire escape, being fucked by the forklift driver from the warehouse, and that his cum was right now dripping out of my pussy and running down my inner thigh.

Would she grab me by the shoulders and push me into her office, would she run her hands down over my blouse, over my breasts, past my waist? Would she sink to her knees and run her hands down to my ankles?

Maybe she would then slowly move them up my calves, over my silk stockings, pushing my skirt up until she reached my lacy stocking-tops. As she revealed my thighs, she would see the silvery trail tracing its way down my skin. She would be able to smell my aroused cunt inches from her face as she pushed the skirt high enough to see I was wearing no panties, to see my close-cropped blonde pubes. Maybe she would grab my firm ass and press her face into my crotch, inhaling my scent.

My first experience with a transgendered woman (M/T)

It was a late night, I was 18 and very horny in my parent's house, and I was on craigslist looking to experiment a little. I've known for a while that I'm bisexual, but at the time I had only been with cisgender women before. I was trying to find a transwoman to mess around with and get to know, as I had developed a bit of a fetish for them.

I posted an ad, and after sifting through a lot of scammers and old guys, I connected with a very beautiful woman with an enormous cock. I was nervous because I assumed that her pictures were fake, but she agreed to come pick me up as she lived in the next town over. When she arrived, she was just as sexy as in the pictures, and she was very dominant. She was tall, with an hour glass frame, and long, straight blonde hair.

"Nice to meet you boy," she said in a very feminine voice, as she grabbed my ass and rubbed my cock in her car.
She then proceeded to guide my hand towards her cock, and I was amazed to feel that it was quite big even soft. As I started rubbing it, she began to get hard and it was evident that she was much larger than my modest 6.5 inches.

Initiating her in to our club [M/f/m]

This was back when I was 19 and in college. I had a best friend Jim, and we spent most of our time hanging out. One of us would get our hands on a bottle of booze, and we would stay up all night drinking and playing video games. Basically, your typical nerds. We knew we were geeks and we didn't really care; we were having the time of our lives in college staying up late, eating pizza three times a day, drinking lots of liquor, and trying to meet girls. We weren't so good at that last part, though. Both of us were virgins when we got to college and didn't really know much about flirting, dating, or sex. We both eventually met some understanding girls and got the first time out of the way, though. We also decided to make a "secret society" after reading about Skulls and Crossbones because we thought it was cool. We never wound up doing anything with it but for a while we thought it was really bad ass that we started a secret club, even if it only had two members and never did anything. Like I said, nerds. However, we had a few things going for us. For one, we were both in decent shape. We didn't work out or anything, but we were both tall and blessed with fast metabolisms so the pizza and laziness hadn't done any damage yet. We also both happened to be really good at talking to people. Jim had actually studied social engineering through a book or a website or something. So nerds, yes, but not your stereotypical "neckbeards".

[M/F] My college hook up.

Sunday evening was beginning to wane. Sara had texted me, inviting me over to her apartment. It had been a few weeks since we had last seen each other, but she was never far from my thoughts. My desire for her is intense, I often have vivid day dreams of dominating her. To feel her skin on mine. Holding her close and hearing her breath shorten between moans.

I left my house, eager and full of desire. The bulge in my boxer briefs was getting uncomfortable, my mind very intent on what's to come. The drive to Sara's place wasn't too long and within minutes I was parking. I locked up and climbed the stairs to her door.

I knocked on Sara's door. No answer. So I knocked again. A minute. Two. Did she send me another message? I pull my phone out and review our conversation history. Nothing. Instinctively I try the door knob. It's unlocked. I decide to make my way inside.

The door closes behind me and I hear rampant sounds of combat. Sara apologizes, she is in the middle of an online game and couldn't pause to come to the door.

Mom Caught Me [M/F]

I received a PC from my grandfather for my 18th birthday and spent most of senior year discovering the wonders of the internet. I quickly became the one to beat in chess club with the intricate and advanced strategies I learned from chess sites. I became fairly decent at drawing my favorite cartoon characters, I studied photography, weightlifting, golf, military history, anything that sparked my interest.

While waiting patiently in the lunch line one day at school, I was snapped out of my drooling cheeseburger daydream by the word "tits". After some careful eavesdropping, it appeared that some kids in front of me discovered a place on the internet with animated naked women. I mentally wrote down the name of the site just out of mere curiosity and sprinted off the bus to my PC later that day.

With a shaky hand, I quickly typed in the URL of the website and hit "enter".

[F/F] Finally gave my friend her panties back…

Background: I first hooked up with M earlier this summer, after she replied to a dirtyr4r post I'd made. We ended up having an amazing night together. I hadn't had much experience with women before her, but I learned a lot that evening, and I definitely came more that evening than I had ever come before… I've had some great experiences with men, but there's something to be said for being with a person who understands your body on a more familiar level.

Anyhow, as I was packing up my things the next morning, I ended up with a pair of her underwear in my bag. Even now, I still worry that I seem like a creeper who took them as a souvenir, but I really had no intentions of doing that! It was a pleasant surprise though, and she was just as amused as I was. She was going to be traveling for awhile, so she told me to hold onto them for her (…and she asked me to wear them, and have a bit of fun in them… (for reference, see: this post)).

House warming [m][f][oral][str8]

So I met this chick, Ava, at a work function to celebrate the anniversary of the company, she’d only been working at the office for a few months and I hadn’t gotten around to introducing myself just yet, and seeing as it was a party, I thought why not. As soon as I saw her I knew we’d hit it off straight away, she’s petite, skinny, medium brown hair and gorgeous green eyes, legs for days. She was wearing a tight short black skirt, which showed off her arse spectacularly, and a white loose blouse with a plunging neckline, which gave the viewers something to fantasize about. Over the course of the night we chatted about our interests, the company and how she was finding it, we actually had heaps in common, and at the end of the night, I told her I had recently moved house and that she should come check it out when she’s free, we exchanged phone numbers and I gave her my address and we parted ways. Which brings us to now.