I [27M] sucked a stranger off while he [40M] looked at my wife’s nudes

I never thought I would share this story but now I have the sudden urge to. It is definitely the wildest thing I've ever done and the memory still fills me with a mix of exhilaration and "what the fuck were you thinking?!?". Quite a few storylines came together to bring me to this encounter, so I will try to streamline them as best I can.

My wife is awesome and equally gorgeous. We have a great marriage and share everything except one thing: I have a "hot wife" fantasy and want to watch her with other men and while it doesn't bother her, she isn't open to trying it and I respect that. She's open to certain activities related to my fantasy, one of which is letting me take naughty pictures and videos of her to show to guys online, in chat rooms, etc. She'll even cam with one of these guys every now and then while i watch or let them make photo requests.

Before we go any further, no, I will not be responding to requests to see her pics or cam with her or anything else that ties her to this story…sorry :)

In Over My Head, Part 1: Watching My Neighbor [mF][voy][mast]

This is a work of fiction.

I'm writing this down because I don't know what else to do. My grades have gone down the tubes, my college plans are looking iffy, and I've started cutting myself. I want to tell someone but I'm too scared – it could destroy my family and leave us in a national media circus. I'm hoping that writing this down will help; I'll probably just burn it but at least I'll kinda get it out.


Part 1

It started when I was 15. It had been just Dad and me since Mom died of leukemia when I was 5. Dad's a doctor, and I could tell even through my own pain how hard that was for him. I was just a little kid – it hit me hard, but I bounced back pretty quickly. Dad had troubles for…well, since then, I guess. He started drinking for a few years, but he'd gotten sober again when I was 10. He says he started to see me look like him and didn't want me to follow down his path. He dried out and was doing a lot better, but not like before. But the antidepressants helped and things had settled in to a normal routine.

Have cake and eat it too (M/F)

I knew a guy online from a forum. We had been talking over aim for years, then texting and phone calls, and finally met up. We were both kinky and living in places where that is rare, so this vacation we spent together was one big exploration of all the porn and craziness that we had sent each other over the years.

His biggest fantasy was messy sex, and we blew 300 dollars just on supplies. We tarped off a hotel room and got down to it.

I just wanted to make this fantasy come true for him. He gave me his orders. There was a bag in the bathroom. I was to shower, shave my pussy clean, massage it in coconut oil, and dress. He had picked white satin stilettos with white thigh highs, a tight white pencil skirt to accentuate my curves, a white tailored button down, and black pushup bra underneath. My long brunette curls were loose down my back and very wild. I'm a tall girl – in the heels I was 6'3. My 36DD's were barely contained in the bra, straining at the buttons of the shirt. It was the sexiest I ever felt. Like an amazon sex angel in the devil's red lipstick.

Losing my virginity at 29 continued (M/F)

I have received a few requests for the follow on or continuation of my previous story about the first time I ever went down on a woman.

http://www.reddit.com/r/gonewildstories/comments/310ppy/my_first_sexual_experience_as_a_late_bloomer/

I’ll relay it now though I must admit the act of going down on her is my foremost memory of this evening. Being with a woman and eating pussy had been the focus of a great deal of dreaming, imagination and even reading. Enough, back to my “first night”.

I kissed her again gently on the lips and then on the small tears that were tracing their way down her cheeks. She held me in her arms for several minutes as her breathing slowed down again, her head buried in my chest, her fingers digging into my back. Her body would continue to twitch every few seconds. I could feel her wet mound rub against my leg. To say I was hard, would be an understatement. My cock was hurting it was so ‘alive’. I was very conscious of trying not to touch her with it, worried that simply its first touch by female skin would make me cum.

Becoming a bit of a slut. [f]

Alright so my first post was about being paid for sex from some guy I met on craigslist, but he wasn't the first guy I'd met, just the first that had paid. Oh, and I did end up seeing him again today. I "only" lasted 7 hours and so he didn't pay me the full amount ($700 instead of 1k – a little miffed since last time it was about the same, and originally he said it would only be 5 hours! But hey, still generous). My clit was way too sensitive and I couldn't bear the direct licks he was giving me, so we had to cut the session short. It was more of the same – making out intensely, being eaten out, fucking, cocaine (for him, not me). We did do a few new things: he pulled my hair hard which I surprisingly enjoyed, he got me to sit on his face which would have been nice but at that point I was too sore, and he tried to fingerbang me to orgasm since I told him I have never come from penetration. All in all a good day, but I'm pretty sure I have a cooch contusion and will probably have bruises on my butt again from all his biting. He's asked me to think of something else new that I'd like to try next time. I'm at a bit of a loss, since he's about as kinky as I've ever gotten. I guess I have some time to think about it while I recover!

First Step of Becoming a Real Sissy (M/m) (F/m)

Quick background before any of this. Yes, I identify as a femboy. A sissy. A trap. Whatever you want to call it. I'm bisexual and submissive to both genders with a tendency to fantasize about what I suppose are typical fantasies for someone like me. Well, most are typical. The others are, well, atypical. I'm 5'2 due to some strange twist of genetics, I weigh 120 pounds. I go to the gym as much as I can, though this has left me with a flat stomach and a bubble butt more than it has given me definable muscle. I've got rounded, a pixie cut, and a generally petite figure. To top it all off, I've got a below average manhood topping in at a "staggering" 4.5 inches. Until a few months ago, I was a virgin at 19 and this is the story of my first sexual encounter.

A Facial Favor (Mf, oral, Fsub]

The first time I saw Jan's sister Katie, we weren't introduced, and didn't even speak to each other. I didn't know Jan that well, but she's good friends with Dana, my best friend since childhood, and Dana and I were hanging out at Jan's place drinking beers with a few other friends when Katie came downstairs on her way out for the evening. She chatted briefly with Jan in our presence, and Jan did the "Everyone, this is my sister Katie, Katie, this is everyone" thing, and then Katie smiled and waved and then went out for the night. That was it – I wasn't even sure she'd really looked at me.

I of course had noticed her. Blonde, small frame, more cute than pretty but with plenty of both. The thing that most got to me was that her face seemed to have a permanent expression of slight sassiness about it, but she didn't seem to be at all aware of it. She had a look that elicited a very specific response in me, and I must have been at least a little obvious in my distraction, because Dana certainly noticed me noticing Katie, and called me on it later that night. The two of us were the only ones who opted to continue the evening's festivities after Jan's place, and while nursing our third round of drinks at the local bar, she leaned towards me with a mischievous grin and said, "So, within how many seconds of seeing Jan's little sister were you imagining being inside her? Like six? Seven?"

A night I will never forget. [M23, F23, F24]

Just going to set this up so you understand the situation a bit better as whole.

Also, this is going to be long. So get a cup of coffee or something and chill for this one :)

At the time, I was 23, my GF (Samantha) was 24 and her best friend (Lucy) was 23. I had been with my GF for around 3 or 4 years at this point. At the time, our relationship was rocky at best. I stuck around because I didn't know really what life would be like without her and I didn't want to find out. I had developed some major trust issues with her and really everything was a ticking timebomb. I knew that, which is why I had no qualms about what happened that night.

So yea, I met my GF pretty much the first night of University and she, along with the other girl struggled to meet new friends for whatever reason. Lucy lived in the University Halls the room opposite mine, so I was able to get her and my GF to start hanging out together, so they became best friends, at University.

[MfM]Airport Checkout: Small Asian Girl vs Tall Officer.

You were traveling around Europe, flying now from Italy to Serbia. As you happily walked through the airport in Serbia you were stopped by this tall police officer. It seemed that he was more than just a regular officer but you were not afraid thinking that you didn’t have anything illegal. You were put in the room with the tall officer and another airport security member. They started to question you in an aggressive way.

“Whats a 19-yo like you doing in here? I bet you have some drugs inside of your body don’t you?” Confused you denied everything. But you felt so aroused by the aggressive voice of the tall officer. Your panties started to turn into water. Wet beyond helping, your legs rubbing together, trying to hid your horny expression on your slutty face. You started imagining the guys in the room roasting you, then switching and repeat that until they left you covered in cum and destroyed.

Work & Reward [Mf, huml, race]

This is a x-post of my own story from /r/BDSMerotica

She'd never fit in. She'd struggled, growing up as the child of immigrants in a small town where everyone else had pale skin and enjoyed the benefits of family roots that stretched back for generations. Instead, she found herself an outsider, required to rush home from school each day to help her parents in their little store. She sold junk food and sodas to her classmates and cringed whenever her father tried to make small talk with them in his embarrassing accent.

When she looked in the mirror she saw different eyes, different hair, different skin. In her small town, different was bad. When they found her alone her classmates had teased her. She heard them imitating her parents' accent behind her back, and she heard the slurs, tentative at first then louder as she grew older.

She seethed with silent anger when she heard slurs, most of all when they used words that didn't even apply to her ethnic background. Didn't they even know anything about the people they were mocking! What a silly thing to worry about, she told herself, and she kept her head down and did as she was told.