Arizona Family Trip CL Hookup Sixsome MFMFMF (long)

My lady and I Megan flew into Arizona to visit her brother and family. We managed to see the pretty sight such as Sedona and the red rock. Beautiful.

Anyhow when we were in the major city we stayed in our own room. I was browsing Craigslist casual encounters and found a couple online. I sent an email and within an hour they had contacted us to tell us to meet up. Megan and I had to discuss if we were going to go through with this since we were having dinner with the family and would have to excuse ourselves to go potentially hookup with strangers off the internet.

We decided to go through with it and drove to a residential neighborhood. We sat in their back patio because it was a nice 80 degrees out. They offer us drinks and do the chit chat to get to know each other.

The guy, Jake is brown/ blond short hair thin build about my size 5’ 9” and 150 lbs. The girl, Julie is a blond spinner. For those of you the don’t know what a spinner is, it’s a girl that is small and light enough to spin on your dick. Her face was okay, Megan was prettier, but you could tell this girl had a lot of oomph and energy and would be a lot if fun.

Indiscretions of [m]y youth: [F]irst time trying anal.

As with all of my tales of the transgressions of my past, I'd like to start off with a little bit about me. At this point in my life I was 18 years old and was probably in the best shape I'll ever be in. I had just finished playing football, and was still weightlifting and playing other sports for fun. At 5'10 and 170 lbs. I was solid and muscular. For those who care about cock size, I was nothing impressive, just an average 5.5". I didn't get a lot of girls while in high school, random hook-ups mostly and a few relationships that lasted about 2 years combined. However, as I was getting into my final year of school things started to pick up, a bit. This particular story is about the first time that I got to have anal sex. Bit long, but I have broken it up for you.

The beginning…

One night with a coworker [m/f]

“I just want to feel you,” she breathed. “Please, I just need to feel you inside me. It’s our last chance. I want you to show me what you know.”

We were just inside her hotel room. The door had barely closed behind us and her hands were fumbling at my belt, while I kissed her deeply between her words. It was late and we had been drinking for a while in the hotel bar. I could taste the cosmopolitans on her lips as they met mine and her tongue as it slid into my mouth.

When we got to the room, I had been dressed in a suit, but my jacket was now crumpled on the floor. My tie was next to it and my shirt was untucked and partially unbuttoned. Her skirt was hiked over her hips and my hands were on her ass, pulling her as close to me as I could. Her blouse was already partially unbuttoned and I could see the silky, lacy white bra underneath.

I knew this was wrong, but I didn’t care. This was something I had wanted for a long time.

[MF4A] My first reddit hookup [car sex]

I originally posted this story in another subreddit, on a throwaway account a few weeks ago. Mostly to protect identities until the dust settled. So here it is now, on my regular writing account…

It was a Tuesday morning, just like any other. I'm the first to arrive at my job, so I casually browse through reddit while I prepare myself for the work day and wait for the coffee to kick in. I'm a regular browser of reddit hookup subs. I find it interesting and exciting that there is a world of people, most seemingly normal, who enjoy performing sexual acts. Of course we all enjoy it..but those who get turned on by doing it randomly are the ones I find adoringly interesting. Hats off to you ladies and gentlemen who are willing to share your skills with those of us in need of them, haha! Anyway.. I was quickly drawn to a post from a female in my nearby area. We both live in smaller towns that rarely have tags, if even at all. I don't always message posts, especially if they've already been up for 8 hours or more, but since it was first thing in the morning, and the girl had actually posted from her "normal" account..I went for it and messaged her. She was really cute, and much younger than I am, which made the anticipation very exciting! It wasn't long after that I recieved a reply, and the negotiating began. By the afternoon, we had decided on meeting that night at a bar in her town. I didn't want to get my hopes up too much, as I'd been flaked on once before by a poster in raomd. So I kept checking in with her and kind of lagged a bit getting on the road..

[M4F] Why I want to indulge in my voyeuristic side

All my life I have been fascinated with voyeuristic tendencies. Recently I have begun to explore them and have also looked into myself, to see why it is such a big fantasy of mine. Some of the events written here may or may not be true, as my mind has reshaped and forgotten things over the years. But here is my story..

Ever since I was a young boy, let's say about 8 years old, I've been excited by the idea of watching girls, unseen. I had found my first nudie mag, at a construction site. My much older sister knew about it, and told me "that's what the girls look like in the locker room at school." She would tease me from time to time with stories of seeing so-and-so naked there (neighbors, her friends, etc.).

A random act on the back seat (F/M)

As I mentioned in my last little tale, I'm currently home for Christmas, and between sharing a room with my sister and living under the same roof as my parents it can be a frustrating time, as you can imagine. I was hoping to find some way or other to spice things up over my break back at home, and so eventually I took the plunge and tried out something I'd been pondering for a while… posting an ad right here on Reddit, in the Random Acts of Blow Job section.

While I expected lots of responses, even I wasn't expecting to get that snowed under with messages, but eventually after sifting through so many responses before leaving for home I ended up with a handful of people who I was comfortable chatting with and who seemed genuine, decent and interested. One particular conversation ended up getting quite heated, and so with more than a little excitement I made plans to meet him once I was back at my folk's place.

A teacher finally shows his bitchy student where she belongs-part two. [14k words] [Mf] [Mdom] [fsub] [non con to start] [a lot of pain] [bdsm, especially bd] [teacher/student] [toys]

(This is a direct continuation to part one of this story. It was all meant to be posted as one, but reddit doesn't let me post that much.)

Her firm cheeks felt the vicious sting of his thick, leathery belt over and over, inflicting increasing amounts of pain on her. Every single cry from her mouth was like music to his ears, further building up the raging desire, to fuck the hell out of her, inside of him. There was no relenting in his abuse, he kept striking down hard with his belt, moving around to better thwack each of her cheeks, leaving no spot free of pain. He fully intended her to feel the stinging for a while, a reminder of what she had learned. The clamps around her nipples still stung, although the pain all over her now completely red ass was infinitely worse. The hurting became so bad that she couldn't hold back tears. Even as she sobbed out, trying to bite down on her lip to stay quiet, he kept up his abuse, almost getting to the point of drawing blood before he finally set his belt down, leaving her a whimpering mess on his desk, unable to move due to the incredible pain over her backside. No matter how bad she felt though, for the first time she truly felt in her place as she cried onto his desk, unable to stop herself.

Our best anniversary yet

Okay. So my wife and I celebrated our 8 year anniversary this past month. She said she wanted to give me a hot surprise for the occasion. My wife is not the most adventurous type so I was very excited to hear this. She can be a bit naughty when she wants to be. So I decided to give her a surprise of my own. I found a two guys online that looked like they could help me give my wife a good "present"

My wife and I were off for the day and she tells me that she has booked us a room at a local hotel. I was presently surprised when she told me to give her a two hour head start so she could " be ready". I helped her back her bags and just happened to notice a rather large bag filled with Dildos and lube. Luckily for me she didn't notice and proceeded to gather the rest of her overnight bag. She kissed me goodbye and whispered " I hope you are ready" in a sexy tone that I have never heard her use before. I almost blew my load in the doorway only imagining what she had in store, but I could almost guarantee that my surprise was better.

Celebrating [m]y 21st birthday

Dear GoneWildStories, I have been a long time lurker of this subreddit, but I have finally decided to share one of the hottest, but morally questionable, moments of my life. This happened at the beginning of this year during my junior year of college.

I had just turned 21 over winter break, and was eagerly looking forward to the first weekend back on campus, hundreds of miles away from parents, to celebrate the first day I could legally drink. Of course, my girlfriend's friend also had a birthday over winter break, and our mutual group of friends planned on having a small party for her on Friday. I was okay with celebrating mine the same day, but this girl wanted the whole day for herself, and therefore my party was moved to Saturday. I wasn't too happy with the changes, but ah well, I could live with it as long as my girlfriend and my close friends who were attending this party would save their livers for my party too.