Corrupted by an Older Man [FM]

Disclaimer: This is my true story about how I went wild online with one guy. I haven’t really gone wild IRL with my physical body. Not yet, at least. So sorry if this seems lame. It certainly doesn’t seem to be as wild as others’ stories here. Everyone in the story was +18 at the time. I am currently 23.

I was 18 and he was 49. Although I have mixed feelings about what I did, I have no regrets. I’m more happy than not that we did what we did. We met online in my first year of college. At the time we met, I hadn’t yet had sex. I grew up in a nice middle class neighborhood, private school, etc. I had kissed some boys but that was it. My environment before college was structured and full of rules and expectations, and I didn’t feel the need to rebel against them. I more or less had what I wanted. With the freedom of college and my very own laptop, I decided to do some exploring online.

Edging, squirting, being spied on, and getting walked in on. Tiffany sex chronicles [MF] [Long]

Tiffany had a nursing thing she had to attend in Chicago. I had to meet her there because I still had a few weeks left in the Marines. I land at Ohare and she picks me up then we head to the hotel. She warned me ahead of time she had coworker sharing her room. We pull up to this pinky out monocle wearing establishment called The Peninsula Chicago. We were upstairs in their room overlooking the city and doing the meet and greet. They had a suite and her coworkers were mingling waiting on us. I see a few familiar faces from my last story and some new ones. They were all way overdressed. Here I come in khaki shorts and a Gorgoroth shirt. I fit in.

The sexual experiences I can’t tell anyone else about [Triggering?] [M][F][Groups]

*I wrote this two years ago, in response to a question about unusual sexual experiences, so if you’ve read this before and recognize it perhaps you should get off Reddit?*

The sexual experiences my sister and I had together made both of us unusually sexually mature and experienced. Especially as teenagers, we ended up showing a lot of our partners the ropes, so to speak. I’m not sure if it’s good or bad, in part because of our histories.

tl;dnr Humans are horny. We messed around as kids and early teens, and we had a lot of sex in each other’s presence later on. We did other stuff later. She became ridiculously hot around the time she was late 13 or early 14.

To give some background I’m two years older than her and my brother is two years younger. I’ve generally been closer to her than to my brother, and the same is true of her to me. I had to share a room with my brother because our house only had three bedrooms.

[MF] Sneaking away, the first day that changed my life

I had something happen 12-13 years ago, I think that affected my mindset toward anything sex related more than anything else in my life ever did. I think it was one of those sort of things where the context around it just maximized the impact. So I don’t want to trim the story down any more than I already have even though it is quite long. I feel like what happened is going to seem rather subtle, maybe even disappointing, but I still feel drawn to share it because of how STRONGLY it has been staying my memory. I actually do have some more “intense” experiences to share, but I want to start at the beginning. The day that started it all, sort of.

I was 19 or 20 (male) and my family, my friend’s family and a few of my old school buddies all met up in in the Florida Keys. Key Largo, in particular, at a place which I THINK was called “The Great Outdoors.” Sadly, it does not exist anymore (shout-out if you remember it), but it was an RV/Camper park that we had previously visited as a middle school summer trip years back. Our group took up two camp sites and a party of strangers were already setting up in the site across from us when we first arrived.

Journal Entry 6.16 [MtoF] [bj] [anal] [true events] [light Fsub]

After my first journal submission to my husband earlier this week (see my post history for previous/future entries), he loved it so much he asked for more journaling from me after every intense play session. Here is my first draft entry, to him for our experiences together for Saturday.

**6.16.18**

So today was an easy day at work for me, my first Saturday on the new schedule. Earlier in the week you had already agreed to my suggestions of a fun Saturday night, and about 20 minutes after getting home, I was already under your desk. You made it so easy, having already set up the bedroom and gotten all the things; you even had dabs under your desk with a towel waiting for me, ready to go. It’s like you know me or something.

That ti[m]e I [f]ucked my high school crush in the ass

(I wrote this up approximately ten years ago, right after the event. Just found it recently. Everything described here took place after we graduated, and thus the participants are over 18–don’t get too excited, ya perv.)

I had a huge crush on Meghan in high school. She haunted me like a ghost, always in my dreams and daydreams, but things never quite got started between us. I never got the timing right, I suppose. She’s incredibly gorgeous, in a way that’s more cute than seductive (most of the time). She’s tiny–I doubt she’s ever weighed more than a hundred pounds in her life–with a moon shaped face, freckles, and lips that are always sticking out slightly in a little pout. Even though she’s small, she’s well built for her size–her tits are big for her frame, about the size of large oranges, and her ass is firm. I always imagined it to be perfectly ripe for a good fucking…

My first threesome [FMM] long PART TWO

Part one is on my profile, it’s better if you read part one and then part two in junction with each other!

So back to one of the better nights of my youth! The guys and I just hung out for a while in he small hotel room we’d booked for the night. We were just joking around and it was actually quite comfortable. I felt perfectly content just talking to them, but at the same time i was craving more. More of them. I assumed they needed a break, but i was ready to go again. I can’t think of a time where i’ve said no to round two, three or four! My sex drive is insane!

So eventually things started to heat up again, but Jared wasn’t interested in taking me on his own, he wanted to try double penetration. Richie was a little hesitant, because he wasn’t sure how this was going to work, and honestly, neither was I. At this point i hadn’t seen any porn on this particular threesome. I asked Jared to explain first so we were all clear on what was actually happening. He explained that him or Richie will lay down, i would ride him cowgirl while the other takes me from behind. I hadn’t had all that much experience in anal, at that stage i’d only done it enough to count on one hand. I was open to it and was happy to get involved.

[MFF] How I Lost My Virginity To My Two Lesbian Roommates

The other day while we were fooling around my GF asked me about the first time I had sex. I told her the first time I had sex for real was during college and that I blew my load about 0.2 seconds after I put it in. Then I told her the girl came out as a lesbian a month later. My GF laughed and looked relieved (I never understand why she asks these questions she doesn’t really want to know the answers to) and I knew it was the right story to tell, even if it isn’t exactly the truth. The real story would definitely have started a fight.

Anyway, it happened three years ago when I was a sophomore in college and sharing a 2 bed, 1 bath apartment with Lydia and Alice (not their real names). I knew Lydia from my friend group and Alice was her grad student girlfriend. We got along great as roommates. The rent was split fair and we all paid the bills on time. I brought the PS4, the girls bought a 40” flat screen tv, and we shared our streaming accounts. And we always chipped in equally when we’d order out for food. Sometimes the apartment looked like a disaster zone, especially after we have friends over to hang out, but all three of us had about the same ideas toward keeping the apartment more or less clean and even though Lydia was a vegetarian she wasn’t annoying about it so we all lived pretty much drama free.

Journal Entry 6.13 [MtoF] [bj] [anal] [Fsub]

I recently decided to start writing journal entries occasionally to my husband about some of the fun sessions we have together. He liked my first one so much, he asked me to write a journal after every intense session for now. Below is my first, unedited as a first draft from me to my husband. Future entries to come, as we’ve had a few more playdates since I wrote this earlier in the week.

I hope you enjoy the fun we had together. I know I did :)

**6.13.18**

So you just got done unexpectedly plowing my ass. Damn, that was fucking hot. But wait a minute, you may be asking, how did that come to pass? Remember yesterday, when you told me to find some porn to put on while I fingered myself gaming on cam for you for over an hour? Well, I don’t typically watch porn, so I went to Porn Hub on my own for the very first time, and had NO IDEA what to watch. So after clicking through a few of the suggested thumbnails, I ended up watching a few different clips of some random chicks getting their asses good and thoroughly fucked. I did quickly try find you one of those ones to link here that I particularly enjoyed, but alas, I could not.

My first threesome [FMM] long

I was and still am a very experimental chick. I will give anything a go at least once, I’m all for trying new things. So when 2 guys I went to highschool with proposed a threesome, I was extremely excited. I had never been involved in one before but I’d watched porn on them and heard it from other people’s experience. I had already been with one of the guys sexually (we’ll call him Jared) but the other (we’ll call him Richie) didn’t know much about and would call him more of an acquaintance.

Jared and I were fuck buddies for a year or so, before we broke things off on good terms because I thought I was looking for something more serious, turns out I wasn’t. I was just bored and wanted someone new to play with. Jared was amazing in bed, he taught me a lot. He even helped me understand my own body and needs more.

Richie I hadn’t heard much about, at first glimpse he looks boring and kind of vanilla.