Cassie’s Oral Education – Part One [Oral] [FFM]

Jack leaned back, stretched his arms over his head and yawned. He was having trouble focusing on the calculus text he was studying. It was almost 11 PM and he’d been at it for better than five hours. He’d pulled the same shift every day this week. The college library was starting to feel like his second home.

He blinked as he realized he was all but alone in the room. Only one other student remained, and that guy was hastily shoving his texts into a backpack, obviously eager to be on to something more exciting this Friday night.

The only other person in the library was Miss Delaware, the school librarian. He casually glanced over at her desk and his breath caught. She was perched prettily on the edge of her desk, dressed in a tight white silk blouse and a knee-length gray skirt, her long legs crossed in front of her, revealing just a hint of the creamy skin of her thighs. Her brunette hair was pulled back into a long ponytail, and her black-rimmed glasses sat on the end of her nose as she studied the book she was holding.

My wife [F] 27, had two group sex sessions a couple of weeks before we met

My wife has a long sexual history. When we were at university she went wild and had a couple of group sex experiences with a group of guys before we met.

It was her 19th birthday and, on a night out to celebrate, she met up with a guy she had been seeing. She had drank a lot and after a while he said to her that he and his two mates wanted to give her a birthday present but they would have to go back to her flat to give it to her.

Drunk and pretty sure what he meant she quickly agreed and the 3 of them took her back and stripped her clothes off. She gave all 3 oral in turn before they took turns double teaming her in a number of positions before all cumming on her breasts and stomach.

A couple of days later she was texting the guy and said she was a little embarrassed with what happened but that she enjoyed it. He asked if she wanted round two but with more of them as they were having a lads night that night. She said she would come for a drink and see how it goes.

My Dick

It all began while she had an illness, the medicine for which left her unconcerned and indifferent, toward sex. And even though she was recovering, her libido had fallen off to the point that even talking about sexual activity was an act of futility. I came home one day to find a small anal trainer on the table.

She had always enjoyed light anal sex, I would often take my finger and circle around her anus, rubbing and teasing her there as I would give perform cunnilingus, varying between the intensity of licking and light sucking on her clit and the pressure I would apply to her anus. As she would come closer and closer to climax, she would push against my finger, taking it in, riding it until she came. I used to tease her, saying her g-spot was in her butt. Usually her answer to this was a teasing terse, “What, you have a problem with that”?

Now I had a problem for sure, as she seemed to have lost interest in sex, nothing I was doing to encourage her seemed to be working and now the trainer on the table was a plain sign that for the foreseeable future, she wanted me to please myself.

[MF] The one with the daddy issues

One day I was driving and a car almost hit me. They used their vulgar hand gesture as if it was my fault and continued on their shitty life. I posted to Whisper about it because I just needed to vent and I got a private message about it. Female in the 18-20 range? Sounds like a trap to me, but I replied to her and we continued bantering back and forth for the rest of the day.

Over the coming days we exchanged numbers to have better communications and we started flirting and exchanging pictures. She was 5’5″, ginger, and petite. I hadn’t slept with a super petite girl yet and deciding that I needed ginger crossed off my sexual bucket list prompted me to pursue her further. She was in the same situation as me, separated pending divorce and we found solace in that. We got curious after the flirting if we had any physical chemistry so we decided to stop for a cup of coffee. We couldn’t keep our eyes off of each other and after walking her to her car I planted a kiss on her lips and touched her ass and she had to restrain herself not to jump on me in public. That night we worked out the logistics for the next day to have a date and retire at my place. Along with that she decide to tease me with naked selfies and her favorite sexual position, the prone bone. Excited I pursued and asked about kinks she had, and it seemed to be the normal choking and spanking with…one little out there kink

My Office Crush, 3.5 (Can Stand Alone) [MF]

I tried to steady my breath as my finger hovered over the small phone icon on the screen.

He had just texted telling me that he couldn’t wait until Friday to see me again, and that I should wear something that I didn’t mind having torn off. A few weeks had passed and we developed a bit of a routine: I went to his place on Friday nights after work, we had our own private happy hour(s), and I left. Generally, when I left, it was in a post-orgasmic bliss with marks to remind me that he liked it just as rough as I did.

I nervously pressed the button, and he picked up on the first ring.

“Answering a text with a phone call? Isn’t that against a rule?” I could hear the smile in his voice: I imagined the small smirk playing on his lips as I rolled my eyes.

“Well, you said you couldn’t wait. I am simply being… helpful.”

“Oh?” he said. I heard the sound of shifting on the other line as he adjusted his position. “Helpful, hmm? How do you suppose that you could be ‘helpful’?”

[MF] Spontaneous night of fucking Chloe after my work Christmas party

1) I hope you like reading, this turned out very very long… Apologies…

2) Backstory… I first met Chloe almost four years ago after my girlfriend at the time replied to a post Chloe had made on one of the nsfw subs searching for a bull.

I ended up meeting Chloe that same night. I picked her up from the train station and went back to my house where we fucked and took pictures and videos for her to take back to her boyfriend. And we’ve been friends and fuck buddies ever since.

3) Chloe is a beautiful, sexy and an almost permanently horny young lady. I hope she finds this story, enjoys it, and then with her permission I’ll enhance it with some of the many pictures and videos we’ve taken over the years.

4) Fast forward to now. I’m married to that same awesome girlfriend. Chloe is now engaged to the same boyfriend. And we still regularly fuck.

On to the night in question, late November…

[F]inally, I’ve slept with someone from my college with his roommate in the room…

…and we began since then what I should call a romantic relationship based on geekiness, sex and a bit of emotional insecurities. Us two, not with the roommate.

I’ve known him for a year and a half from various classes, we are both (massive?) art history geeks, but he is (at a fetish level, I’d say) into Renaissance and such while I’m into Modern and such. Our first interaction was me contradicting his (way too) pro-classics point of view in a certain class and I couldn’t really stand him and I still can’t say I do. He is a stubborn man and rude at times, but so do I, at times. With this we managed in this last semester to end up having a common ground in criticizing bad or wrong projects of others, in a polite way, as much a critique trying to prove that someone missed the big picture or even went a bit racist can be.

Needless to say, I end up getting quite attracted to this duo power dynamic and I began to sit next to him and gossip like two little devils. He opened up in the end and we began to chat online more frequently and so on and so forth.

[MF] My wife is addicted to oral during penetration

To start, we are swingers and play about once per month with another female, couple or single male. Her favorite kink is to have her pussy eaten while she is getting fucked – preferably in all fours. It’s actually become an obsession with her – even an addiction. In between swinging sessions, our regular routine now is to use a very realistic dildo while I give her the oral she needs. She sucks my cock while I am on my back, which is amazing, but I miss just straight sex. I love the fact that I am helping her get off and it’s a rush to see a a large fake cock sliding in and out of her. Anyone else share this kink?

[Str8] I planned a rough gangbang for my submissive gf [FMMM][group][anal]

My SO and I have been together for over a decade, but only started experimenting with “swinging” and “hotwifing” for the past couple of years. We’re presently in our late 30s and the story below happened early Summer 2018 and was put together from a combination of still images and various cell phone video shot by myself and the other guys involved, and our own recollections of how things went down.

To give you a visual reference for what she looks like; think Amy Adams meets Katie St Ives. She’s tiny, barely five feet tall and about 100 lbs. Red hair, fair skin, perky tits and ass…and she’s insanely tight.

For visual reference for the guys involved; I am 5’10”, dark hair and fair skin, with a slim but fit build and a 7 inch cock. “Big Guy” was 6’4” and over 200 lbs, with short brown hair and a 6 inch dick, and “Bearded Guy” was about my height, slim with an over 8 inch cock.

[FF][FFM] Having fun with a married couple – this time with the wife

So I posted last week about the married couple I met up with again. I ended up having sex with the husband while his wife was tied up and watched. It was incredibly hot and I told them I’d totally be down for it again, and so did they.

Well it happened again. However this time the wife said that it was her turn to fuck me, as she hasn’t had the chance yet whereas her husband has fucked me twice now.

So like last time, the husband picks me up from my dorm and we drive to his house. We all sit down for a little while and just shoot the shit, have a couple drinks, yadda yadda. As the sun set, we started to get a little frisky. The wife began caressing the inside of my thigh. I was wearing a skirt with thigh highs on so that she had easy access.

Eventually we begin properly making out. Being with an older woman definitely felt different. She was mid 40’s but her body was great. She groped and grabbed every inch of my body while her husband watched. Then she began to take control.