Tag: Oral

[FFM] the true story of my drug induced threesome with my ex and her best friend

A few years ago, I was dating a lovely young woman; for the sake of this story, we will call her Carolyn. She was my ex’s best friend, and we always knew we had chemistry. Needless to say, when things ended with my ex, Carolyn swooped in and claimed me for her own. I definitely wasn’t complaining. Carolyn was definitely petite, coming in at five-foot-two-inches, ninety-five pounds. The thing that got me was her 28H breasts and the tightest, tiniest pussy I’ve ever experienced. She was a goddess, and little did I know she was a freak too.

Once during the time with my ex, she told me a story about her and Carolyn getting drunk together in the hot tub. According to my ex, Carolyn started asking ‘weird questions’.

“Don’t you think girls’ bodies are so sexy?” Followed shortly after by, “Have you ever considered being with a girl?”

After more of these questions, my ex got a little nervous. She then felt a hand on her inner thigh. She didn’t know what to do, so she tried talking about something trivial. As she talked, the hand moved up her thigh and under her swimsuit and began rubbing her clit. My ex-girlfriend freaked out, got up, and left, and she and Carolyn never spoke of it again. Read more »

Feeling Is Mutual [MF]

Kel and I met on a dating site years ago. Pre-Tinder days, for those who remember. It was one of those sites that you fill in an enormous amount of questions and tick a million boxes, which makes the act of finding a partner akin to doing taxes. This same site managed to give me a 98% match with someone who I was pretty more was my most recent ex-girlfriend. Kel and I weren’t far off either, something like a 95% match.

We were both at an odd place in our lives, just out of relationships, but both social types that just wanted the opportunity to meet a fresh face. It worked out, but in different ways we imagined. We went out on a few dates (ie. went out in bar crawls and got horrifically slaughtered a few times), had a generally good rapport, and kept in close contact.

One night, we were just talking about it, and both came to the conclusion that we weren’t really looking for love in our lives at the point, and decided it best for both of us to stay as friends. We’ve been very close friends ever since, but with a twist. Read more »

[MFF] My first threesome

I’ve been talking to one of my fwbs, Kevin, for a few months and we started seeing each other irl 2 weeks ago. We’re both married and non-monogamous. His wife, Sam, started talking to me on Facebook and we get along well. She had been trying to get me to come hang out with the both of them all week. I finally had an opening.

Kevin works from home and Sam had the day off. She told him she was going to get him a surprise (it was me!). We were all sitting on the couch, eating dinner and watching a movie. After a few hours, Kevin was able to take a break and we decided to have a cuddle puddle.

Kevin is a nudist so he was immediately naked. Then I took my clothes off to get more comfy, then Sam. We all layed on the bed, Kevin in the middle. There were a few minutes of innocuous caresses and kisses. We started talking and joking around. Sam began to caress Kevin’s cock playfully. I stroked his thighs, balls, and perenium. Read more »

Not a Sound, Pt. 2 (Mf) (Cheating, Ageplay, Risky, Oral)

I was sure that someone must have heard what had happened. Paranoia crept into my every thought, along with the guilt of what I’d done with Emma the night before.

The night when I’d fucked a nineteen your old student of mine in my tent.

Over breakfast I had gingerly asked my colleagues whether they had heard any strange noises last night, but none of them claimed to have heard a thing. I’d shared a brief look with the teen that I’d shared myself with and she offered no visible cue of what she was thinking.

Finding time to speak with Emma alone was impossible, even though I really needed to. I came inside of her. Not just a little, but fully emptied my sack into her tight pussy. I wanted to ask if she was on birth control, I wanted to hear what she was thinking. Did she feel the same guilt I did? She did have a boyfriend at home after all. And she had instigated it all – it wasn’t like I would have instigated anything. It took her hand around my manhood to coax any real reaction from me. Read more »

[FM] At the Office

I’m a married woman (Asian) early 40’s – 5 foot 3 and around 125 pounds. I had a FWB I saw while hubby travels for work, but my FWB starting seeing someone so our regular meet ups stopped (but not all encounters with him). Anyway, I changed companies a few weeks back and thought it might be a good time to fish for an experience there with some men I had flirted with. One of those guys was the VP at my firm that was recently divorced. I worked with him often and was in his office quite a bit over the years working one on one with him. He was tall and fit and I always had an attraction to him. He has a big office with nice views, but no windows towards the office itself. We were always professional with the occasionally flirting, but since he was married, it never went further. Read more »

Skinny Dipping in the Daylight [MF]

Sweating like a whore in church from my yard work, I grabbed some beers from the fridge and headed to meet Jackie in the pool. Already a few drinks ahead of me, she was taking in the sun on her favorite float. The pool sparkled in the sun and beads of water slowly run down her silky skin.

Still in my yard shorts, I dip my legs in and hand her a cold drink. Chatting away, I slip in the rest of the way into the pool to relax the rest of the day away. Being the man child I am, I decide she looks too comfortable on the float. Sliding under the water I quickly flip her into the pool. A splash fight ensues leading to an embrace. As I take in her beautiful face and eyes, and our bodies pressed together brings further childish thoughts. Read more »

virgin cocksucker [FM]

This might be long with a whole lot of build up and maybe not a lot of action, but hopefully, readers into age gaps and DD/lg will enjoy the story of how I met Kitten and got to enjoy her first blowjob. If you are into fully descriptive stories of sex, you may want to move along.

I recently introduced myself to a young woman with a very kinky fetish list on a not very well known app for D/s relationships. All she was showing on the app was her cute face so I suspected that she might be hiding something about her body and/or might also be inexperienced, but if she is into older men, neither is a big concern for me. In fact, what she shows online, is not my concern at all.

I will call her Kitten in this story. She is a chubby 19f, with strawberry blonde hair and a nice smile too. I am 42m and am very experienced with age gaps, sort of new to DD/lg. Read more »

[FM] The Wedding (A little late with this one…) – Cuckquean/Cheating/Weird

Hey, firstly sorry to those who follow me & my BF’s exploits, stories, etc.

I’ve not posted for a while as I was very busy, then went to join my BF in london for a few weeks (He was working a job there). During the train trip I managed to loose my phone and I had no access to Reddit without it. (No PC, couldn’t remember password either)

So, just a short story today, since I’ve come back to a multitude of messages asking “How did the wedding go?”

Not too well, but in hindsight it was just a weird mix of good, bad, sexy, funny, and downright awful.

I’ll keep this a little shorter than normal.

Some context here: [https://www.reddit.com/r/CuckqueanCommunity/comments/8iwg2m/a_new_development_now_had_me_excited_for_the/](https://www.reddit.com/r/CuckqueanCommunity/comments/8iwg2m/a_new_development_now_had_me_excited_for_the/)

So, the girl in question agreed to it, but only to having sex with my BF. She wasn’t comfortable with the idea of me being in the room watching them.

She was happy for him to stream it to me though, so he set up his phone on the night stand, angled towards the bed. I’m sat in my room, headphones on, small screen close to my face, already wet with anticipation. Read more »

A late night blowjob [fm] [oral] [inc]

I was sitting on the couch doing some homework when my younger brother, Mark, came home. He slammed the door and stormed through the living room, “hey! dad would not like you slamming the door like that!” I yell at him. “Shut up and mind your own damn business!” he yells back from down the hall just before his door slams. “That boy needs to get laid…” I think to myself.

After a few minutes i think to myself “What the hell.” I set the computer to the side and get up to see what is wrong with him. I knock quietly on his door and he replies with a sharp “What!”

“I was just seeing what is wrong.”

“Nothing! go away and leave me alone.” he yells impatiently at me.

I walk back to the living room thinking, “he’s in there jerking off…” I go back to finish my work and give him some time alone.

It took me a couple more hours to finish up and I decide to go get ready for bed. “He still has not come out of his room, he must really be upset… or he is rally working it.” I muse as I walk by his closed door on my way to the bathroom. Read more »

[MFF] My Anal Friend [Anal], [Oral]

This is another story I am telling based on a prompt. This promt was someone sent me a picture of two pornstars with one taking a cock deep in her ass and the other looking on. The text simply read “watching my girlfriend do anal”. I cant post it here but.. it was inspiring. I opted to end the story at the moment the picture was taken to allow the reader to place their own context where the story goes. The person who requested this story has since deleted their account but i want to thank them for their request. As always comments or PMs are super appreciated.

My Anal friend.

Our sex life was great. My boyfriend and I had run the gamut on exotic and interesting styles of play. That is until we hit that barrier. One day I found him sitting at his computer a nice video of a beautiful larger blond woman coaxing and purring at her partner to take her in the ass. He was transfixed on the screen. I had never seen him jerking off that hard. I know his type of woman so I don’t think it was her that was turning him on so. It was that idea. The proverbial Mount Everest of orifices. My man wanted to fuck me in the ass. The thought itself was such a turn on. I left him to his jerk off session but the thought remained in my head. That night before bed I breached the subject. Read more »