Mom and Dad had so many houseguests [humiliation]

Only when I was a teenager did I discover my father was a cuckold and that my mother was promiscuous. I guess that’s normal. Not normal that mom had lovers all the time! But normal that I wouldn’t know.

Overnight visitors sometimes pretended to be houseguests (“Uncle Terry is Dad’s friend from college; he’s visiting the city”. Other times they were men from close by who “had too many drinks and he’s going to sleep in the guest room,” which made sense before Uber was invented. Dad even lectured me about alcohol when I got my learners’ permit, said I should never drink and drive, so I was slow to see the men for the bulls they really were.

The cover story didn’t have to be airtight to fake out a small kid, but in my teens I figured stuff out. Heard footsteps in the hallway in the middle of the night. Saw a glimpse of “Uncle Terry” coming out of the wrong bedroom at 5 am. I googled “cuckold” stuff in the public library because I didn’t dare do it on our home PC. Masturbation now involved fantasy images of my mother and another man. Neither the fact that she was a hotwife, nor the fact that I now fantasized about her bothered me much. It was the fantasies that allowed me to not judge her, if that makes sense.

Sex with my Roomate (part3) [MF]

Emma and I became close to inseparable. We were with each other every morning and every night for the next 3 weeks. We had sex any chance we got. She instigated every sitation and I was always happy to oblige. It was paradise.

One night, the week of Halloween, we were getting frisky in the living room with the TV on in the background.

She was sitting on the couch with no pants on. Her feet propped up on the couch, legs wide open. I was kneeling in front of her. My head buried between her thighs. I had been down there for about 20 minutes, so I know she was almost to her second climax.

She started breathing more quickly, taking short breaths as my tongue tickled her clit. Her body started to go rigid as she was starting to climax. Just as she was about to hit her peak, we heard keys jingle and the front door open.

It was our roommate, Matt. He worked at a theme park and his schedule had changed for Halloween Horror Nights. He didn’t know about me and Emma yet.

Adventures in Holiday Party— The Night We Switched and I [m] Got to Taste My Best Friends GF 21 [f] and So Much More…

This happened after a Holiday party at the bar I worked at few years ago.

QUICK BACKSTORY:

I was working as a bartender at a sports bar in college. Around November, a super close friend of mine, Megan, reached out to let me know her restaurant was closing and wanted to see if I could swing a job for her. I did.

To give some back story on Megan. She is about 5’ 5”. Light skin, brown hair, hazel eyes and fit. She is more cute than sexy, she is super nice but also has a mystery in her smile that is hard to put into words. A mysterious sexiness in her smile.

At any rate, it is important to note that she is my Best Friends Girlfriend. Megan and Ryan had been dating for 2+ years. We were all super close.

We hung out together all of the time. If we weren’t at their house, they would be at ours. I probably saw Ryan and Megan 4-5 nights a week.

film

lol, once again I wrote this for u/professorcal_
Jesus this took a minute to write.

“I’ll see you when I get home, love you.”

*beep beep beep*

It’s been a long day and I’m driving home from work. The traffic is crazy and all I wanna do is go home and lay in my bed and cuddle with my baby girl.

I get stopped at a red light and I pull down the visor and I watch as something trickles down the air and falls onto my lap. I quickly look up at the light to see if it’s changed to green and it hasn’t so I look back down and I pick up what fell. I turn it over and I lurch the car forward, banging my knee on the car. I groaned out in pain and rubbed my knee and looked back at the picture. It’s a Polaroid picture of me blindfolded, sitting on our bed, covered in my own come. My mouth dropped open as I keep looking at the picture and all I can do is shake my head.

Forbidden Fruit (pt 1) (age gap) (oral)

Tying the strings on my bikini, I adjust the top to cover as much of my 32DD natural breasts as possible….which is a tall order for the tiny triangle pieces of fabric. I’d never wear a bikini if my boys and their friends were here. At just under 5’5”, I’m a mighty force in a tiny package. Thick, silky brunette hair, ending just above my waist…a high, tight ass and shapely legs maintained by regular yoga and daily squats, big brown eyes, full lips, a warm pretty smile and a velvety smooth and soft kitty all contribute to the physical package…but it’s my personality and attitude that draw people to me more than my looks. I’m aware of the male attention I continuously get but I could care less. Pulling my hair up into a messy bun, I grab my towel, magazine and ice water as I head out to the pool. It’s a gorgeous, sunny day in July. I’ve somehow finagled a long weekend home by myself. My teenage boys are away camping for a few days. I packed their cooler full of food and their favorites so I know they won’t starve or live off ramen the entire time….and even if they do, it not gonna kill ‘em!

Sex with my Roomate (part 2) [MF]

Emma broke up with her boyfriend the next day.

She put all his shit in a box and left it outside our apartment.

He yelled explicits and banged on the door but Matt told him to piss off and he did as all “tough guys” do when they’re stood up to.

I left Emma to herself, knowing she was probably upset. I heard what I assumed was crying through the wall a few times.

That night as I turned over to go to sleep, I heard my door creek open. I turned around and Emma was standing in my door way with a loose flowing nighty.

I sat up and turned the lights on as she shut the door behind her.

I went to speak but she put her finger over her lips and slightly shook her head.

I obeyed and kept my mouth shut.

She walked up the end of the bed and pulled my covers back onto the floor in front of her. She then proceeded to pull her nighty up and over her head. Giving me a full frontal reveal of her tight, petite body.

Our sexy New Years tradition.

This is how our New Year’s Tradition started.

Back in 2016 when Craigslist personals were still up and usable we decided we wanted to go out on New Year’s Eve and it so happened that a nice couple hit us up and asked if we all wanted to go out that night. Even though we were swingers we just dabbled in it. I do not think that prior to this we have even been to a swingers new years eve party or even swapped on new years. It was just a few months prior to this that we decided to make the lifestyle a huge part of our life.

We all agreed to go out dancing at the local gay bar called Out and About in Pasco, Wa. We actually never met them prior either. Like we did not go out to dinner first or meet for coffee we met to dance. I remember she was 28 and her name was Brittney. I know this because I started tracking names and ages september of 2016. I also track pertinent details like condoms or not, how many ppl in the group 3 or 4 or more. I also try to mention something that sets this apart so it can jog my memory of the encounter.

[FM] My Tumblr Hookup

Hey guys!

I miss getting off while writing stories.  I’m still fucking Devaughan and Troy, but I dont feel inspired to write about it. So in the meantime, I thought I’d share another story from my past.

Before I start, here is my disclaimer: I’m not looking to repeat this, so please don’t ask. I wanted to share this for a long time, but I dont want people thinking I’m open to doing this now. It was a one time thing.

My online sexual awakening began on tumblr.  I connected with so many people, but fell for a guy from Georgia (USA).  I didn’t know much about him at first, but he made me cum with his words alone.  I was hooked.  We exchanged nudes, and I sent him some pretty good videos of me masturbating.  (I wonder if he still has them). He was the first recipient of my nudes, and the thrill of taking them was exhilarating.  I remember I used to get so wet at the thought of making myself cum for him, that my pussy would be dripping.  I’d make a mess of myself – rubbing my juices all over my lips and thighs, fingering myself with one hand while rubbing my clit with the other, and spreading my lips so he could see just where his fat dick belonged.  I’d also send him pictures during the day at work, to which he’d reply with a photo of his hard dick.  Sometimes he would send me messages about how he’d love to walk in on me taking the photos, and shove his dick in me, no questions asked.

NYE Breakup Sex [mf]

My ex dumped me after 5 years on NYE out of the blue last year. It completely blindsided me and it was a hard moment for both of us. We spent the night crying and trying to support each other. We both headed to bed before midnight, not feeling very celebratory. I usually sleep nude, but it felt wrong to be naked in the same bed as him so I just wore sweatpants and a tank top.

He laid down next to me and we tried to keep our distance in my full-size bed. As the tears subsided and we both were able to relax a bit, we laid with our backs against one another. He turned to spoon me and he held me in silence for what felt like a long time. With his cock against my ass, I felt him harden. His hands slowly made their way towards my tits, going nice and slow, almost as if he wanted me to think it was a mistake. Once he fully rested his hand on my tits and I didn’t react, he took that as a yes and started pulling my nipples between his fingers.

My night with Ruby the Redditor [MF] pt.1

Preamble:

This is something I have thought about doing for a long time, a series of memories, like a sexual diary that I can always come back and reread. I used to be fairly well know in the NSFW subreddits, “ladybonersgw” and the such. I’m Jack, 6’2 half Irish half Mexican and decently endowed. I was catching up with an old friend today that I originally met through reddit, Ruby. Ruby is a shorter and gorgeous woman with dark hair, a voluptuous hourglass body with a fucking grab-able, spank-able, bite-able ass and tits you never want to be covered up, ones you want to suck on, grab onto, and make swing as you fuck her hard.

Some Years Ago:

I was walking around outside the firehouse and received a notification that someone had commented on my pic, I clicked on it and checked the profile(I always liked to reply with something sort of personal), well holy crap her pics were hot as hell. We kept replying to each other for a bit, switched to DM’s and somehow ended up realizing she lived near where I grew up. We exchanged numbers and talked on the phone for a good hour. Days and weeks went by, we would send each other dirty pics, and messages, or just joke around. I was about to visit home and we planned to meet up.