Tag: Fisting

The Maid part 1 [MM] [MF] [MMF] [Cross dressing] [cum] [cum play]

I was in my Freshman year at college when I decided to move out into my own place.

Granted, it wasn’t the most sound financial decision I ever made, but my mom was fucking unbearable to live with. I was 19, and decided I was going to leave home. Mom was furious, but there wasn’t anything she could do about it. We fought for weeks, but Moving Day arrived, and I left.

It was a harsh lesson in financial reality. Very quickly I realized my job at the coffee shop wasn’t going to cut it. I needed extra income – and fast – if I was going to avoid crawling back to my mom in humiliation. Thankfully, the college had a job board on it’s website, and I did odd jobs for a while. It was a hustle, but I could tread water if I was careful.

One day, a wanted ad for house-cleaning services caught my eye. It was in a home that was just a few minutes away from campus, close enough to comfortably bike there and back. I have to be honest, I didn’t have a whole lot of skills to trade. But if there was one thing my mom had taught me to do, it was keep house. The ad was from a couple, not some single white creeper dude, which made me feel safer about it. It couldn’t have been more perfect. Read more »

Almost Fisted: A Sexual First and I Fucking Loved It!

It just kind of happened. You know, almost like impromptu threesomes or foursomes that begin innocently enough. Your friends come over, you have some drinks and enjoy the new hot tub, someone comments on your bikini top, or hers, and then your cleavage, or hers, and the next thing you know you’re making out with your friend, or her husband, and it just escalates into a full-blown swapping session of orgasmic bliss.

That’s how my almost fisting event happened. [And here is](https://medium.com/sexual-compass/almost-fisted-6bbf83ab1555) how it finished!

Lonely mouth [FM]

Your cock throbs as I wrap my fingers slowly around you.

Still such a novice but knowing from the way your body moves that you like it. My tongue running over my bottom lip as I sink to my knees and begin to guide your cock onto my lips…feel how my mouth kisses you so tenderly…my wet mouth so warm and soft opening wider as you slip over my tongue.

The taste of your precum so salty and slick, I never thought it would taste like this. I love the soft moans from you as my tongue caresses your shaft, the way your hands tangle in my hair and pull my mouth closer to you…your cock filling my mouth. You twist my head so that you can see your cock make my cheeks bulge…and I smile at you…my eyes telling you that I want to take it a little harder. With your hands either side of my head, you quicken the pace, faster and faster your cock powers into me…my eyes beginning to watering now, tears streaming down my face as you assault my mouth. My eyes blackened as my mascara runs down my face. Read more »

Clementina, Part XXIV [extreme, sf/horror/fantasy, monster, tentacles, transgender, anal, lactation, TTTTTFFFF]

WARNING: THIS IS, AT TIMES, A HORROR STORY. THIS PART INCLUDES BODY HORROR/MODIFICATIONS, MONSTERS, WEIRD SLIMY EXTREME SEX, ANAL, INCEST, LACTATION, GORE, AND MORE.

If you are new to this story, I suggest going back and reading the earlier parts or you will be confused. This story assumes you have read all the previous parts.

As with the previous installments, if this sort of thing is not your cup of tea, please do not read any further. I want readers to have fun – not be disturbed. Please heed all warnings!

There are transgender people in this story, there are monsters in this story, and there are transgender monsters in this story. I AM NOT IMPLYING TRANSGENDER PEOPLE ARE MONSTERS. I am just having fun with genders.

This part is rather intense. Most parts are not quite this unrelenting.

This part continues Chapter 5, and begins immediately after Part XXIII ends.

I appreciate all your comments and feedback in the comments section and read every one of them.

Clementina, Part XXIV

Chapter 5: Citadel (continues) Read more »

[M]y [F]irst time with a girl

This is the story of the first time I had sex with a girl. I had had sex with a few guys before this and had been sexually active with my best friend since we where 14, but it wasn’t until I was 18 that I lost my ‘straight virginity’. It’s long with a bit of pre-amble, so if you want to skip straight to the smut please jump to the ******

I had been going out with Zoe for about a month. She knew about my bisexuality and was fine with it, she also knew that I had never been with a girl before as well. We’d had some hot and heavy make-out sessions before, she had felt my cock through my trousers and I had felt her boobs through her t-shirt but we hadn’t gone any further than that. Read more »

The Hidden Box!

I laid the pictures out, side by side, on the edge of my parents’ bed. My cock was already hard enough to pound nails. It took a while to dig them out each time, but it was totally worth it.

I can’t even remember what I’d been looking for, or maybe I’d just been snooping. Either way, I’d been in my parents closet when I shouldn’t have been. I’d thought it strange there was a cardboard box hidden under a stack of my dad’s sweaters. Obviously, I couldn’t leave it alone. Opening it changed my life.

There’d been some letters on top. Each had my mom’s familiar curly handwriting. As I pulled out the stack of them, the pictures hidden underneath captured my attention. Later, when curiosity got the better of me, I did read what she’d written.

My dad had been given an amazing opportunity shortly after I’d just started my first year of grade school. His boss had asked him to oversee a major expansion for the company out west. The project kept him gone for over a year. The letters and photos were from his time away. Read more »

The Organization Chapter 10 (mF)

Chapter 10

I woke up the next morning with something of a smile on my face and just felt good. It was earlier than normal and the whole neighborhood was quiet. Apple and toast were easy and I headed to school to use the gym. Need to be a bit better about this since sports are off. The morning was surprisingly warm and when I pulled into the school the birds had started their warbling.

The gym was mostly empty though I could hear a few of the machines being used. I checked in and wandered into the cardio section. A few people were running and I settled on a treadmill for a few minutes to warm up.

This has been an absolutely mad few days. The whole thing with Jax and Camille was fun but it’s definitely playing with fire. He seemed to like it but would they want reciprocation? What if I start seeing someone, would they use it against me like that, especially if it’s Allie? And what’s going on with Justine, we’ve always fooled around but this has gotten a little hotter. What did she mean “don’t rule it out”? Read more »

The Organization Chapter 10 (mF)

Chapter 10

I woke up the next morning with something of a smile on my face and just felt good. It was earlier than normal and the whole neighborhood was quiet. Apple and toast were easy and I headed to school to use the gym. Need to be a bit better about this since sports are off. The morning was surprisingly warm and when I pulled into the school the birds had started their warbling.

The gym was mostly empty though I could hear a few of the machines being used. I checked in and wandered into the cardio section. A few people were running and I settled on a treadmill for a few minutes to warm up.

*This has been an absolutely mad few days. The whole thing with Jax and Camille was fun but it’s definitely playing with fire. He seemed to like it but would they want reciprocation? What if I start seeing someone, would they use it against me like that, especially if it’s Allie? And what’s going on with Justine, we’ve always fooled around but this has gotten a little hotter. What did she mean “don’t rule it out”?* Read more »

Maria and the College Boy Pt. 1 [FM] [Femdom] [Age Gap] [MILF]

“Shit,” Maria said, hissing air through her teeth. “Really? Again?”

She spun the steering wheel sharply to the left, took a glance in her side mirror, and finished parking before letting out an exasperated sigh. Her 1999 Ford F-150 had lasted a long while, but this was the third time in as many months that the check engine light had turned on, and Maria was starting to lose her patience. This time, the truck had barely made it two miles down the road before letting her know something was wrong, and Maria knew she couldn’t afford another trip to the shop this month.

She slammed her fist into the dashboard, hoping maybe that some aggression might help whip the old beater into shape, but the yellow light shone on. Taking the keys from the ignition, Maria took a moment to collect herself before swinging down from the seat and heading towards the bar.

In the short walk across the parking lot, Maria realized that she was underdressed for the bitter Midwestern evening, yet another annoyance in a day that seemed full of them. It’s so hard to tell this time of year whether night would be as warm as the day, but she now regretted not grabbing a sweater to protect her against the crisp early autumn air. Her thin white v-neck was not cutting it, and she quickened her pace to the bar’s entrance to avoid the biting wind. Read more »

Cheating? [MF]

I had been married for 10 years and was in my early 40s. Like far too many people, the passion was lacking. 

By so many measures, things were great. Great kids, nice home, good jobs, etc. 

One problem we had always had sexually was that my wife was too uncomfortable with herself to enjoy receiving oral. And I love giving oral. 

When I was in my teens and 20s I was always freaked out about not being able to last long enough to please a partner. A couple of bad early premature ejaculation experiences had me terrified. 

So I developed very good oral skills. I figured that if I provided a couple (or more) really good organs through oral at the beginning, then maybe subsequent short comings would be less of an issue. 

I had ample experiences with multiple partners to know it was something I was good at. But my wife didn’t let herself enjoy it. 

As the passion waned, I really wanted to give mind blowing oral to a woman. I watched porn that focused on that and it was a regular fantasy.  Read more »