My 31[M] neighbors don’t know that their son 19[M] is experimenting with me

I have lived in my neighborhood for a few years now. We all know each other. They have a few kids, the youngest is 19 and goes to school out of state. The origin of this story is this past summer. He was home for a visit, and I ran into him. I had just gotten a new car and he was asking about it. I showed it to him, and we went for a drive around the neighborhood in it.

I had just broken up with a girl and was pretty bored in general, and I had just gotten a PS5 so I sort of randomly asked him to come over and play some time. At this point I didn’t have anything other than completely friendly intention. I had never done anything sexual with another man before.

How I lost my virginity!

5 yrs ago, me(M 25), my best friend(bf), girlfriend(gf), and a few others were heading to Thailand for 10 days. My bf and I were excited because we made a pact years ago on partying in Thailand and bedding a few escorts. Both of us were still virgins and this only increased our excitement.

The only complicated part was that I was with my gf and her sister, this would be extremely difficult. Hence we started making a habit, everyday we will go out for 1 hr and that will be just the two of us trying Thai cuisine (hehe).

One day we decided to go to sukhumvit where I read the massage houses are present and offer sex. Now it’s 11 pm at night, bf and I hop into a Rick, and head to the place. It is extremely deserted as now it’s 11.30 pm, and we see light at only one massage house, rest are closed. Sitting inside are a few beautiful woman, some eating dinner and others engaged in some chore. The prettiest of them is chowing down some take-away, her skin is white like milk and looks smooth, but she’s done for the day. She points towards another house and right then a nice looking 30 year old woman wearing all leather, walks by the place. The pretty woman asks leather lady to take us with her to the other house.

I (30m) fucked a former flirt of mine (24f) with the lights on and the shades up [mf]

So, half a year ago a former flirt and I had decided it was time we fucked again. She was out drinking, I was home sipping redwine. I was home alone as the other half of my open relationship was out and I hadn’t fucked another girl for a couple of years, so this was going to happen. I sat the entire evening leaking precum thinking how I would go to town on her.

When she finally arrived she was visibly tipsy. She’s a 175cm blonde with long legs and cute c-cup breasts pointing right out in front of her. After some semi-akward conversation we started kissing and soon after she was on her knees taking off my pants before I was even hard. I’m slightly above average with some decent girth.

Aunt Sally 5

I’m getting advice from my Aunt Sally who I’m living with for my final year of high school. To be less nervous she’s giving me a roadmap to sexual pleasure. I’m anxious that my new girlfriend, Miriam, may have expectations I can’t meet. Mind, Body and Spirit. We’re just about to start the Body and she’s demonstrating the anatomy lesson on herself. My buck-naked virgin ass is seated facing her on the satin-sheeted bed as she speaks in hypnotic tines and strikes her legs and hips. 
“Alright, let’s begin. You know I’m a good friend of your parents and in their absence I can guide you but It’s your own character that makes the choices.” Her fingers outlining her pubis undulating, massaging the area. My eyes flicked from her eyes and her crotch, mesmerized by the pink lips, maybe the gloss of a tiny bit of wetness. ‘To please a woman require that mind – trust in a shared intent, body – and the many many erogenous zones and the individual responses and the Spirit, which we’ll come to. 
I sat naked on the chair, cock straining rigid, leaking precome as I watched her and listened to her words. “First you need to ignite the body’s passion”, she raised her arms and clutched them across her chest, hugging. She lowered her eyelids, resting her cheek on her shoulder. “Let her feel safe in your arms, communicate by touch your intentions, whisper that you’re wanting to share this joy, breath together. Feel her warm skin…come here”. I woke almost from a trance and walked up the side of the bed, erection bouncing to her seated, knees up still hugging her shoulders. “I want you to feel my back, my shoulders, feel how hot they are. Are you OK with that?” I could feel heat radiating from her. I raised my hand and hovered a moment – is this some line I’m crossing? I lay my hand on her smooth skin and felt the hum of her sigh through her back. She rolled her head over my hand and I curved my fingers feeling the muscles move along the back of her neck. “That’s it, stroke your fingers through my hair.” To do so I needed to place my knee up on the bed and her groan moved me as she leaned into my hand. I glanced down and wiped the precome off my cock with my other hand. Her hand took mine and she kissed the back and then sucked the fingers dry before kissing each tip. “Wait – sit back down. Obviously if you get the passion rise right – like that – everything will just flow. Touch yourself if you want to but don’t come yet, we’ve a bit to get through”. She sat back on her arms and sighed, finishing with a shiver. “Right, once you’ve got the passions up the aim is to set a rhythm, a tempo and I don’t mean fucking” she laughed, eyes crinkling. Her eyes were alive, just like a saw in those polaroids. I clutched my cock, so hard and sending tickling pleasure up my spine. 
“There’s no sequence but you start from the G-rated stuff and sense if that’s OK, that there’s shared intent.” She cupped her breasts again, lifting and letting them drop. Taking one she held its heft with one hand and took the nipple. “Boobs are as individual as any person. Some like the aching pleasure and sensory highway to the clit that boobs are. Arousal changes what feels good, at the start I can’t stand any nipple play but once I’m warmed up I love any sensation.” I was curious, “Didn’t you …touch them before.” She looked sheepish and smiled. She stroke up from her ankles and let her knees open. Both her hands rose to her crotch and sat either side of her slit. “What can I say, I’m easily warmed up at my age.” With that she used her fingers to open her labia. There was a clear coating visible, a thin leak visible. “Before warming up it’s like an electric shock. I’m not the same as anyone else – you have to find out – that’s the message.” Her fingers traveled up and down a couple of times. “Right, breasts vary greatly with pregnancy and menstrual cycle but greatly influenced by mood. Once warmed up I adore the wartenburg wheel just around where the areola starts. That’s like a little wheel with little spikes that just step between the nerve ending and just makes me melt. Also the sensation is completely different when someone else does it. Come back over.” I was at her side, cock in hand. “Feel this, feel the soft breast and then how the skin changes. Take the nipple, feel it swell…ugh”. I held the thick nipple between my thumb and index finger. “That’s it, harder. Don’t twist, not much tug, that’s it, oooh”. I was astounded. Kneeling on the bed I placed a hand on each breast as Aunt Sally lay with her arms behind her head. I took both nipples and revealed their sameness, their differences. She writhed moaning under my hands. I looked down and saw that my cock was rubbing against her soft hip. Her hand came down her side and spread the precome on her side before lightly stroking my cock. “Right, back to your chair.” 

My Roommate’s Girlfriend is Insanely Hot [Long-awaited Pt. II]

Life got in the way, and it was nearly a year before I got a chance to lust for Rachel again.
Ben and her asked if I wanted to join them for a cozy dinner in the living room the other day, so I obliged.
As soon as I got downstairs my knees became weak and I prayed neither of them could tell I was so smitten with her. But god she was sexy, sat on the sofa with a gentle blue dress on, and with her hair down, she was like Aphrodite incarnate.
I managed to pull myself together, and we three had a good meal, chatting about all sorts of things, and watching tv.
It wasn’t long, however, before I lost control of my urges and had to excuse myself, trying to hide my boner as I left the room. Just being in her presence was enough to make me hard!
I went to my room and tried to calm down, eventually managing to read a few chapters of Little Dorrit (what can I say, I’m a classicist) before dozing off.

Welcome Home: Part Four (Two of Two) [MF] [Straight Sex] [Interracial] [Busty] [Huge Boobs] [Slim and Stacked]

“Here we are,” Jordan said, a bit excited as the ladies looked over the bar. The DJ, the bartender, and the waitresses were all in place. Jordan looked out the front window and saw the bright headlights of people parking.

“Can’t believe it,” Mary said as she stood next to Claudia.

“Believe it,” Sherry said. “You all did great. I have never seen this many people trying to get in here.”

“Let’s not keep them waiting,” Jordan smiled.

Slowly the four of them walked out into the parking lot. “Holy shit,” Sherry exclaimed as she looked at the rows of cars.

“Your husband is directing some of the other cars to park in the field across the street,” Ethan smiled.

“You’re shitting me,” Sherry said as she tiptoed to see rows of brake lights.

“Nope,” Ethan smiled. “Don’t worry, I will make sure we get a head count, but the place is much bigger than it was before, which made the parking lot smaller.”

“All of them can get in, right?” Jordan said, looking at the people.

“I would say more than likely,” Ethan nodded.

“Good,” Jordan said as she looked at everyone.

Brood mare girlfriend

I want to breed my girlfriend like a brood mare at a stable. I dream about making her present her soaking wet pussy doggy style and guiding in the first bull’s swollen pre-cumming cock. Once the first stud has cum and slid out I lead in the next guy and guide his throbbing cock into her cum filled pussy. I’d condition her to this routine until she regressed to basically an animal: sleeping, eating and being fucked. Anyone want to volunteer?

The Importance of Dressing Appropriately [Third Person, Huge Cock, Domination, Rough Fucking, Breeding]

Blake and his girlfriend Ashley were both getting ready for their date night. Blake was already dressed, relaxing on the bed. Ashley was still rummaging through her closet, performing her third wardrobe change of the night.

“Are you almost done?” Blake laughed. “You’ve been in there for like thirty minutes.”

“Yes, babe!” Ashley replied, slightly stressed. “I’ll be out in a second.”

A few moments passed, then Ashley popped out of the closet wearing a grey sweater, light blue jeans with rips in them, a beanie to keep her ears warm, and a pair of black fishnets under her jeans.

“What the fuck is that?” Blake asked.

“What is what?”

Blake hopped off the bed and strode toward Ashley. He towered over her, forcing her to look up at him. She could see a red flare in his eyes. His brow was stern. He was clearly unhappy, and knowing that stirred a wrenching fear within Ashley. She frantically racked her brain, trying to think of what she had done wrong.

“I said, what the FUCK is this?” Blake placed his hand over a rip in Ashley’s jeans and pulled at her fishnets. “How many god damn times have I told you not to wear these?”

What a dad wants part 5

It was Halloween, one of my favorite holidays before I had kids, but especially after. Stella usually had to work at some point on those days, but I would go big getting Gabby and Smith ready and taking them trick-or-treating. Stella participated when she could.

Once the kids felt they were too old or too cool to go door to door, they still enjoyed the holiday by helping me decorate, hand out candy, or being my partners in crime for my epic annual Stella scare which was when I took years off my wife’s life by scaring the shit out of her in a creative way, thus her vowing to take my life entirely.

Smith and I were assigned to candy distribution, Stella was working until 11pm, and Gabby was getting ready to go to a party with Mitch and her friends. Teenage screaming came from the TV as I closed the door on the most recent group of trick-or-treaters and glanced up to see Gabby, about to descend the staircase.

She was wearing a short as hell, acid washed, denim skirt that left way too much smooth leg exposed down to a pair of black Chuck Taylors. That was shocking enough but taking in her costume above the waist had me gritting my teeth and balling my free hand into a fist.

Monthly visit leads to alternate ending [mf]

I have a very sex-positive and easily aroused girlfriend. It doesn’t take much making out before she’s aggressively grabbing my pants and trying squeeze my cock. If we have any semblance of privacy (and even sometimes when we don’t), it can quickly escalate to “just take it out, I need to have it in my mouth” and more.

Frankly, she is the hottest woman I’ve been with.

A few days ago, after a pretty hot-and heavy session that ended with a massive creampie for her, we discovered she was on the cusp of the monthly visit.

That’s usually not a big deal but she told me it was especially heavy during the 1st day this month.

We work in the same office building and often take advantage of that. Many of the offices have glass panels next to the door and there’s no privacy. The layout of my office, however, has a significant blind spot.

The other day, she came to my office and I shut the door behind her. We went out of view and started making out.