Prostate Archives — Page 95 of 128 — NSFW story

The Coworker Part 2 [mf][dubcon][bdsm][oral][toys]

Sara curled against Rick’s chest, limp and melty from the strength of her orgasm and content to let him stroke and touch her. She knelt in his lap, her legs open across his and her body curled to drop her head on his shoulder. His legs were open enough to force her a little wide and leave room for his gently stroking hands to tease her pussy and ass. Shifting a little and moaning against him, Sara stretched up enough to offer him better access even as his hands drifted away, running over her hips, up her back, massaging her shoulders lightly where her hands lay across the back of the chair obediently and drawing another set of low moans from her throat before moving on down her arms and back down to her thighs. Sara felt herself melting even further into him, into this helpless space where her body obeyed Rick’s every wish before her brain even considered a response. His easy, sensual touch only reinforced the control- casual confidence that he had every right to touch her however he pleased, that he had all the time in the world and didn’t have to touch her solely sexually. Read more »

“My First Time” [MMMM] [GAY] [ANAL] [ANAL]

I’ll never forget my first night going to my new gym. It’s one of those that’s available to members 24/7. Working a 2nd shift job from 5pm-2am, I wasn’t expecting anyone else to be working out this late. When I unlocked and opened the door I saw 2 black men on the bench press together. The one spotting yelling motivational comments to his buddy.

Walking towards the locker room; I couldn’t help but notice, the guy bench pressing’s cock was so large I could see the outline through his shorts. He had to be at least 30 feet away as I glanced. I’m pretty sure they both saw my mouth drop open. The guy spotting spoke,”Hey man! Wanna work out with us?” I was blushing at the thought of my mouth being wide open, with a stutter I replied, “Y-yeah, that’d be awesome. Just let me put my stuff up.” All I could think about was the size of his big black cock, and wondered how big it would be once it was hard. Read more »

EXTREME PEGGING ADVENTURE [MF] [pegging] [oral] [anal] [prostate] [squirt] [cum]

“Let’s fuck,” Sarah said as we sat on the couch.

I glanced over to her and made a “really?” face. She smirked and shimmied off her pajama pants. She never wore underwear. She sat, Al Bundy style, and spread her legs. I watched her, amused.

“Eat it,” she said.

I took a pillow from the sofa and dropped it on the floor, got down on my knees and wasted zero time burying my face between her thighs. She gasped as I ran my tongue over her clit. I made eye contact with her and winked. Her favorite. She was soaking wet.

“Gimme a taste,” she begged.

I slid a finger inside of her perfect flowering pussy and pulled it out.

“Open up,” I said as I put my finger in her mouth. She wrapped her lips around it and sucked, licking her juices from my finger.

“Damn, I taste good.”

I dressed up as a girl and let a stranger with a girlfriend and a [m]assive cock fuck [m]e raw for my first time.

[Picture from the night](https://imgur.com/a/ktlqweH)

This is a long one but I promise you, it’s worth it.

So bit of background: I am, for the most part, a straight man. I’ve never really liked gay porn and have only ever had heterosexual relationships – all of which have been really healthy.

However, ever since I was young, I have had a fascination with woman’s clothes. I’m not sure why, but it started out as sneaking into my sisters room and wearing her underwear and liking the way it made me feel. The strange thing though was that when I dressed up I started to feel like a woman, which in turn made me think sexually as a woman. So naturally, it wasn’t long before the whole thing snowballed into me being a full time closet crossdresser whose favourite thing in the world was his sisters dildo that he discovered in one of her drawers. I also discovered crossdresser, sissy and trap porn which basically became my staple. My ultimate fantasy was to be fucked senseless while dressed like a slut by a big strong man. Of course I have never told a single person any of this out of fear of what they’d think. Read more »

[MMF] bi night

This is the most recent experience my wife and I had.

Saturday night. Casey and I planned on catching up with a friend who came to town, having invited him over to our place. The house was otherwise empty with kids being at their grandparents. The hot tub was set, food made, Casey just got waxed the day before, and we warmed up by fucking twice before he got there.

Dave, for lack of a better fake name, came around noon. We sat on the sofa chatting for ages, before finally making our way to the hot tub. Seriously, I know why hot tubs were popular with swingers: they get things going better than any libation.

Dave and I get in, Casey comes into the sun completely naked, carrying ice water and a smile. I’m always into seeing her like this, skin glistening in the sun, how her pussy parts when she steps into the tub, and her nipples harden and she gets goosebumps from the hot water and cold air. Read more »

My [F] plaything [M]

You knew from the moment that I said I wanted to use the cuffs on you again that I was planning something interesting.

And I wanted you to be nervous. I wanted to get under your skin. I wanted you to be thinking. . . at every moment. . . about what I might do. How far would you go to please me?

I started early in the morning – teasing – taunting you. I showed you some gifs of my tits clamped and jiggling. Of me deep throating a fake dick. I wanted you to want me. To think about me. To be crazy with desire.

Since I know you, it wasn’t hard to add to the torment. When I was out shopping, I sent you a picture of the duct tape. All of the beautiful colors. You thought it was ribbon. You had no idea what I planned to do with it.

I went on a tirade about the issue of not having grey panty hose. How was I supposed to achieve my ultimate aesthetic? I wanted something very particular. It confounded you – my rant about the panty hose. And that’s what I wanted. Read more »

[MF] anal breakthrough last night

I’ve been super interested in eventually pegging my husband, but he’s not there and may never be. We had an… incident a couple months ago. I’ve started occassionally rimming him as part of foreplay and spend a lot of time using my mouth on other than just his dick, and his reactions are always so sexy and I’m usually dripping wet only a few minutes in. One night, I was going at him with my mouth and tongue and tried to escalate it. I grabbed some lube and worked my finger in, but was unsuccessful in finding the prostate.

I ended up just thrusting my finger in and out of his ass while giving him head, and for awhile he seemed to be enjoying it but eventually said it was starting to hurt. I pulled out, washed my hands and climbed on top and finished that way. Well, a day or 2 later, he ended up with a massive extremely painful hemmeroid. Like, limping and walking funny, miserable, couldn’t sit down or stand up, moaning and groaning. I called it his”man cold of the ass” because he was so over the top about it. I have had hemmeroids off and on since our first was born, and he’s 12. Roids are not a big deal and should not impact your life to the extent it did for him. Read more »

SECRET CHRISTMAS DINNER FUCK [mf] [oral] [swallow]

I was never friends with Maddy in high school. But after I graduated, my mom and her mom became very close. Every once in a while, my mom would call to tell me she’d just gotten off the phone with Maddy’s mom and they talked about what a wonderful couple we would be.

A nice fantasy, but in reality, it would never happen. I lived halfway across the country. Maddy still lived at home—just a few blocks from where her parents still lived.

I came home for the holidays and was told this year we’d be going to Maddy’s parents house for dinner. I got the friendly elbow nudge from my mom telling me it would be a great chance to catch up with Maddy. Ten years ago, she was a cute 18 year old. But who knew what she looked like today? Honestly, I hadn’t even stalked her Instagram page …

I was dragged to their house for what I was sure would be an “all eyes on us” dinner. Complete with our moms glancing at one another smiling. I was sure Maddy and I would be seated together. I was sure it would be torture. Read more »

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Upon request, I pull my vibrator out of the box, sitting it on his asshole. I turn it on, giving him a slight preview of his fantasy. Sliding it up and down his taint, gently massaging his prostate.. Bringing him to full erection. My goal after getting him erect is to milk his prostate, giving him the ultimate pleasure. Between his moans and seeing pre-cum drip from his penis as he sits on all fours, I realize that I am completing my job. Read more »