Covering the Bases [MF][First-time Oral][Foreplay][Flirty][First attempt]

This story is based on true things, but names and some details have been altered to protect privacy and romanticize things a bit. This is a story about my high school gf and I (both 18) slowly exploring each other and eventually building up to our first blowjob. The fun is in the journey… I hope it’s enjoyable!

It was a warm evening, in the summer between high school and college. My girlfriend, Mariana, and I had grabbed dinner and I was driving her home, but on the way we turned off the usual route and parked at this spot where the road ended just before a steep drop, overlooking the highway and the countryside. The nearly-full moon hung just over the horizon, a hazy yellow color. The sky was that shade of blue it gets when the sun has gone down but the light hasn’t faded yet. We both loved the sky and took a moment to soak in the view of it all. This was our usual make-out spot, but we had never caught it looking this beautiful. I looked over at her and let my hands slip down slowly off of the steering wheel. She looked at me and bit her lower lip. Within seconds we had climbed into the back of the seat, thrown off each others glasses, and embraced with our lips.

Are you sure you’re up for this?… Or: [M]ore [f]un when Redditors Meet (long, pics included)

NOTE: People seemed to like my first story (“She called my Bluff… Or: [F]un when Redditors [M]eet”) so here’s another one from an adventure last month.
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We met for the first time at the airport. After weeks of messaging, then texting, and eventually Face-Timing. She was nervous. I wasn’t. I loved the city; worst case, if we didn’t hit it off, I’d have a great time wandering around, exploring the different neighborhoods. That we could meet, in my eyes, was a bonus. But she was nervous, and I wanted to make her feel at ease. She’d only been with a handful of guys before; she’d never done anything like this. I wanted to give her what she wanted, what she’d asked me for.

The drive into town was easy. Lots of small talk. I could tell the Uber driver was confused — we seemed to know each other, but it was obvious we’d just met. He’d picked us both up at the airport, but she was a local. I didn’t bother explaining.

At the lake pt. 4 [MMFMF]

That afternoon the five of us took the pontoon out for some day drinking and cruising around the lake. We spent hours on the water, sharing stories, having snacks, talking about some of the things we had done so far, Greg, my wife, and Madi get thoroughly tipsy. I’m driving the boat so I just have a puff or two from a joint being passed around, and Matt is getting pretty high.

We are all sunbathing in a cove when my wife breaks the comfortable silence, “I want all four of you to fuck me tonight.” She said as nonchalantly as possible.
I’m the first to speak up, “I’m pretty sure all of us were thinking that haha.”
Matt seconds the opinion, “I know I’ve wanted to fuck you ever since you and Conor met years ago.”
Madi chimes in, “I think I brought just the right toy to make this fun!”
“This has already been the best weekend at the lake, now you’re just the cherry on top” says Greg, and now we are all in agreement. My wife adds, “perfect, when we get home I’ll go get extra ready for you all.”

[M]y cosplay [f]antasy becomes reality

Long time lurker, first time writing anything like this. This happened about 5 years ago when I was in college on the east coast.

I’m 5’6, fit, and packing an average 6inches. I had long admired cosplayers and comic con attendees but I’d never taken a step towards joining the ranks. But finally I found something I really wanted to do and cobbled it together in a fashion that actually didn’t look terrible and put it up on tumblr to see if my little circle of fellow nerds dug it. It ended up getting 30k+ notes, and resulted in a few cosplayers reaching out to me.

Enter Kitty (not her real name), a mid level popular cosplayer a few years older than me, she was about 5’4, pale, dark haired, fairly skinny, with perky B cups, and a frankly surprising amount of ass. She messaged me about how I put it together, the materials I used, etc. I responded with a pretty thorough response, expecting that to be that. She then messaged me again, telling me she’d been thinking about cosplaying a character often shipped with mine. I responded “its a shame you’re not in New York, we could have a pretty awesome photoshoot.” Almost immediately she messages me back asking if I’m going to an upcoming con in the area (I was). All I got was a simple “Maybe I’ll run into you there ;)” and then silence for weeks.

[MF] Reddit gets me laid with a curvy, stunning, South American girl, and I hadn’t even learned her name.

A while ago, I posted a pic on ladybonersgw. Got a pretty good amount of response but one jumped out at me. A girl that lived nearby. “Ummm, you should post some more pictures.” I responded “Ummm, you should let me see some pictures of yourself.” We began exchanging messages, and she lived in a bit of a rural city about an hour and a half away from me, but had some friends where I lived. We exchanged kik info, and she ended up being a curvy South American girl; beautiful long, brown hair, nice thick ass, big, gorgeous hips and fantastic DD tits, maybe about 5’4’’ and in her early thirties. She didn’t always go for men, and mostly had interest in girls, but was attracted to me and interested in meeting. After swapping some dirty pictures, videos, and messages, I was too, and then some.

My cousin and I [mf]

“I just love a good threesome….”

My cousin just…what? My cousin? Little Melissa?

We were together for a family member’s birthday party and hadn’t seen each other in years. We grew up close, taking vacations together and such, talking about inappropriate things on AIM for hours, letting hands linger longer than what was strictly appropriate in places that certainly were not, but it had been 10 years. A lot had changed. Apparently.

I don’t recall what I said, probably just something stupid or a laugh. That doesn’t matter for this. After the party, she was going to stay with us at my moms and we stopped and picked up a case of beer on the way home. We certainly didn’t need it, but it was something that would keep us awake and talking. The night wore on, and one by one the others went to bed. First my mom, then my (now) ex-wife a few minutes later. Melissa and I decided we had a lot of catching up to do, as it had been so long. Catching up. That’s what they call it.

“Are you wearing cologne? THAT’S new,” she teased. There was a wicked gleam in her bright green eyes.

At the lake pt. 3 [MF] [MMF] [MMFMF]

Greg was on Madi in seconds, fucking her against the couch cushions, my cum covering her mouth, tits, belly, and pussy. The thought of it made me begin to swell again. She scooped up some of my cum and rubbed it against his shaft as he fucked her with long, forceful strokes. Greg took some more of my cum and pressed it into her mouth, she swallowed it happily. She turns around and now her face is over the back of the couch while he is fucking her from behind. Matt comes up from the basement and immediately walks over to Madi’s face. I rush over and press him out of the way, filling Madi’s mouth with my spear once again before he could. Matt wrestles my arm enough I pull out, in a moment he presses his cock into her mouth. I slap my unit on top of his and slide it back and forth across her upper lip, nose and his hard cock. Madi is moaning a hurricane. I push Matt away and slide myself back into her throat. Greg has stopped fucking her and is eating her asshole, sliding his tongue in and out of her while pressing her ass cheeks against his face. Matt goes around the couch and pulls Madi on top of him, Greg goes right back to eating her ass, kneeling between Matt’s thighs while Madi slowly lowers around his massive hammer. I walk around the couch and push Greg aside, then I slowly work my spearhead into Madi’s ass. Now we are both fucking her, he thrusts her pussy and holds, I thrust her asshole and hold. Back and forth back and forth, until Madi is screaming. She jumps off of our cocks and sprays us both with her pussy. Exhausted she lays on the couch.

The Red Eye [M/F] [Cheat]

(This was originally written for a woman, and as such is POV from her point of view)

You are sitting in the airport terminal half reading the newspaper that is in your hand, and look at the clock on the wall that says 10:24 pm.

“We should be boarding soon back to Florida.” You mutter disappointing to yourself under your breath as you slightly shake your shoe hanging over your crossed leg.

California was a lot of fun. It was great weather, you enjoyed the sites and movie stars, and now it was time to get back home and back to work. Unfortunately for you, the only flight you could get back home that didn’t cost a fortune was a “Red Eye”. You won’t be landing in Florida until 7:25 tomorrow morning. You hate the prospect of having to sit next to some stranger, and you dread the long plane ride home.

The airport is alive with sounds….

There is a baby several seats to your left crying loudly and bothering people all around him.

“WAHHHHHHHH!” you glance over to see the mother doing her best to stifle the loud child.

Our Roommate and FWB…pt.3[MM][Gymfuck]

One sunday Madi went out of town for a convention she was going to be presenting at the next day. John and I tried to join her, but she said she was too embarrassed to present to us and just wanted to do it alone. Before she left Madi told me I could and should play with John and send her pictures for her night alone at the hotel.

John and I spent the day together, first we hit the 24/7 access gym, being Sunday and summer there were only 2 other people there and they left shortly after we arrived. John was doing pull-ups and I couldn’t help but notice the bulge in his sweatpants, I reached up and pulled his pants down enough for his Goliath to flop over his waistline.
“That’s better, now finish your set.”
So John finished his pull-ups, massive cock dangling and flopping with every rep.

I was over on the bench press resting in between sets still laying back when John stood over me from the spotters position, his throbbing piece still out, the tip of it laying on the bench next to my face. “Your turn to do a set” he said, and as I unracked the weight he moved his heavy ballsack to rest on my face. I massaged his balls with my tongue as i repped out my set.