A few months ago I wrote for the first time in a few parts about the first few months of a 2+ year long threeway relationship with my wife and our girlfriend that I titled “Adventures in Threesomes..” This time I am going to write about the first business trip I took with our girlfriend while my wife stayed home encouraging us the whole time we were gone, so no threesomes this time, but still an amazing experience that I thought worthy of sharing. I am 6’0 200 lbs and Stacy is 5’0 with short hair in a petite size and large but proportional tits.
Tag: Anal
Her First Anal – Part 4 [MF]
She was obviously very aroused. Her body was flushed, and her nipples were hard and swollen. I reached around to play with her clit, and it felt like a wet pencil eraser. And I mean **wet!** We were slippery and soaked from our waists to our knees, or so it seemed.
She was wiggling and pushing against me, and almost whimpering. A couple times she lifted her leg and reached between us to grasp my balls and pull me deeper. We had never had a chance to spend much time together, and all of our experience was a quickie or fast bj, so I had never seen her really aroused and really into it.
Since I had just come pretty hard, I was able concentrate on her more than me, and she certainly seemed to appreciate it. She came again, and the shudder that went through her and the clench of her pussy on my dick was one of the highlights of my sexual experience. It felt great getting her off like that, knowing I was giving her that kind of pleasure.
Her First Anal – Part 3 [MF]
I settled in beside her to catch my breath, our legs tangled, my hand on her pussy and her holding my dick. We kissed, and could taste each other and ourselves. It was incredibly hot for both of us, and even though I had just had a world-class cum, I was getting hard again, and she was soaked. Her pussy was on fire.
She rolled away and then moved back against me, arching her ass back. “Fuck me,” she said as she lifted her leg to make access to her pussy easier. I pressed against her and reached around her hips to help guide myself into her. Her lips were swollen and creamy, and my head slipped into her. Her pussy felt like wet silk as I moved in her.
It was an incredibly erotic moment. The best sex happens when two people are totally into it, and working to please not only themselves but also the other. This was one of those moments. She was working her ass in a complex motion that involved nearly every movement she could make while keeping me in her. From her soft moans I could tell she was enjoying this every bit as much as I was.
[MMF] [STR8]The Girl on the Other Side of the Floor
Erin showed up, short with dirty blonde hair, wearing a tank top and tight denim shorts that hugged her toned ass as the perfect exclamation point on the end of those long tan legs. She had been dropping by in increasingly revealing outfits in lieu of any weed.
“You two mind if I hang for a bit?” she said leaning into the door frame so that her already pebbled tits pressed against the thin, white fabric for me to see. She looked like that girl from Seventh Heaven, the one who didn’t get famous, she had these puppy dog eyes that stared at you like drops of honey asking for your attention.
She had started dropping by after introducing herself at one of the parties Rick, my roommate, had thrown. Every few days she would knock on the door and smoke a few bowls of our weed and every time we let her because she was her.
Rick had just gotten out of the Air Force and partied to make up for lost time, I worked at a video game store and played in a shitty band when I had the time, he looked straight laced and I was always looking a few weeks shy of needing a shave or a hair cut or both. Erin wasn’t like the types of girls I normally saw, but she had a boyfriend.
Her First Anal – Part 2 [MF]
By this time, I had been hard and throbbing for way too long, and was oozing pre-cum. I moved up her body, kissing and licking as I went, until I was straddling her chest with my cock on her chin. “It’s time to return the favor,” I said as I moved my cock head back and forth over her lips, coating them with my pre-cum.
She smiled up at me, reached both hand between my thighs to cup my ass in her hand and pull me toward her as she sucked my cock into her mouth.I had one hand supporting myself on the headboard leaning into her and the other reaching behind myself to pinch and roll her nipple. She moved one hand to my balls, lightly squeezing and pulling them as she alternated between sucking my cock and swirling my head with her tongue. All this time she was pulling me into her face. She had always given good head, but never with this kind of enthusiasm and never as deeply into her mouth. It was our first deep throat, and it was great.
My girlfriend and I had a 22 year old schoolgirl all to ourselves last week… [mff]
Ariel introduced herself as someone who wasn’t very sexually experienced, but within only a couple days of texting, she was sending videos of her masturbating and calling me “Daddy”.
She’s a 22 year old Asian American who fits the schoolgirl role perfectly. She actually *was* a schoolgirl in a Catholic high school, then in an all-girls college, so I suppose that’s why she was able to assume the role so well. She described herself as being 5’6″, having mid-length black hair (that had some dyed highlights), an average bust, and long legs. She left out the gorgeous face, but we didn’t mind. We began talking over reddit when she responded to one of our posts on /r/BaltimoreandDCr4r and read some of our gonewildstories. We soon moved the conversation over to kik, where things took a turn for the naughty rather quickly. We sexted extensively over the next few days, including specific edging and orgasm denial instructions, so that by the time we met up, she was aching to get off.
How [M]y [F]iance and I both lost our V-cards in 12 hours – pt. 1 [anal, kinda long]
So a little background on the two of us, we are both in our early 30’s, I am 6’1” 225ish with a muscular build dark brown hair and brown eyes. She is 5’4”, round perky breasts and a slim frame that somehow fits the juiciest ass and thighs that further are accentuated by her slim waist. She has long brown hair that falls to her lower back and beautiful brown eyes that are the epitome of the doe-eyed look. Long story short, she’s perfect and I am going to fuck her for the rest of my life.
Her first anal – part 1 [MF]
We were fuck buddies. We had known each other for a few months, and had been able to get together for a few quickies. She gave really good head, and loved sex in general. We never had a lot of time, and so had never really been able to experiment and play.
My SO was out of town, and my FB knew she was going to be gone a couple days. She called me up after midnight and said “I’m horny. You need to come over right away. My toy isn’t doing it for me tonight.”
She lived 30 minutes away, but I swear I was up, dressed and there in 20. She had left the door unlocked, and I had instructions to come in, take off my clothes, and be naked when I walked in the bedroom.
There was just a little night light on, and I could see her on the bed. The covers were thrown back, and she was naked, in the classic M position, softly playing with herself. I was already hard, but now I started to throb. I came over, crawled between her legs, and started licking her already creamy pussy. It was delicious. She came in just moments, already excited and ready, having edged herself the whole time it took me to arrive. Her thighs squeezed my head as she bucked against my face. It felt great to bring her off like that.
Or we could just, y’know… Fuck…[MF]
I’d recently graduated. She was in her last year of college. A friend of a friend. Someone I always wanted but never expected to get with. Never really tried. Circumstance got her to my place- It was raining, I lived nearby and her bus stop was unsheltered. I suggested she come over and wait it out. I didn’t really expect her to take me up on the offer. But she did.
She had long dark hair tied up in a pony tail. Pale skin, green eyes and full lips that looked like they were capable of incredible things. I honestly didn’t think I had a chance. I rolled a joint, poured drinks and did my best to be… normal. Lechery dialed down as low as I could get it.
And then, things changed. “It’s late” she said. I nodded. “Can I crash here?”. I nodded, a bit too eagerly. She smiled. Possibilities filled my head. My heart rate increased.
She stood up and disappeared to the bathroom. I steadied myself, toned down my expectations that had suddenly inflated dramatically. The sliver of hope that I clung too made my cock tingle. I poured another drink and downed it. And then I waited while attempting to make it look like I wasn’t waiting.
Tinder Date [Mf] [oral] [anal] [creampie] [facefuck] [squirt] [mast]
Everyone seemed to have these amazing experiences on Tinder. Not me. I went on some dates. Some were fun. Some weren’t. But they were just … dates. What do you do for fun? What’s your family like? No, thanks. I’d been in a relationship for the last four years. I wanted to swipe right, match up and put my cock down the throat of a stranger until I came.
A friend told me this was all part of the process. Some women were down to fuck on the first date. Some were not. It was only a matter of playing the odds.
I decided I’d go on ten dates. If even I got laid on one, I’d consider it a success.
Seven dates in and I realized I was burning through my money. I needed a new strategy. I’d be much more direct in my messaging with these women.
I had five conversations going. At some point, they’d ask when we were going to meet, at which point I’d say, “Look, there’s obviously a connection between us and I’d love to meet in person, but in the name of honesty, I don’t want to waste your time or mine. I’m looking for something very casual.”