It started as a fantasy, one I would have never imagined I would enjoy, but has been a curiosity for some time. It began with pictures, then research, then videos. Now, it had happened, and I would never be satisfied without it. As I was driving home from the airport, shifting in my seat, I smiled as I thought back on how this unforgettable weekend all started...
My erection was growing from the video of a sexy woman strap-on fucking a guy. Her sexy curves, glistening with sweat as she drove her hips back and forth into his ass. The rhythm accentuating how absolutely beautiful she looks. The look on her face, one of pure and confident pleasure, is what I want to be able to give a woman. The guy seems lost in his own pleasure, probably from the pressure on his prostate. Next, I decided just to search for pictures of girls with strap-ons, and stumbled upon a bunch of profiles (on an unnamed social networking service). It made sense to start a profile and look around, since the initial search brought up a nice amount of content. That's how the fantasy of being fucked by a girl turned into a reality.
As I scrolled down the various blogs, a picture started to get me excited from the start, an amazing set of tits with erect nipples followed by a toned stomach ending with red sweatpants. Her body is perfect and I start to envision exploring her body with my tongue. Then comes another picture, same build-up, but this one see is grabbing in her pants. Now a group of pictures follows, showing her bringing the strap-on she is wearing out and playing with it. These photos would be in my head for days.
After searching through her blog, I see that she has meet and pegged users on this site before, and even posted looking for someone. It's a longshot and I wouldn't expect a reply, but knew she could be worth it. She lives in a different state, but I offered to bring her to NY and get a hotel room in her name, so she could take my anal cherry. To sweeten the deal, I see that she is a hockey fan so I offer to get tickets to MSG for a game, and pick the weekend her team is in town. Realistically, I never anticipate that I would get a response.
When I got the notification that I had a reply, I got a little excited. It came while I was at work, so I had to wait to check the message, since this is NSFW. As I left work, I immediately checked the message in my car... She said "Yes" and to send her my number, which I did immediately. A couple minutes later, as I walked in my apartment, I received a text with a picture. It was a photo of her with her strap-on and a look that said "Come here". Next, she called and we hit it off right away. There was something in her voice that made me feel comfortable with her, and I assume the reverse was true, as she wanted to talk about the arrangements.
As I stood in the airport, holding a sign with her name, as instructed, I started to get a nervous excitement. I noticed the sweatpants first, bright red made her stand-out of the crowd, and I could not believe how beautiful the woman walking towards me was. Lost in her beauty, it wasn't until she game me a hug, that I regained my wits. I took her bags and we started to walk to the car. We stopped for her to go to the restroom and were off.
While driving, we talked for a little until she grabbed my right hand and places it on her knee and slowly brings it up. That's when I felt the strap-on she had on. She leaned into my ear and whispered in a voice that gave me goosebumps, "I can't wait to bend you over and fuck you."
Moving through the hotel lobby with an erection, we quickly made it to the room. When we get inside, she tells me to undress and wait on my knees at the edge of the bed as she gets ready. As instructed, I wait till she returns, it feels like hours but was only minutes. She comes out and gets on the bed in front of me. I am utterly consumed by how sexy the woman in front of me is, standing naked except for her strap-on.
She positions herself in front of me at the edge of the bed and spreads her luscious legs wide, exposing her perfect pussy and ass. Her pussy is glistening.
"That was a long flight and I need my attention" she says. "Let's start by you getting to work."
Unable to hide my excitement and without pause, I slide my tongue from her asshole up to her clit, then start to slide my tongue in and out of her pussy to get her juices flowing. Then I moved up to her clit and draw her into my mouth, sucking on her clit. She grabs my head pulls it harder into her pussy, her body grinding into my face. The strap-on resting against my forehead. She lets loose an orgasm, but I do not stop sucking her clit, until she tells me to tongue her ass. I happily slide down and flick my tongue into her ass, then drive my tongue in and out of her until she is cumming again.
"Mmmmmm, good boy. Now you have earned your reward and I'll start gentle."
"Bend over the bed." she says devilishly.
"Thank You Miss" I say.