This happened several years ago, but it’s the theme, so…
I was posting on an askreddit thread and got someone in my PMs asking about my comment. It wasn’t a sexual post. It was actually about a video game we both enjoyed. We talked about games and shared gamertags. We played together for a bit and still talked on reddit PMs to organize game time.
Eventually, our conversations moved off of reddit and to texts. She lived rather far away, so we never really planned on meeting, but we enjoyed talking about the game and lightly flirting. Nothing too weird. Eventually, texting while high one night she asked to see my face. She liked what she saw and I told her she didn’t have to send hers. She said she didn’t like her face, but she had a great body. I obviously asked to see it. She sent a picture of herself in a large nerdy tshirt and no pants.
She had really nice legs and very pale skin. I asked her about the no pants and she said she never wears pants at home. Be still, my heart. You know where this is going. We started trading nudes that night. She had a plump ass, and virtually no chest with cute little eraser nipples. Some freckles, but not too freckly. She had long thin straight red hair nearly to her belly button. She was gorgeous from the neck down!
She was hesitant about sending a selfie or anything with her face for weeks more. I guess my compliments eventually wore her down, and she finally sent me a pic. My gosh, guys. She was beautiful. Elfin features, rosy cheeks, freckle son her nose, green eyes like emerald. Her lips a bright red were not too thin, not too full, just right.
For months we were sexting fwbs, when she breaks the news to me that she wants a boyfriend and thinks our relationship is stopping that from happening. We scale back to being gaming friends and she does pick up a guy. He doesn’t last long. She’s been single for a few more months by this point, and I have to travel to a city a few hours away from her for work. I let her know in case she wants to meet. She’s giddy as hell when I tell her, so I figure that’s a good sign. She immediately books a hotel so she doesn’t have to drive back. Not as good of a sign, but, you never know.
We plan to meet in my hotel bar, as it’s public and all that. She walks in wearing an LBD and looks gorgeous. I should tell you she was 25 and I was 32. She was about 5’6″ with heels on, so I figure about 5’4″ without. She got carded, even. It was amusing. Can I tell you guys? Meeting someone for the first time that you’ve had a distant sexual tension with is awkward af. We stumbled and stuttered our way through a very awkward few drinks. We decided to eat at the hotel and moved to a table. Dinner was way less weird, and I assume it was because of the drinks.
The hotel was in a nice area of town, so we go for a walk after dinner. We end up in a bottle shop and have a craft beer while we peruse. The place sold liquor, too, and she grabbed a bottle of vodka made locally and I grabbed another two pints. Without saying what we were doing, we ended up back in my hotel room taking shots and sipping beer.
We bullshitted for about an hour before I finally got up the nerve to kiss her. I told her how she’s even more beautiful in person. Her visible blush through pale skin gave her feelings away. she told me I was the handsomest guy who’s shown an interest in her, and I playfully called her a liar. She swore and I just told her to stop and kiss me.
We made out for a bit and I got handsy. she got handsy, too. Then she stood up and pulled off her dress over her head. She wasn’t wearing a bra, and a cute Lacy black thing on. My jaw was on the floor and she just said, “hurry up before I lose my nerve!” I got up and started stripping while she teasingly removed the thong and shot it at me, giggling. She climbed on the king size bed on all fours looking back at me, and giving me a view of her pink folds and perfectly white ass.
She flipped onto her back and I kissed my way from her ankles, up her body, teasing past her shaved mound, across her tummy. I clicked and sucked her nipple as I moved up, kissing her neck. I looked down at her switching from eye to green eye. She was beautiful. So I told her she was. She told me to stop saying that, but I couldn’t.
She wrapped her legs around me and grinded her slit against my hardened cock, sliding up and down me, while we kissed. I felt her position her clit on my head and start moving her hips against me. She was moaning into my mouth, as I matched her movements with my own. Finally, she reached down and slipped me inside her. I’m kinda thick, and she’s pretty petite, so I was worried but she was so wet I slid in. I let out, “I’ve waited so long for this I can’t believe it’s happening,” and she just moaned and bit my neck as I thrusted into her fully. She did her best to give me a hickey on my shoulder, and I let her.
I felt her orgasm build as her moans became more desperate. She started begging me to fuck her harder and I gave her as much as I had. I rose up on my knees, grabbed her legs, and flung them over my shoulders. I pounded into like that and she started cum-screaming. I didn’t let you until she begged again for me to stop. She looked up at me like i was a piece of meat, and said, “You’re so fucking hot. Did you cum?” I told her I didn’t and she pulled me out of and got on all fours “Good.” I asked her if they meant I could cum inside her and she bit her lip and said “mmhmm.”
I positioned myself behind her and she reached under helping guide me in. I slowly ramped up speed, but within a minute or so I was pounding hard against her plump ginger ass. Her asshole was as pale as the rest her, as I spread her cheeks and looked down. With one hand gripping her hip and pulling her in with each thrust, I slid the other to the small of her back and teased her butt with my thumb. Her hips started to shake with her second orgasm and I finally couldn’t hold it any longer. I came in her in hard, slow, long thrusts, filling her up.
We collapsed next to each other and she laid her head on my chest and played with my chest. We didn’t say a word for awhile, and I told her she didn’t have to go back to her hotel room. She confessed to not booking one, and pretended to be shocked.
We hooked up again in the morning before I showered and left for work. When I got back to the hotel she was still there and we hung out again that night. The sex was very similar, so I’ll spare you the details. In total we fucked 5 times in 3 days before I left.
She eventually got a boyfriend and we slowly drifted apart. I’d been thinking about her recently and I was glad this was this months theme, because it was a great few days in my life.
Source: reddit.com/r/gonewildstories/comments/howepm/the_time_i_m_hooked_up_with_a_shy_redhead_f_that
This is awesome
Agreed awesome hookup. Love the buildup