Morning All,
The story I’m going to tell takes place 5 years ago on Halloween. Given the time, I find it appropriate to tell it. I do hope you enjoy it!
First, a bit about [M]e. I’m a fairly tall, straight gentleman, 6’3+, slender athletic frame, goofy and at the time, the very religious and conservative type, hence the long wait for sex. At the time I was 22 and despite my beliefs, I had a very…imaginative… sexual appetite only satiated by porn and practicing exhibition.
That’s when I met my match. A very tall, thick woman. Very free spirited , respect[F]ul, and a libido to match. We’ll call her Chloe ;). She was built for sex and a seductress of the best kind. Long thick legs and an ass big enough for my large hands to squeeze. Smooth, dark skin and nipples my tongue couldn’t help but drool over…but you’ll find out how I saw those soon.
She usually wanted to hang out alone at her place and I often fantasized about kissing her…..down to her neck, running my tongue across her nipples and and dragging my tongue through her….”lips”……but I had to be respectful. I had to reel it back in. Chloe and I hit it off pretty quickly sharing interests in college, anime, and a very open dialogue about sex…Discussing her partners, her affinity for choking and spanking (my personal favorite), and the art of seducing.
Fast forwarding a year, We had grown extremely close and under certain circumstances, ended up living together for a short period of time. For 3 months, she made it very clear she wanted to have sex with me. She wore nothing but panties around me, ran naked out of the shower on multiple occasions, and initiated cuddling whenever coming home from partying.
Believe it or not, I moved out eventually to my own place…no sex at all.
But the Halloween spirits had other plans….
She called me at 2am coming from a Halloween costume party and “felt unsafe” even though she was dropped off at her door. I go over and to my sight, she is dressed down in this sexy vampire outfit. Her thighs bursting the seams of short dress and her breasts were basically staring me in the face. She turns to walk in the door and with every step her dress hiked up higher. My god….
What she didn’t know is that I was in the middle of stroking myself when she called and I was in the mood.
We walked in and she wandered to the bathroom and I sat on the couch. My dick bulged from my sweats and I’m sure she noticed. Meanwhile, I’m nose deep in my phone and i suddenly feel this pressure on my lap. I poke around my phone to see Chloe sitting on my lap, rubbing her pussy against me. I playfully asked what she was doing and she simply hushed me and continued. I pick her up and threw her to the bed to slow things down…HUGE MISTAKE. It only turned her on more.
She lay there, legs wide open inviting me in. I slowly crawled in, undid her top, and began sucking and squeezing on her breasts. I liked to take my time so I ran my tongue around her nipples until they nice and erect. Just as I fantasized. She then shot her hands down my sweatpants and stroked me gently until I was hard as diamonds. It was such a new feeling, I couldn’t help but moan and grunt loudly. Her response was to stroke me harder.
After a bit, I tried to slow things down again…and leave. She apologized and asked if we could just cuddle for the night. So we did. About five minutes in, She did that thing that all girls do and pushed her butt into me, grinding on my dick. I told her ” If you don’t quit, I’d have to do something to you”. She wanted it all at that point.
She immediately grabbed me, opened her legs, and ran my tip across her clit. Chloe says, ” Do you want to lose your virginity tonight” and I say yes without hesitation. She stripped down to nothing and pulled all of my clothes from me. She laid on her back as I mounted her. Chloe grabs me by the dick and guides me inside of her. She was so warm and wet, I didn’t want to pull out. After a few strokes, I felt her drip down my shaft and almost came right there. I found myself wrapping my arms tightly around her to dig deeper and began fucking her as only a virgin could. My balls tapping the back of her ass, her legs wrapped around me… just pure, unrestricted pleasure.
She moaned in my ear and started clawing at my back…and it surprisingly felt soo good. After about 2-3 minutes, I pull out and cum on her carpet and the back of her ass. Seeing her just let it sit and drip from her turned me right back up. Chloe gazed at my dick and said ” your dick isn’t soft” and immediately demanded more.
I would’ve obliged but post nut clarity hit me like a train and was stuck processing what just happened.
After that time, we never had sex again, but still remained great friends.
Source: reddit.com/r/sexystories/comments/jmzq78/how_i_lost_my_virginity