I live in a bustling Texas suburb, but was raised a good ol’ country boy.
There’s a popular honky-tonk bar that I go to on the weekends with great music, a big dance floor, and where the bartenders know me by name.
Saturday night was packed like usual. Standing at the bar was a group of really good-looking gals, but one in particular stood out like a beacon. She was petite with a short blonde bob, thick black eyeliner and candy apple red lipstick, black hot pants, a black velvet jacket showing a bit of cleavage, black stockings, and high heels. My type of gal.
I walked over and asked if I could buy them drinks. “Fuck yeah, you can!” they all yelled in unison. I turned to Eli the bartender and ordered. The shots arrived and the girls lined up at the bar. Putting their arms behind each other’s backs, they all bent over and wrapped their lips around the glasses, then stood up and knocked ’em back, downing their drinks in one shot.
I put my hand out to the blonde pixie when she turned around. She took it seductively and thanked me for the drink. I walked her over to the dance floor and scooped her into my arms. “My name is David,” I told her. “I’m Kourtney,” she said, and we started slow-dancing. Kourtney reached her hands up behind my neck and clasped them at my nape. I looked down into her large hazel cat-eyes, then bent forward and kissed her full, wet lips.
We slow danced for a few minutes and used that time to explore each other’s bodies. By the end of the song, we were in full make-out mode. I chewed on her bottom lip and she giggled when she got a taste of my mustache. This chick was a great kisser. And I wanted more. “Shall we go back to my place?” I asked.
“Yes,” she answered. “Now.”
We said our goodbyes and hopped into a cab to my place. I made us drinks, then we headed to my bedroom to get comfortable. I lit candles and took off my shirt. Kourtney ran her long nails through my chest hair. It felt so good as she scratched them over my nipples, my ribcage, and up and down my stomach. Then she sat on the corner of my bed and started gently sucking on each of my nipples, circling them with her satiny tongue. Hot damn!
I unbuttoned Kourtney’s jacket, revealing her black lace bra. In the candlelight I could see the fullness of her B-cups and the outline of her nipples pushing against the fabric. I laid her back on the bed, up against the pillows, and straddled her. Bending down, I kissed her face, ears, down her neck, along her collarbone, ending on her chest and sucking her swollen nipples through her bra.
My dick had been hard all night and I needed to free myself. I unbuttoned my pants and kicked them to the floor, then pulled down my underwear. I sat back on my heels and went to undo Kourtney’s shorts. She stopped me. “Aunt Flo is in town, honey,” she said, and motioned for me to snuggle up next to her.
Tracing the outline of my rock-hard dick with her fingers, Kourtney asked me if I’d ever had a three-way. I told her no, but that I’d always fantasized about it. “Would it be with a girl and a guy, or with two girls?” she asked. I told her I’d imagined both situations. She asked if I was into any kind of taboo sex. I told her not in real life, but that I liked to watch different kinds of porn. I may look conservative from the outside, but I’m a freak on the inside.
Kourtney then asked what I thought about tranny porn. I’d watched it before and it fascinated me how some of them could look so feminine but have such huge dicks. Then she blurted out that she was a pre-op transsexual who still had full use of her “she-stick.”
Wait. What? April Fools, right? But she lifted her legs in the air and I could see the outline of her lady-meat poking through her shorts.
I had to take it in for a second — the most feminine woman I’d ever seen with a dick bigger than mine? What a kinky fucking turn-on, man. And I told her so.
I unbuttoned Kourtney’s shorts, pulled them off, and ripped a hole in the crotch of her stockings, exposing her black lace panties. I yanked those off, too. She had a perfect female form in a way, but was the epitome of masculinity with her nine-inch cock. Mind. Officially. Blown.
Kourtney pushed me onto my back and traced her tongue down my body, kissing my hip bones and thighs. Cupping my balls, she gently sucked and licked them, then put them in her mouth. Working her way to my taint, she pushed my knees back and told me to hold them there. Using her fingernails, she scratched up and down my stomach and along the backs of my legs. She then grabbed a pillow and put it under my ass and started tonguing my taint while gently squeezing my ball sac. With her other hand, she grabbed my base and engulfed her lips around my swollen prick, which was like a missile that was about to blast the hell off.
I was shaking, trying to hold back an orgasm — begging her to slow down. “Whoa… whoa… whoa…“
I had to take it in for a second — the most feminine woman I’d ever seen with a dick bigger than mine?
“Sit up,” she said, and I made myself comfortable against the headboard. Standing over me, she braced her left hand against the wall and kneeled down, grabbed her chick-stick, and started stroking herself. Rubbing the head against my lips, she wiped her pre-come across them. It was sweet but salty. She pushed further, filling my mouth to capacity. I gagged, she pulled back, and I opened my mouth again. Relaxing some more, I was able to suck on her lady-stick, but not all the way down to the base.
There was one more thing I wanted to try. I grabbed some lube and asked Kourtney what the best position for anal sex was. “Missionary,” she said. “Knees to your chest.”
I assumed the position — knees to chest, while Kourtney dribbled the lube on my balls and ass. Then she put some on her finger and started playing with my butthole, gently inserting one, then two fingers. All the while, she never stopped playing with my dick.
Kourtney slid her cock along my taint, resting the tip against my manhole… and started rocking back and forth… inching her way in. I took a deep breath as she pushed past my constricting muscles with a slow but steady thrust. My whole body tensed up. Kourtney stayed motionless and told me to take some more deep breaths. She gently pulled the tip of her dick out of my ass. After the burn subsided, she went back in. It definitely felt better the second time around.
Kourtney followed the same steps, rocking her cock slowly in and out of my butt, until she got it a third of the way in. She worked my butthole while jerking my cock until I couldn’t take it anymore.
“Come on, baby, shoot your load on me,” she purred while fucking my ass with her huge stick and jerking my cock faster. Suddenly I tensed in her hands and erupted like a volcano, shooting thick streams of come into the air, in her face, on her tits. I’ve never come like that before in my life… but I might have since.