Bailey Madison | The Sex Trip

I heard the last suitcase into the boot and closed it. I was beyond excited for this holiday.

2 WEEKS EARLIER: I was sitting in the bar, sipping on a glass of whiskey. I had just broken up with my girlfriend who was a horrible person. As I skipped my whiskey, I thought to myself, 'i wish I could have either an amazing, loving, constant relationship with an amazing girl, or just a purely physical, no strings attached relationship. I give my all. And I always end up being the one who gets broken up with.

I looked around the bar. Suddenly a woman came and sat next to me. She was beautiful. She had straight brown hair, and brown eyes. She had a chiseled jawline. She was wearing a glittery bra and pants, with a white, unbuttoned shirt over it. Her midriff glistened under the bar light. Her shirt was off shoulder, and her breasts were so large that the bra barely managed to keep them in.

She turned towards me.

"Hello handsome. What's your name?", she asked me.

"Hey beautiful. My name is CraveU user. What's yours?", I said, trying not to faint, after realising that she had come here to talk to me.

"My name is Bailey. Bailey Madison.", she said. She ordered for a chandy.

"That's a beautiful name. For a beautiful woman.", I said.

She smiled. We continued talking for a while. Turns out, she was single.

As she finished her third chandy, i looked at her.

"Hey Bailey, would you wanna... Come over to my place?", I asked her. She pulled me in passionately for a kiss. She nodded.

Holding her hand, I quickly made my way to my car. I unlocked the door and we got in. I drove to my house. I picked her up as we kissed, her tongue halfway down my throat. My hands roamed her back. I pinned her to the wall, kissing her passionately. I let my tongue taste every part of her mouth. I let her hands rip my shirt apart. My hands squeezed her breasts through her bra.

I began to leave a trail of hot kisses on her neck. Her body began to arch into me, as she began to softly moan.

"Go on.. fuck. You're good at this. Dont stop..... Please", she began saying through her moans, as her eyes began to close, surrendering to my passion.

I carried her to the bedroom and threw her on the bed. She sat there, her neck red with my marks, as I approached her. She unfastened my belt and unbuttoned my jeans. She pulled them down. Her hands began to massage my bulge through my underwear. It was heaven. Her hands were like magic, I could feel everything. Each blood cell enter my penis as I became harder. Finally, she pulled down my underwear. I was naked. I pushed her down onto the mattress as I climbed over her.

I unclasped her bra. As it fell, I squeezed her breasts. She screamed. "FUCK. AGH. THAT'S FUCKIGN AMAZING. DONT STOP. PLEASE. SCRATCH THEM. SQUEEZE THEM. MAKE THEM YOURS."

I* began to suck on her tits. I first took one in my mouth and began circling her nipple. I nibbled it as she yelped. I began to suck, slowly at first, enjoying all the moisture, all her sweat. Then I began to get more rough. I began to use my teeth as well. She put her hands on her head, trying to surpress her moan. I did the same with her other breast.*

*I pulled down her shorts and revealed her panty, wet with moisture. I began gently massaging it from the outside. I licked the moisture. I could feel her trembling. Finally I pulled off the panty. I took out my condom and slid it onto my erect penis. I pinned her hands above her head as I entered her. As I looked at her, her face began to contort. She couldn't handle it. She was reaching her climax already. I began slowly, thrusting in and out, giving her the false impression that she could control her moans. She struggled to get her hands out of my lock, to do something with them, but she couldn't. I lowered my head and kissed her passionately. While kissing her i amped up the roughness. I began to thrust harder and harder. I could feel her moan in my mouth. Her moans got louder.

"FUCK. THATS THE SPOT. UHH. DONT STOP. PLS DONT STOP. GO ON. FUCK. IM GONNAA CUM. IM GONNA CUM", she moaned as her body finally stopped trembling and I felt her release through the plastic of the condom.

As we lay there, in each other's arms, naked and tired, i thought of a crazy idea. I turned to her.

"Bailey. You enjoyed this right?", i asked her.

"That was the most amazing sex I've ever had.", she said, as she kissed me.

"Okay. Then. How about. You and I, go on a road trip. Through the country, and we make it a challenge, at each place we stop, we go to some special place at that region, and we fuck each other. Imagine. How amazing that would be!", I said, as I looked at her.

Her eyes lit up. "Deal. But, let's add something else, on one day, I don't care when, we have to have our most passionate, rough and sensual sex session, in a public place. One day, we have to make each other cum only using words, and one day, we have to have sex in our clothes, and then go out for dinner in those same clothes. Deal?" She said.

I was surprised by her boldness. But i agreed.

PRESENT DAY: "Okay babe. Come on in. Time to leave." I said. Bailey walked out of the house and I was instantly stunned. She was looking beautiful. She was wearing a simple pair of jeans shorts, and a high crop top with a deep neckline. I could see her midriff and deep cleavage. I could already feel myself getting hard.

We entered the car and began driving.