It was Friday, I had been waiting for today for quite some time now. I was working so hard at my job that I needed a day off.
My friends invited me to the local bar that night. The first thing I did was go and get a drink. I sat down and ordered a scotch. While the bartender prepared the drink I heard a woman's voice.
"Hi, I haven't seen you around lately."
I focused on the bartender waiting for my drink. I turned my head to reply to her; that's when I truly saw her. She was drop-dead gorgeous. Long brown hair covered her stunning face. I looked down to see a black dress covering her voluptuous body. She smiled as she caught me staring at her breasts. Her cleavage was obviously her best aspect. It took every muscle in my body to look back up to her face.
"Oh yeah, I'm just here with my friends." I muttered.
"Why are you alone at the bar?"
My throat was too dry to respond. I merely coughed out. I couldn't believe this woman was talking to me. Usually I just sat quietly on a barstool drinking my scotch. I never have the courage to talk to such a beautiful woman.
The bartender handed me my drink as three of my friends came up to me. They got drunk fast and it was showing well. They talked to me for awhile as I tried to shorten our conversation as much as possible. I wanted to go back to talking to this woman. She seemed to read my mind as she said
"Meet me in the back, if you want some privacy."
My friend was still babbling in my ear. I put my drink in his hand to shut him up and walked towards the back. I looked around the room until I heard her voice again.
"Hey there sexy, I'm over here." I turned around; she was sitting on a couch looking relaxed. I walked over and sat next to her. She smiled at me making my throat dry. I had never talked to a woman like this before. I was even more surprised that she was talking to me.
She put her hand on my leg as I put my arm around her. We talked for awhile about ourselves introducing ourselves formally.
"So what do you do for a living Steve?"
"Well, Amber, I work for an insurance company."
"What kind of insurance?" She asked, moving her hand up my leg.
"C-car insurance." I said choking on my words.
She moaned slightly letting her hand move closer and closer to my crotch. I was hard a long time ago and she knew it. The more erect my cock became, the more flirtatious she was. She let her body bend down so I could get a better shot of her breasts. I caught myself staring at them again and I looked at her face to see a giggle come out of her. I smiled shyly. She inched closer to me letting her hand go right over my crotch. Her breasts pressed against my right arm making my cock become rock-hard as her hand gripped my crotch slowly and released. I felt a drop of Pre-cum stain my boxers.
She smiled at me and moved my hand on her hip and then kissed me again. I raised my hand closer and closer to her breasts. My hand began fondling them. I've always been a breast man but I have never fondled such big breasts before and my cock was definitely showing signs of it.
She put her hand on mine. I was worried, I thought I may have gone too far with her. She took my hand and squeezed, letting me feel just how firm they really were. Now both my hands were fondling her and I nearly lost control of myself. She moaned to me and whispered warm air into my ear.
"Maybe we should find a place to continue this." She asked
My throat was too dry to respond; I merely nodded and rose off of the couch. We walked together to my car as I spotted my friends partying at the other end of the bar.
The car ride itself left us silent. I finally decided to speak up.
"Do you want to go to my place or yours?"
"I was thinking...more of a hotel.
I spotted one up ahead and pulled into the driveway. We walked in to the front desk and requested a room from the person behind the glass. As the woman retrieved the keys and information, Amber began massaging my cock that was still as hard as it was from the bar. As we got our keys, Amber smiled and we walked to our room.
The hotel room itself was what I had suspected. Two double-beds, a TV and a bathroom. Amber walked in first and sat down on the bed letting her long sexy legs drape over the side of the bed playfully. I sat down next to her, loosening my tie and letting it drop to the ground as well as taking my shoes off. She resumed massaging my cock again, bringing me to the edge of explosion. She unbuttoned my pants leaving my tented-boxers exposed. She giggled again at the bulge in my pants hesitating to touch it.
"Lay down, get comfortable."
I did as she asked, letting my head hit the pillow. She bent over me and crawled towards my head letting her breasts jiggle back and forth. She sat on top of my legs and began unbuttoning my shirt. She slid it over my head.
She kissed me again and slid my pants down leaving me in just my boxers and socks.
"Stay there" she said.
I couldn't believe what was happening. I've never been very successful with women. Although I'd consider myself attractive, I never have the courage to approach a woman. Now this bombshell was going farther with me in one night than I've gone in an entire week with a girl.
She came back with her purse and crawled over me leaving her breasts inches from my face. She sat up on my chest letting me just barely see her crotch. She smiled and took my right hand into hers. She took her purse and pulled out a handcuff. That made me regain my senses.
"Wait...what are you doing?"
She didn't stop as she responded to me, locking the cuff around my wrist. "Don't worry Steve, it'll be fun."
"I...I don't know." I said weakly.
She smile at me and locked me to the bed post. "Well, if you don't like it I suppose I can just let you go home and you can have another romantic night with your hand." Then she began with my other arm.
The prospect of me jacking off another night didn't hold a candle to the woman above me. Her breasts pressed against my face again as she locked my left hand to the bed post with another handcuff.
She took two more handcuffs and began on my feet, cuffing each one to the post at the bottom of the bed. As the last cuff clicked her face changed dramatically. No longer did she have that sensual look on her face, instead she had a look of guile. She kneeled down between my spread legs and lowered my boxers. My stiff cock lay on my chest in a pool of pre-cum.
"oooh, big boy" she said as she looked at my 8 inches.
She took it in her hand and played with it, stroking it up and down. She took it so it stood straight up and rubbed it fast at first, and then slower as I got closer to cumming. She smiled at me letting her hand stop at the very top of my cock which had a drop of precum forming on it. One more stroke and I would have gone over the edge.
She let it go on my chest letting it splash in the pool of precum already there. I groaned out loud which was received with a laugh from Amber. She let me calm down a little bit and took it back into her hand. She worked slowly massaging it up and down slowly. Her hand was only working below the head. She worked on me for what felt like hours but I knew it was only a few minutes until I was right at the edge. She held my cock still pointing straight upwards. She took her other hand and massaged my balls making precum spill out of my already-purple head.
"Ugh...please Amber...let me cum."
She only laughed at my predicament and continued massaging my member. I couldn't take it anymore. I started humping her hand as much as I could. All I needed was a little bit of friction and I would explode.
She let my cock go and fall onto my precummed stomach. I was left there still humping the air. "No, no, no, Steve. If you're gonna do that I'm just gonna leave."
"I'm sorry, I just need to cum really bad"
She giggled "When was the last time?"
