I never was a guy who had great luck with the ladies. I often would have to work my ass off to get a woman into bed with me. My sister made friends with a girl named Chloe. I had to admit she was quite the looker. Chloe was tall with long dark hair down to the middle of her back. Her tits seemed to be firm and best of all, she had these long legs. I could dream about having them wrapped around me.
I was twenty six at the time and my sister Patty was twenty four. I had my own apartment and Patty would stop by with her new friend. I didn't know if my sister was trying to play matchmaker or not.
One time Patty said to me, " You know Craig, Chloe is really into you."
I didn't know if she was BSing me or was telling me the truth. To be honest, I thought that Chloe was too high class for me. She was a hottie and I was just an average Joe in my mind. My sister was really pushing my buttons. She slid a piece of paper over to me. On it was Chloe's name and phone number on it.
"Call her up Craig," she told me. "You won't regret it."
I took the paper and slid it into my pants pocket. For a few days I would look at it. I felt like some sixteen year old guy asking a girl out for the first time. One evening I got up the courage and I rang Chloe up. She acted surprised.
"How did you get my phone number?" She asked me.
I said that my sister gave it to me. I hoped that was alright with her.
Chloe said, "I was hoping you might call me."
That was good news to me. She didn't blow me off over the phone. We talked a few minutes and then we made plans to go out for dinner. I got her address and we decided I would pick her up at 7:30 on Friday night. I was pleased with myself. That went smoothly. Friday night rolled around and I drove to Chloe's place. When she opened the door I got a bit of a shock.
Chloe was wearing this outfit that took my breath away. This dress was showing off lots of cleavage. The dress was also tight and short. I had no doubt that she would be getting the gaze of more than a few men. She gave me a brief kiss and we made our way to the restaurant. I chose a rather upscale place to eat. We got seated and I ordered some wine. I knew I needed to take the edge off for the night.
We ordered our food and had a few glasses of wine as we waited. Chloe told me a little about herself. After she graduated college she had gotten engaged. It hadn't worked out. Chloe found out that her fiance was screwing some women on the side. She said that it put her off men for a long time. I then asked her why she decided to go out with me.
She said that my sister was always singing my praises. She also did say that she found me to be handsome. That was a first for me. I never thought that I was particularly handsome or a ladies man. That got me worked up a little bit. We had our meal and then headed back to Chloe's place. I parked the car and was thinking I would get a good night kiss and then be on my way for the evening. It didn't go like that.
"Would you like to come in for awhile?" She asked me.
I didn't need to be asked twice. We walked to the front door and Chloe unlocked it. She flipped on some lights and then turned around and placed her arms around my neck.
"I really enjoyed myself tonight," she told me.