Chicago

Heather flew to Chicago from LA earlier in the day and checked into the hotel. She took a nap for a while, then got ready for the evening. She showered and got ready, planning on waiting for me in the cocktail lounge. She set out a new outfit she had bought earlier in the week, a gray silk tank top that had a kind of rattlesnake print to it and showed a little cleavage paired with a short black pleated skirt. She wasn’t going to wear any hose; She still had a nice suntan from the summer so my legs look good. She chose some low black heels that were comfortable. She chose a new black lace bra that she had bought to go with the to. It is thin lace because she wants to make sure I see her nipples all night, that drives me crazy. She decides to go without panties, so she shows me her bare pussy.

Heather spent a whole day at the spa, getting her hair done, her nails, and she feels so sexy. Her shoulder length blonde hair hangs down her back and she is very happy as she looks at her naked body in the mirror. Her bare pussy is so sexy it even turns her on. Heather is looking forward to getting fucked rough and hard and couldn’t wait to feel me inside her. Heather looks at her butt in the mirror. It looks sexy too, sexy enough to give me all I can handle. She decided to get dressed and go downstairs early, she went downstairs about 6 and took a seat at the bar. She ordered a Manhattan and looked around the bar. I arrived just after 6, we talked for quite a while, downing a couple more drinks in the process.

Heather’s eyes kept wandering down to my crotch, knowing I’m extremely well hung and will fuck her all night long. She thought that I might have caught her looking down a couple of times so she was trying to be a good girl and not look any more. She wanted to flirt with me a little, but not be a total cock tease. I excused myself to use the restroom after a while. When I came back, I sat facing her on the barstool next to her, my left leg up on the rung of the stool. Heather tried to be good, after a few minutes she glances down at my crotch again. Heather just about chokes on her drink when she sees my crotch this time. I had adjusted myself a little while I was in the men’s room. The outline of my cock is clearly visible now, going halfway down my left leg. She stares at my cock, she realizes that not only has she been staring too long, her mouth was wide open.

Heather feels her nipples trying to poke holes in her top; everyone in the bar would be able to see that she was excited. She looks up to see me grinning, she was definitely caught now. She takes another gulp of her drink and tries to calm down as she blushes.

Heather slides off the stool she lets her skirt ride up, flashing a little look at her bald pussy to me. She is in full cock tease mode now, we continue talking, flirting more and more. I continue making sure Heather sees my big cock the whole time. I was getting harder and harder, and she is so horny looking at my monster cock. She feels herself getting wetter and wetter. She takes another long look at the lump in my pants. I know her pretty well, there’s nothing she loves more than the feeling of cum in her pussy. ” I’m happy you came.” I said, ” I’m looking forward to spending time with you again.” ” So just how much better do you want to know me.” She asked? Heather had decided it was time to stop flirting and go upstairs. ” I think you understand pretty much how well I want to know you,” I said. I was smiling now, I knew I was going to be fucking her pussy soon.

I lean over and kissing her, she put her arm around my neck and kisses me back, welcoming my tongue in her mouth. We finally broke our kiss and she swallowed the last sip of her drink. I paid the tab, then we held hands as we walked to the elevator. Once we were inside the elevator, I was all over her and her hands were all over my big cock. We kiss and hug until the car got to the 6th floor, then walk hand in hand to room 637. Once inside, I excuse myself to use the restroom. I got us a couple of drinks, then we sat on the couch.

We move closer and start kissing, and she starts working on getting my cock out. I lift my butt off the couch so she could get my slacks down. Once they were down, my cock popped into view. It was amazing to see that 9″ long, uncircumcised and very thick cock again. She thought staring at it. I wasn’t even hard yet and covered in huge veins. It must take quite a blood supply to support an organ that size, She thought. ” I love it John, but you know I have trouble handling it.” ” Don’t worry baby,” I said. I stood up and removed the rest of my clothes. Heather runs her hands over my butt and kisses my big cock, taking the head into her mouth for a little taste. Heather couldn’t wait to see that butt flexing, driving my cock into her, to feel me take her. I sat back down next to her an we kissed some more while she fondles my cock. She knew it was going to split her in two, like the two previous times.

Heather stood up and removed her clothes. She iss excited to be naked for me again. She took off her top and bra, I complemented her on her breasts. Her nipples were as hard as bullets, sticking out to signal how ready she was for this. When she took off her skirt, I whistled. ” No panties,” I said, ” I love it.” She turns around and shows me her tight ass as she said, ” I was thinking earlier that I may try anal.” ” Yes.” I said.

Heather got on her knees in front of me, taking my cock into her mouth. She kisses and sucks my cock for a few minutes, then starts a steady bobbing up and down, caressing the shaft with her hands.