Manmoirs: Cowgirl - Sex Stories

Manmoirs: Cowgirl

Maggie was a waitress at our local bar, and with the summer of 2005 upon us, she would dress in less and less as the weather got warmer. She was 5'5" with long dark hair, blue eyes and the most amazing body. She was barely nineteen with a fully developed, jaw-dropping body. My friends and I would frequent this particular bar not because of the waitresses, but they had TVs all over the place and great pub food. This happened to be the most central location for all of us, so this worked perfectly. Looking around, plenty of dudes would hit on the waitresses. Some liked it, some didn't. I had always been advised not to pick up any waitress while they were working. From the various reasons they provided, I felt that advice was solid. So I would be friendly, very polite and humble. One day an old friend Tom walked into the bar and I went over to say hello. All of a sudden Maggie came over and gave my friend a big hug. Tom introduced me to Maggie. "Hey Maggie this is Dean. The best baseball player I ever played with." "Hey! Yes I know Dean. He's the guy I call Cowboy." She wrapped her arm around my shoulders. "Why Cowboy?" "I'd like to know that too," I said. "He's a complete gentleman. I find that to be a huge turn-on." So did I ... "Hey Dean, she's single. Go after her." "Maggie you've melted my heart. If I had a rope, this Cowboy would never let you go." She giggled and then squeezed my arm, then went back to work. Tom gave me the nod to say, 'go hit that'. A few days later on a ...

... Saturday I was meeting some friends to watch a Fox baseball broadcast. I placed an order with another waitress and proceeded to head toward the washroom located on a lower level. I walked downstairs and walked right by Maggie, who was starting her shift. "Hey Cowboy! How's it going?" "Hey Maggie. Or should I call you Cowgirl? If only you wore the hat at work." "Haha. Well I do have a hat but I only bring it out on special occasions." "Yeah? What do you consider a special occasion?" "A country concert. A hot picnic date. I dunno, any excuse to wear it I guess." "I definitely want to see that hat." She laughed and started walking up the stairs. I decided to pull a line I already used out of desperation. "Maggie, if I had my Cowboy rope right now I'd pull you back down here." She stopped, looked at me, and to my amazement she started walking back down the stairs toward me! "And what would you do with me, Cowboy?" I pulled her closer to me by her tiny waist and went in for the kiss. She obliged, and she was a great kisser. She had naturally thicker lips that felt so hot whenever mine locked with hers while our tongue's touched. "I've wanted to do that for a while now." "So have I. I finish at 11:00 p.m. tonight. Do you want to meet up?" "Sure. I'll pick you up." We wound up having coffee that night and got to know more about each other. We had a makeout session and I had her nipples in my mouth. We didn't do the deed. The following night she called me and asked what I was doing ...