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Most of the students had already left for the winter break. She smiled. I smiled back. She said, ‘Hi, how ya doin’ Carl?’ ‘Good, and you?’ ‘Did I ever tell you my dad’s name is Carl? He’s in Afghanistan . I’m lookin’ forward to break but since he won’t be home, there’s no reason to go home. Where are you going over break?’ ‘I don’t know,’ I lied. I was headed home to Keokuk , Iowa to visit my folks. ‘What are you gonna do since you aren’t goin’ home?’ I asked. Silly question but I never was very good at small talk. ‘A bunch of us girls are going to the Big Easy for sex and relaxation. Oh fuck … what a Freudian slip that was! I meant, rest and relaxation.’ ‘Sounds good. Has New Orleans recovered from Katrina? I mean, are there some good places to stay?’ ‘Yep! We found a cheap place to stay near the French Quarter and the bars are rockin’! I can’t wait to go to Whiskey Blue. It’s supposed to be hot and less than a mile from our hotel. They say it’s where a few Hollywood types hang. I started to watch more and more sissy and shemale porn and had bought some toys to mess around with, a couple of different sized butt plugs and a 5 inch slim dildo. Every night when I had time, I would strip naked and lay down watching sissy porn, while I trained my tight little virgin boi pussy. Each night I tried to take a bigger butt plug, until I was comfortable fucking myself with the 5 inch dildo. It took my ass about 5 days of hard stretching til I was able to fuck myself comfortably. And OMG it feels amazing. I did not know getting fucked would feel so good. During all of this experimenting, I had posted an ad asking if there were any local daddies that would like to teach a younger man the ropes. After a solid week of vetting, I found an older guy who lived very close to me, he said he could host and would love to teach me how to take cock the right way. Let's call him Chris. Chris and I chatted and exchanged pics. He was in his late 40's, tall, medium build with a nice 6.5.
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