A few years had passed. I had moved out and started to acquire my own lingerie. My girlfriend worked nights, so as soon as she left I would put on my lacy lingerie and jack off to videos of crossdressers making real men cum by sucking their big cocks or letting them fuck their panty clad asses.I still wanted to get caught and I started to fantasize about setting up a situation where my girlfriend would for sure catch me. It was a huge turn to put on some panties and a bra and think about letting her see me dressed like this. I was not going to really do it though I would think. I would be way to nervous, and she would freak out. But the idea was a hook in my brain.After a couple of failed attempts where I chickened out I had finally gathered up the nerve to go though with it. She had told me that she would be off work early that coming Friday as they were closing early. This is it I thought. The perfect excuse. I was so excited, I had to jack off everyday that week thinking of my. “Ohh!” she moaned, “I want to do it, Steve! Please!”I removed my hand from her breast and stepped back. I totally understood her desire, because it was burning in me as well.“Not yet, Penny. I promise we’ll get there! Let’s finish your lesson. I need to leave for the airport at 9:30am.”“That sucks!” she hissed.Penny put her hands back on the keyboard and started working on the game that she was coding. At 9:30am, she saved her work and I walked her to the door. She stopped me before I opened the door and gave me a quick kiss. I opened the door and watched her walk next door, then put on my coat and walked out to my car to head to O’Hare. The temperature was in the mid-forties, which felt like a heat wave after the extremely cold January that we’d suffered.Traffic was light and I made good time to the airport despite the mist, and parked in the short-term lot as I usually did. I walked into the international terminal and checked the arrival board. Karin’s flight was showing as on-time,.
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