Rear Window
Date: 3/4/2017,
Categories:
First Time
Shemales,
Author: nikkiesilk
... softly, and I hoped, gently. He looked at me and said, ‘do you really want me to?’ I nodded. He looked out of the window, took a deep breath a said, ‘Yes, I’m gay. Have been since I was thirteen. Satisfied?’ ‘And the makeup, Paul?’ He shrugged and said, ’Doesn’t matter, I’m leaving anyway.’ ‘Paul, please tell me, I want to know.’ He was still looking away and then as if a barrier had fallen he started to speak. ‘Not only did I know I was gay at thirteen, I started to wear women’s clothes. First my mum’s stuff, and then my s****r’s. I got caught, of course, and gave it up for while, but I kept getting the urge to go back. Mum sent me for treatment but that didn’t work. When I went to college it was bliss, I could finally do what I had wanted to and dressed regularly.’ He paused, his mind obviously back in the past. ‘I didn’t want to dress fulltime, I was happiest when I could choose who I wanted to be. I wasn’t sure whether I was gay or bi-sex at that time. I liked men and women, and then felt more and more drawn sexually to men. You would not believe the number of straight men who like to go with a guy in a skirt.’ I felt myself blushing but he wasn’t looking at me. ‘I’ve been the same ever since, I act pretty straight. I think, but I really like to dress whenever I can given the limitations of my job.’ He stopped and looked across at me. ‘I will go, no problem, but believe it or not I have really enjoyed looking after you, and I think you did too. So, if that’s the case will ...
... you please not tell the company what I have just told you?’ ‘One more question, please, Paul. What about last night?’ His shoulders dropped and he looked away again, ‘Well, I’ve told you everything else, so why not. On my days and nights off I go out dressed for the day, I’m passable at the least, and then go to a club or a bar, where I can be myself with others like me. That’s where I was last night, just didn’t clean my makeup off properly. I hoped you hadn’t noticed, but I knew by the way you reacted this morning you had.’ He stood and went to go back to his room. ‘Paul, please sit down,’ I said in as neutral a voice as I could muster. He looked at me and then sat down again. I knew I should ask him to go. ‘Paul, thank you for being so honest with me. I have enjoyed you being here and I couldn’t ask for someone to take better care of me than you. I admit it was a shock last night and I didn’t deal with it well this morning. I apologise to you for that.' I took a deep breath. ‘I don’t want you to leave; I would like you to stay if you feel that’s OK.’ He looked at me trying to see if this was a trap, ‘Jeff, are you sure?’ He seemed to be near to tears. ‘Yes, Paul, I mean it, Will you please stay?’ I smiled to show him I meant it. ‘Jeff, oh yes, I would love to stay, thank you.’ I could see his eyes glisten and he wiped away a tear. ‘I won’t let what happened last night occur again, I promise.’ ‘Paul, I really don’t mind what you do. It’s your life; you should live it as it ...