1. Not Crossing The Line


    Date: 8/6/2015, Categories: Crossdressing, Author: Spooge, Rating: 5, Source: LushStories

    perfectly. Maybe it is just the primal urges of procreation, but I never could resist watching her walk away. The challenge took serious consideration. After numerous attempts to write a message explaining what I would like her to do I discovered a problem. The difference between what I want her to do and what I think she might be willing to do could not be much farther apart. It was always clear from the way she talked that even though her partner thought marriage was pointless, that she would not go behind his back. And there is also the fact that I do not actually want to cheat on my wife. Aside from those issues everything was fine. Several draft emails were written. The worst failed to get across any hint of my true interest while the best somehow included my asking if putting my tongue in her ass would count as cheating. I felt the correct approach might lie somewhere in the middle. In the end, I sent a note asking how she was doing and indicating that I would like her opinion on something I would prefer to discuss on the phone or in person rather than by email. Eluding the main issue was sure to capture her interest. It did the job. The next day I got a friendly reply from Jennie including her mobile number with plans to arrange some time to talk. Not wanting to rush things, I took my time before I tried to speak to her. The first four times I had written a text to Jennie my heart raced so fast I didn’t dare send it. Two of those times I ended up wanking while looking ...
    at photos of her, for the second I resisted for long enough to put on a skirt and heels before tugging out streams of cum in Jennie’s honour. Then I sent a message asking if she was available to talk anytime that afternoon. It was a Saturday and I had time to myself. The reply came quickly: Yep. Free now. Shit. I was not mentally prepared nor would I ever be. A few minutes to calm myself were necessary. Preparation was both physical and mental. One hand gripped my cock while the other held my phone. I stared at her message and kept reading: “Yep. I’m naked now.” “Yep. Free to fuck now.” All this went through my mind as well as imagining what Jennie looked like naked until I released my inner pervert and flushed it away. This should give me half an hour to remain normal before my hormones are sufficiently replenished to fully appreciate Jennie. My clothes were back in position before I rang. “Hey, how are you?” It had been more than a year since we spoke. Her voice never crossed my mind, but as soon as I heard it I half melted just listening to her. Luckily, my social responses kicked in without requiring too much concentration. We started a normal conversation in which I did not comment on her body, make any sexual comments or even grab my dick. During a pause in our conversation Jennie breached the subject by asking what was so sensitive that I wanted to discuss with her. Natural habits led me down a self deprecating line indicating some insecurities that I wanted to share ...