I'm going through a bit of a dry spell lately. It seems like all I do is work, run, sleep, or the dumb things that go along with home ownership. Not much time to take care of my other physical needs (specifically many, many, many orgasms) or do much in the way of crossdressing. Sure, I think about both of those things much of the time. I just need to make time to do them. That's the one thing I like about traveling - it gives me the time after work to take care of myself. It doesn't look like I'll do any traveling until November, so I'll be super horned-up by then.
I did have a free hour over the weekend, and I used that time to get off. I took of all of my clothes, washed up a bit, and went looking for some porn. I was in the upstairs bedroom to look through my magazine collection, and I noticed that the college-aged girl and two of her friends that live across the street were home and sun bathing on the roof. That got my attention right away! The tree in my yard and the one it theirs was obscuring my view. I got out a pair of binoculars and watched them. The breeze coming through the window felt great on my body and I was soon at full erection.
I spent some time paging through the magazines and some time looking at them. As usual when I get all horned-up, I was in the talkative mood so I closed the window and called my favorite phone sex line. The girls there are very nice, have great voices, and really do a great job. The thing that annoys me is the amount of time they take between when they answer the phone and when they start the call - too long. I think they do it on purpose to tease me or calm me down. One of my favorites was working and I told her what I was doing. "Bad girl!" she said, knowing that I crossdress. She asked if I'd rather be out on the roof with them in a bikini than in my house with my cock in my hand. "Of course!" I exclaimed. I'd always wanted to wear a bikini in public. She asked why, and I said that there were many reasons. I love looking at women when they have so little on - its so easy to imagine them naked. I'd also love the humiliation of wearing the bikini - the girls would tease and laugh at me about the bottoms barely containing my bulge and that the top fits my chest well. They'd tug at it to see if there were tan lines.
That then led to a conversation about tan lines. I think they are very sexy. Sure, an all-over tan is nice to see, but the tan lines draw one's attention to the right places. I told her that many years ago I did wear a bikini to a tanning salon for just that reason. It was winter time and I went to the salon for something to do on the dark and cold nights. The first time I went I just wore my male swim suit. The girls there were college-aged and they seemed very friendly as they said they didn't get many guys there. Feeling naughty pervy, the next time I wore the bikini under my clothes. In the booth I took off my shoes and pants, and left my shirt unbuttoned. I heard one of the girl's outside and asked if they had a towel as there wasn't one in the booth. She knocked on the door to give me one, and I opened the door fully and she got an 'accidental' peek at the bikini under my open shirt. She took a good look and smiled/giggled when she gave me the towel. As I laid in the tanning bed I could hear her tell the other girls what she saw. Needless to say I was stroking myself to their voices. When I left I did leave my shirt mostly unbuttoned so they all could see the bikini top.
The phone sex girl asked if I went back and I said that I did a few times a month during that winter. Sadly, the placed closed by the next winter. She could tell that relating the story to her really got me excited. She asked if the girls were still on the roof and if I were stroking myself this entire time. Yes to both questions I said. She berated me as I didn't ask permission and for what I did at the salon. She had me spank my ass with a paddle while saying "Forgive me Mistress for my sins!" at each swat. She told me to tell her what I'd do if I were with the girls. I told her I'd like to kiss their feet and cum on their bellies. She laughed and laughed, saying that no sissy boy would be allowed to do such a thing. She had me swat myself more. She said that the girls would laugh at me if they saw me now and call me names (which I wish I could remember all the ones she said). She had me beg them to let me cum while she called me those names and laughed. Only when she thought I really meant it did she tell me to cum, and cum I did!! It was one of those body-shaking orgasms, the ones that leave you light-headed, cum-soaked and exhausted. I thanked her profusely while I laid on the floor spent. It took some time to recover and come out of that happy space of post-orgasm. Still feeling pery, I looked back out the window at the girls, rubbing my cum over my cock and balls to another, lesser orgasm.