I had jumped into discovering my gay self suddenly, accepting that I preferred looking at the cocks more than the beautiful women on the small screens in the seedy porn theaters and arcades. More on that in another posting. I slowly slid into actually living out any personal activities or experiences.

While on business trips in several cities, I discovered the most active theaters and arcades, and had finally bought a small trainer and a medium sized rubber dildo, lubed my ass and tried my ass out as a pussy. Over one week, I practiced again and again. Sometimes it just hurt, and other times I felt pleasure as I relaxed and hit the right spots and rhythms. Before the days of luggage checks and 4 oz. limits, I even travelled with my toys and jell. I signed up for an account on a gay dating site and met a few friends during work weeks to share blow jobs.

I was in Tampa for a two-week trip, without my staff. I hit the theaters every night, played “suck and touch,” and was getting increasingly excited. Work was a blur only in that I did not care much. I wanted to get to the hotel, eat hurriedly and hit a theater. Then back to the hotel after a “late biz dinner” to call the wife before heading to an early sleep. Often, I would go out again, since tickets for most of the theaters I visited were good for 8-12 hours,

By Saturday, I was dead on my ass. After a late breakfast I walked over to mall to kill the morning and was bombarded by lingerie. Got me thinking, so I left the high-end stores and hit the cheaper box stores, bought two bras and some slinky panties, and headed back for a “nap”. After taking some pics and vid clips, I posted them on the dating site. I spent a few hours calling my wife wearing my new panties and bra, stroking my cock, and was excited. I went out for the afternoon to the beach and surf side dinner before going to the adult arcades. Though early for the trade, I had a great time, saw some more sexier bra sets and returned to the hotel. Instead of heading out after the obligatory check in call with the wife, I decided to make it an early night, and then the next day I decided to stay in.