I had been imagining doing this for months and finally summoned the courage to buy the female underwear and wig. Yes its easy now because all those items are available on the web but this was years ago and there was no web. You had to buy at a retail store and pretend with a straight face this was for your wife. I’m sure the asleslady knew differently. The next issue was the where and when. I was a frequent visitor to Chicag and familiar with the best bathhouse. I would always send one of my nights late into the evening enjoying all that was available and giving in return. The bathhouses always made condoms available and I always insisted on using thejm either as a top or bottom. This avoided the terrible AIDS disease. I carefully packed my wardrobe, flue to Chicago and checked in to my favorite hotel. Had a business appointent the next day and dinner so as planned went to bed. Next day was also partly business but free for the night. Now to prepare for the evening ahead. Back in those days you had to be nice and clean so the first step was to fill the enema bulb and begin the process. The bulb was more compact and as you know doesn’t require a gravity feed. In went the first load whicj I’ve always found sexually exciting. The first load gets the hard stuff out but must be followed by several more until the bowl shows no brown. Now a shower and then the old and still with us today KY deep into my asshole. My underwear is a tight male brief showing off the pouch and coiled cock. A small bag contains what I’ll wear later in the evenong. At the Spa I got a room which was easy even on a Friday night because it a was early. I quickly stripped to my underwear. The ruke at all Spas I’d ever gone to was you couldn’t explore naked - either a towel aeound the waist or underwear. I was already partially hard imagining the evening ahead. I like to start by looking in each room for a likely fuck buddy. You could tell riughly what each occupant wanted and I specifically wanted some mutual cock sucking and soon foumd a likely candidate who motioned me to enter. I Like yp statrt each exp;praation with some deep kissing. If the guy isn’t into that we always part ways politely. But I rember that night from years ago statrted just that way. I recall that evening because it was a first crossdressed. It went well with me on top as we rubbed bodies . Soon I had my underwear off and I went down on a very hard cock. I remember the slight smell of male crotch which I found sexy and now really insist on totally unwashed crotch. Maybe that’s what age does. He wanted mine and soon we were deliciously sucking each other in 69. I fingered his asshole and he did mine. Would he rim me? I moved slightly giving him the opportunity. Like me he had the proverbial brown bottle and when he paused for a moment to take a inhale I knew his tongue would soon be licking and then seeking entrance. I took a whiff, spit on my finger and inched my way in. It was over too soon as ne exploded in y mouth. I spat it out and acceped he apology. He had to get home and could’d stay. But the vening was yet young for mr......to be continued