I had recently answered an ad seeking a submissive cocksucker. I am a total bottom and had experimented with cross-dressing but never really got into the dom-sub thing. However, the ad intrigued me and I submitted myself to a hung black man in his hotel room. The experience was exhilarating and I yearned for more despite being apprehensive about the possible dangers. My apprehension held me back for a few months from trying to repeat the experience. Then I spotted an ad for a feminine, submissive, panty boy. I was intrigued - the guy was in his mid-fifties, 6'-2", 195 lbs with a 7.5" cock. I overcame my reluctance and responded. We set up the meeting in a few e-mails.
Once again I was meeting a business traveler at his hotel. I sat in the bar sipping my scotch when I saw Ted enter. I recognized him from the USC tee-shirt he told me he would be wearing. I waved him over and he ordered a drink. Ted was in consulting and traveled extensively. He was a married bi who played on the road - much the same way I did when I was married. After a few minutes he suggested we just take our drinks to his room. I eagerly followed him.
Once inside, he peremptorily ordered me to strip to my panties. I finished my scotch in one gulp and complied. I was wearing a crimson red thong under my boxers that I had purchased for the occasion. My cock was straining at the material, so excited was I to be doing this. "On your knees, slut!" I obeyed and I eagerly anticipated seeing his cock. I undid his pants and slid them down. There was a huge bulge in his "tighty whities" and I pulled them down and his hard cock sprung free. I took his cock in my hands and began to lick it. He was very thick and it stretched my lips as I took it deep in my mouth. My tongue and lips massaged his cock as I began to move up and down on his shaft. I would pull back to his mushroom head and let my tongue play over his piss slit and glans. Soon he oozed pre-cum and I used this as a massage oil, spreading it all over his cock head before working my way down his shaft again. He began to grab my head and face fuck me. I tried hard to stifle my gag reflex and when I couldn't, he pulled his cock out and slapped me across the face with it. Actually, I love that, it makes me feel so slutty.
"You're going to suck a big load out of this cock, slut, and then make me hard again so I can pound that sissy ass of yours!" I was so excited by this that the front of my thong was soaked with pre-cum. I resumed my oral efforts determined to serve my top well. I must worship his cock and reap a big reward in my mouth. My mouth, lips and tongue worked together with one goal - to please the big cock fucking my face. I fondled his balls as I sucked and slurped. I could tell he was getting close. I wanted to swallow every drop but my master had other ideas. As he began to cum, he pulled out and sprayed all over my face. "You really look like a cum slut now." I smiled and took his cock back in my mouth so I could drain every drop. I also ran my tongue around my lips to capture what I could. I saw a light flash and saw that he had taken a picture of me looking like a slut in a porn video. I knew I had to get a copy of that picture.
He told me that I would continue to wear his cum on my face while I sucked him again. He wanted to look down on my slutty, cum filled face while I continued to worship his cock. I have to admit that I am a skilled cocksucker and it did not take long for me to make his tool rigidly erect again.
