- Free Sample
I gazed at her for a moment. Something about this girl told me it was really a guy under all that makeup and sexy clothes. Upon closer observation, I could see this cross-dressing male was not looking so happy about being dressed like a woman in public. He fidgeted and glanced around the room as if worried someone he knew might see him. There was also a glow of sweat on his poor forehead.
“Did you lose a bet?” I joked to the crossdresser, standing beside me, watching the bartender make his drinks.
At first, he turned and stared at me wide-eyed, realizing I had busted him. Then, gathering his composure, he turned away and said in a snarky tone, “I don’t want to talk about it.”
I smiled at him. “At least you look good as a chick. Damn, good.”
“Not that good if you figured it out,” he said, still trying to sound aloof.
I shrugged. “I just have an eye for these things. But don’t worry, you look so good that 99% of the men here wouldn’t pick it. You have good taste in clothes.”
“My partner dressed me up. I have never done this before,” he replied gloomily.
“Well, she has a good fashion sense. She’s got you looking damn fine. Oh, and I love those stockings. The only thing I would suggest to improve your look is using some fake tits. Big ones. Men love big tits. But the flat chest does work for you on a certain level.”
I openly admired the result. The sissy looked at me and almost scowled.
“My girlfriend is right over there, and I am just trying to get a couple of drinks. I’m not a fag, so back off.”
“Hey, no offense. It’s all good,” I said, raising my hands in surrender. “So why is your girlfriend doing this to you? I assume this was her idea.”
“If you must know, my girlfriend found some kinky porn on my laptop. She figured this would teach me a lesson. Ah, get it out of my system, so to speak,” he said, shaking his head.
I looked over to see an amused, pretty young woman, about 30, smiling at us as we talked. “She is pretty. You’re a lucky guy!” I said to him, patting him on the back. How long do you have to stay dressed like this?”
He looked in her direction, then back at me. “She wants me to experience what it is like to have men treating me like a piece of meat.”
“Meat?” I asked, very intrigued.
“I don’t know what it means either. Hopefully, I won’t be too embarrassed or humiliated,” the sissy said gloomily.
“Well,” I said with a wide smile, “Maybe I can be your first experience.”
He glared at me. “What do you mean? You’ve already established I’m a guy and not a fag.”
I laughed lightly. “Nothing over the top. I will buy your drinks for a small compensation. You know, help you get in good with your girl.”
“Oh my God!” he said, rolling his eyes. “I can’t believe I am about to say this,” he replied, seemingly resigned to his fate. “What do you want?”
I see his girlfriend watching as I put my arm around his waist and slide my hand to his ass, squeezing each shapely globe for a few moments. She was getting a huge kick out of it as the crossdresser eyed me angrily the whole time.
“That is enough,” he said, swatting my hand aside.
“That wasn’t so bad, was it?” I asked innocently.
“I can’t believe you just squeezed my butt,” he said quietly but still shaken by the experience.
“Maybe that will be enough to sate her appetite.” I smiled at him. “Anyway, you must admit you look great. Your makeup really helps you look feminine. That wig looks good on you, too.”
He looked at me, shocked by my comment. “You’re kidding me, right?”
“No way. Great ass, pretty face, sexy legs—you have to admit, you do look hot. Just soften your voice a little,” I said, evening my tone to calm him.
The drinks arrived, and he hurriedly grabbed them.
“Hey,” I called to him before he scampered off back to his girlfriend. “What’s your name?”
“Freddy,” he replied, turning to me.
“Your other name,” I said and winked.
“Freda,” he said dejectedly before quickly going to his girlfriend.
*****
‘Freda,’ I thought after he was gone. ‘God damn, that sissy bitch was hot.’ I got a huge kick from the whole experience and watched as he handed his girl the drink and sat at the table. I watched their banter for a couple of moments before returning my attention to the football game playing on the television behind the bar.
A brief time later, I heard the music play, and several couples were cheerily moving to the dance floor a short distance from the bar. Among the dancing patrons, ‘Freda’ could be seen in tow with his girlfriend and two guys. I chuckled as I watched them dance for a little while, wondering if the guys knew ‘she’ was really a ‘he.’ They probably didn’t, especially if they were drunk. I turned my attention back to the football game, nursing a couple of beers before I felt a nudge.
“Bartender, a couple more martinis, please,” a soft voice cooed to the burly but affable man behind the bar.
Sliding my hand around the blonde’s waist, I said to Freda, “You’re doing a great job with the voice, Freda. You’re very convincing.”
Freda’s reply feigned gratitude, “Thanks. I’m working on it.”
I did not even bother to remove my hand from his waist. “Are you having fun? I saw you dancing with a guy.”
I dared to pull him a little closer, wondering how much I would get away with, teasing him as if he was a real woman. I was also wondering how far I was willing to go with this white boi sissy. I was one of those black men who had a thing for weak sissy white boys, especially if they had really small clits. I so wanted to know if Freda had a small clit.
He suddenly nodded toward his girlfriend, who was sitting with two different guys. “You wouldn’t believe what Sue is having me do,” he complained.
“Oh, I would believe it. But why aren’t those guys buying your drinks?”
I was so close that I could smell his perfume and see the red bra peeking out from under his white blouse.
Freda looked as if she was going to cry. “These guys already bought some drinks, and I suggested it would only be fair if we bought our own this time.”
I smiled at him, squeezing his side playfully. “Is the price too high?”
“I thought the one guy was gonna fuck me right there on the dance floor. His hard cock was pressing between my ass cheeks for half a song.” Freda looked at me worriedly. “We were dressed, of course, but the experience was so humiliating.”
“Shiiiit. I’m sorry,” I sympathized, having slid my hand to Freda’s hip.
“That’s not the half of it. When we sat down, the other guy pushed my hand onto his pants so I could feel his hard-on. Disgusting,” Freda growled.
“Haven’t you ever done those things to girls you’ve just met?” I inquired.
Freddy looked aghast at my comment but then quickly closed his mouth and looked down. “No. I’m too shy for that,” he choked out.
‘Too shy, eh?’ I thought. ‘Only a small dick guy would say that. This looks promising.’ The drinks arrived, and I looked at Freda and gestured that I would pay. He nodded, and the bartender added the drinks to my tab.
“What do I owe you?” Freda asked quietly so only I could hear
“Hmm.” I smiled at him. “Why don’t you do to me what you would want if roles were reversed?”
He turned to see Sue and the two guys talking and whatever, then turned back to me. “At least let me know your name.”
“I’m Pete,” I responded simply and slightly opened my legs.
“OK, Pete.” Freda teased, his fingers starting at my knee and moving slowly upward. “If I were a real girl, then I know you would want me to touch you.” He squeezed my inner thigh for emphasis. But,” he looked deeply into my eyes, “ if I were a girl, I would want something in return.”
“Mmmm?” I moaned and squeezed his ass.
“Not that,” Freda replied, swatting my hand aside. Instead, continuing the tease, his fingertips lightly grazed across my rapidly hardening black cock. “This…”
With both of his hands grasping my face, he pulled me into a kiss. Our lips locked for a moment, and he sneaked his tongue into my mouth for the briefest of moments.
“Shiiiit,” I responded, beside myself with confusion.
I had kissed him, and I very much enjoyed it. Something about this sissy was pressing all my buttons.
Freda smiled broadly, taking the glasses and winking at me before he returned to his table, shaking his butt just a little. Freda seemed more relaxed when she sat and joined the conversation. I turned my attention away from them and blindly watched the football game, thinking about that kiss and wondering if Freda had a tiny clit.
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