Sissy MasterHer heels clicked on the pavement as she made her way away from the club towards home. It was a slow, deliberate walk as her hips swayed from side to side. It was bitter cold, and she was tired, but Randi enjoyed the walk to try to clear her head.
Even in this cold, she thought, “Isn’t it grand to be a girl?” Her black boots hugged her long, firm legs just over the knees, while her little suede skirt fit snugly over her rounded bottom. Her fur kept her nice and warm, so she was happy. She was a young girl, 24, with a tall frame, about 5’9″ and 120 lbs. The boys in the club adored her, but she did not meet anyone she liked and was left alone and unfulfilled.
Slowly, a car pulled up and offered her a ride. “It’s cold, Hon.. Can I give you a lift?” “Where are you going?” she asked. “I am heading home, but I’ll drop you wherever you want to go,” he said.
She was uneasy. It was not something she could explain, rather an intuition. But he was persistent, and certainly looked harmless enough. His slight frame and age, he must have been 60, disarmed her, so she agreed as she slipped into the car. Slowly easing her bottom in and then pulling her legs in to follow, she overflowed with sexy.
She was glad he stopped because now, in the car, she realized how cold she was. Of course, the small talk was tiny. And as expected, he asked all the basic questions.
“Where are you walking from? Oh, did you have fun there? Do you have a boyfriend? My name is Eddie – Blah blah blah”.
As the car approached her apartment, he was getting a little anxious. His hand slowly moved up her leg, and she allowed it to do so. Maybe she was tired, maybe bored. She decided to play with him just a bit, and perhaps give the old fart a thrill.
He started by saying, “I have never seen a T-girl before, but I always fantasized about them.” Yeah, right, she thought.
“Are you pre-op or post-op?” He inquired.
“Pre-op,” she said.
“Can I see?”
H
e asked like a child exploring a first taboo. Randi said casually, “I can’t, I am all tucked away.”
He reached over, and to her delight, he tried to feel her but could not find anything. Now he was pleading, “Please, in exchange for the ride, let me see it.”
Randi was starting to get a chuckle out of this guy and decided to give him a thrill. Slowly, she pushed down her pantyhose. Then pushed down her panties, which were “beautiful,” he remarked. They were black satin with lavender embroidery. As Randi pushed the panties down, Eddie was taken aback at the girlish thighs glimmering in the night, the passing lights illuminating them.
She too was getting a rush as she sat with her panties and pantyhose down to her knees leaving her thighs, buttocks and boi clit free in the breeze. All that was occasionally covering it was her fur coat. She used it to tease Eddie and block his view. Randi was getting stiff right in front of Eddie’s eyes.
He felt it, like it was the first time. His eyes were twinkling like a child’s on Christmas morning. He slowly stroked the shaft and Randi was overcome with a flush of warmth in her loins. She reached between Eddie’s legs and began to rub him, using her free hand to loosen his belt and trousers. She felt like she was on fire. Breathing heavy she slowly sank into his lap taking his cock into her mouth.
Eddie was excited to say the least. He felt the warmth of her mouth moving slowly up and down his shaft. He was sighing and moaning, and Randi loved making him groan.
“Let’s go somewhere, I know a place on 14th street,” he said.
“What kind of place?” Randi moaned. “A parking lot. I go there with girls sometimes, and I pay the attendant,” he said. Without any forethought, she said, “Let’s go.”
All the way there, Randi was hot. Eddie was cute enough, but his fascination with Randi as a T-girl excited her the most. She knew he probably had been with other T-girls but went along with the act.
As they drove, he started talking again and making inquiries. “Are you dominant or submissive. Have you ever had a slave, or been a slave”?
Randi felt a little uneasy but responded, “I am a boy in a dress, baby. What do you think?”
Eddie then surprised her by saying, “I like being a slave. Wearing lipstick and being made to do things, could I be your slave”?
Randi was set back, but then enjoyed the thought, “sure I could make you my slave sissy boy.”
They pulled up to the parking lot, and Eddie paid the attendant. They traveled slowly through the lot, looking for a good, isolated spot. Slowly, Eddie eased the car in between two vans and shut the engine and lights.
Randi sat there, with her panties at her knees and wanted to straddle Eddie so he could suck her and release the pressure building up inside. She was so hot to be sucked on she was like an animal in a cage. She tried two or three positions, but nothing would work. She took the lipstick that Eddie had in his car and applied it to his eagerly puckered lips.
As Randi applied it to him, she said, “When I put this lipstick on, you are submitting to me. Do you understand, Eddie?”
“Yes, yes,” he said.
As she stoked the lipstick on him she very seductively mocked him saying, “My little sissy girl looks so pretty now”.
Randi slowly and seductively unzipped her boots and eased them off her feet.
She placed her fur coat in the back seat and the boots on top. Raising her feet onto the dashboard, she slid the pantyhose and panties off.
Eddie was heating up. His breath was heavy, and he was inhaling Randi’s perfume in a moment of ecstasy. Randi sat there just a moment, her long legs reaching up to the dashboard, where her feet rested. She took another moment to reapply her makeup.
Eddie looked in amazement at Randi’s soft, silky skin and gentle curves. Her tight suede mini skirt was pulled up to her waist. Randi said, “You look just like a real girl, better, I think.
“You think?” is all Randi said.
She rose to her knees and straddled Eddie with what was left of her maleness, with it now at the entrance to his mouth. He cried out, “Please don’t make me, please don’t make me”.
Without warning, Randi filled his mouth as his muffled cries begged her not to. She ignored the pleas as she moved in and out, her hips thrusting.
“Your lips are prettied up like a girl, use them as she commanded. “Take it like the sissy you are!”
Randi thrust relentlessly. Randi was in heaven for just a second, feeling her blood boil. And then…………. mEddie pulled back.
“I am cuming” he shouted.
“What”? Randi gasped. In the next moment, Eddie was pouring his juice into his hands.
He grabbed a tissue from the side pouch and started to clean himself. “Mistress, if it pleases you, you could reach into the back seat for more tissues. Just feel around Hon.. There is a box of tissues back there. I don’t want to get this on your pretty outfit.”
She reached in the back, feeling around on the floor and… “Ouch, what was that”? Randi asked. Her buttocks felt a pinch, then a warm rush. She began to feel a little lightheaded. Suddenly, the warmth turned into a burning sensation throughout her whole body. It tingled, and she was feeling increasingly disoriented and dizzy. “What’s happening?”
“The night is just beginning, darling,” Eddie said with a sly grin as he started the car and headed out of the parking lot. Randi didn’t have the strength to sit up as the car sped out of the lot and past the attendant.
“Where are you taking me”? Randi demanded.
Don’t worry, your little head hon; I am going to help you. You need a little attitude adjustment, but it’s going to be wonderful. I think Randi is wrong for you. You look more like … Raven! Yes, Raven will be your name. Sleep now, little darling. Sleep.
To be continued…………
