Karen

By peter killington

Published on Feb 15, 2021

Transgender

How I became Wendy Part 4 Tw123443@yahoo.com

Wendy reflected on her situation. She had become Karen's feminized male, a submissive servant to Karen, as well as her sex slave. Surprisingly, it was a satisfying experience, but not sure where long term it evolve. Would Karen tire of her and abandon her to find a new servant? Would Wendy then revert to her male persona or continue the fem sissy role? In the meantime, Wendy would dutifully serve her mistress, especially as Karen started used her riding crop more frequently to punish disobedience, for not addressing her as mistress, and not fully fulfilling her orders. As part of this, when Karen would have visitors, she would discuss afterwards, with Wendy how she performed as the servant, her entertainment, and how well or not well she behaved. Any negatives could earn Wendy a crop or two.

Cropping involved Wendy in a bra and panties standing behind a chair hands on the top of the chair , bending over, legs spread. Karen would then pull Wendy's panties down and administer the set number of crops, usually enough to have reddened her ass and have Wendy in tears. Wendy then would be brought to their bed and Karen would roughly fuck Wendy, leaving her in further in a mixture of pain and pleasure.

At dinner one evening, Wendy and Karen were chatting about Karen's clients. Karen said a prospect named Tom had visited her. He told her that he was divorced, bi, and missed his wife. Karen asked if him if he missed his wife being with him or the sex. He replied that he missed the sex. Karen, hoping that it would get her the account, told him that she lived with a sissy who could visit him to satisfy his sexual and bi desires. He said that would be wonderful.

Wendy was told she was to visit Tom, the day and time, and the address of where to go. Wendy, wondered how this would work out. She felt that Karen may be turning her into a whore, but she had no choice.

On the day of the date, Karen had Wendy completely clean herself. When Wendy was dressed and ready to go, Karen told Wendy to enjoy herself, and that upon arrival at Tom's, instructions for her would posted be on the door. She was not to bring her female clothes or have make-up on as they would be provided when she got there. Karen had given Tom, Wendy's sizes beforehand.

Wendy apprehensively drove to Tom's. Upon arrival, Wendy approached the door, seeing a note taped to it. It told her to open the door and go up the staircase; a room to the left, and would have what she was to wear and what to do when ready. Wendy opened the door, hearing the sweet sound of classical music, and saw the stairway to the left. She ascended the stairs. At top to the left was the room. She walked in and saw on a bed numerous lingerie items, lipstick, and a note.

The note told her to get naked, put on the bra, panties, and garter with hose. Next she was to apply the red lipstick, and finish with the heels, anklet, and wig. When dressed she was to walk down the stairs and go down a hall and enter a room to the right. She was not to speak unless spoken to, and address the person you see as Sir, and use Sir in all discussions.

Wendy started by stripping naked. She positioned herself in front of a mirror on a wall. She did admire her completely smooth body, perfect for a fem sissy she thought. Wendy slowly pulled the snapped bra over shoulders, wiggling the cups over perky boobs and tits. How nice it felt. Next on were the panties and garter/hose. She was well versed in putting hose on, so it was easy. By now Wendy was really feeling like a woman. She decided to apply the lipstick. It was deep red, her favorite color. Next was the wig. It was a short cut, dark blond that was a striking match to the black lingerie. To finish she slipped her feet into the heels, and then snapped on the anklet. Fortunately, as she had significant experience with heels, walking was not a problem. Karen had trained her how to walk as a woman very well. Next she looked at herself in the mirror. She saw an attractive, sexy lady. It was time to go downstairs. Wendy walked down the stairs, and then she turned left to the hallway. As she neared a room to the right, she heard a male voice beckoning her in. There he was, a man dressed in a t-shirt and shorts sitting on a couch. He beckoned her into the room, and told Wendy to sit on his lap facing him, Yes Sir, she meekly replied. She positioned herself on his lap. Immediately, she was pulled closer, and they started to passionately kiss, their tongues deep in the other mouths. Underneath her panties she could feel his cock harden; she rocked over it, stiffing it as she moved.

She then was pushed to her knees. Tom, stood up, pulled off his shirt, leaving his briefs on. Wendy then was told to pull of his briefs with her teeth. What a sexy man, Wendy thought. Eagerly, she grasped his briefs with her teeth, pulling the briefs down. His cock flopped out. Swiftly without hesitation she pulled the head if his cock into his mouth and eagerly tounged it. She eagerly pushed down on the cock, slowly bobbing back and forth. It felt like it was getting stiffer. She felt his hands grab hold of her head, guiding the sucking. He pushed her as far down as it could go, the cock being deep down her throat.

Suddenly, he pulled out, and stood up. He grabbed Wendy up and threw her on the couch on her back. Her panties were pulled down, her nylon covered legs thrust over his shoulders. He approached her and thrust his cock into her pussy. She loved the feeling of thrusting. In great pleasure, she squeezed his head with her legs, encouraging deeper thrusting. She could feel her clitty stiffening.

Tom repetitively banged into Wendy, very smooth and satisfying. It was very pleasurable and she hoped it would never end. Suddenly, he pulled out and stood up. Quizzically, she stared at him, noticing his rock hard cock, dripping with precum. Don't worry gurl, we are switching positions. Get up he said, Wendy rose, he started slapping her ass hard. He must know that gurls liked to get spanked when getting screwed; laughing, he then told her to move, and positioned himself on the couch. Now gurl, ride my cock. She moved on top of him, on knees, over him, she lowered her pussy onto his cock, pushing down to where it was fully in me. He looked at her and told her to start bouncing. Furiously she went up and down, squeezing his cock with each bounce. Then both exploded, her cum squirting onto his stomach, him inside her cunt. He rested with his still hard cock inside her. He pushed upward, told her to squeeze him tight, resulting in another explosion of cum.

He pushed her off him, and told me to lick his cock clean. She savored the juices. Slowly licking and swirling her tongue off of his cum covered cock.

Soon he told her that we were done. Time to go! She then scurried up the stairs. When in the bedroom, she removed the bra, cum soaked nylons, and hose. She went to the bathroom, feeling Tom's cum dripping down her legs, my cunt squishy. In the bathroom she wetted a hand towel, wiped the lipstick off and patted her cunt as well as wiping my clit. Returning to the room, she dressed in her male clothes. She slipped out of the house, smiling at him as she went out the door.

When arriving at home, Wendy told Karen about her experience. Karen told her she did a good job, and to expect more. Wendy cringed, she now knew Karen was going to whore her out. Wendy was told to take a shower, put on her bra, panties, hose, then come to Karen's bed.

Any questions, send an email to Wendy at Tw123443@yahoo.com


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