Simone was left alone in a room that held the most extensive collection of lingerie that she had ever seen outside of a retail store.
She was amazed that she was as turned on as she was and not shocked at the current events. She had gone to her boss's house to confess just how much she wanted him and to see if the feeling was mutual. She was momentarily heartbroken when a stunning blond answered the door.
Simone discovered that the stunning blond was in reality her boss, Andrew Lippincot. It turned out that he was a cross dresser. He was not a run-of-mill cross dresser or some fat hairy guy parading around in lingerie. His skill was so fantastic that until he spoke in his true voice he was undetectable.
As he told her about his life and what brought about this lifestyle she grew hot and was not repulsed by it. When Simone offered to let him try on the shorter and tighter version of the pleated skirt that she wore to the office, he accepted.
She removed it without embarrassment and stood before him in her pantyhose and watched wide eyed as he slid her skirt on. It fit him as well as it did her. He then her led her to this room and asked to dress for him. Simone was like a kid in a candy store as there were so many choices.
Simone removed the rest of her clothes and began to make her selections. She slid on a white silk garter belt and attached a pair of sheer seamed nylons. A white silk thong was slid up her slender legs and then she located a white silk bra.
She found a floor length white silk robe in the closet and a pair of black stiletto heels. Her outfit was complete. The shoes were a tad too big so she stuffed the toes with another pair of nylons.
The dresser boasted a vast array of makeup, perfume and hairs brushes. She took advantage of them before heading back to the living room.
Andrea was sitting on the couch still wearing her pleated skirt and could only stare as Simone entered the room and sat next to him. Simone's fear of him looking different in her eyes now that she knew the truth vanished as she settled down next to him. He looked as feminine as ever.
"You look totally amazing," Andrea said.
"Thank you. You have excellent taste in lingerie," she replied before she took another swallow of her potent rum and coke.
Andrea gently embraced Simone and began to plant kisses on her neck, cheeks and lips. Simone responded doing the same to her. Andrea's gentle hands cupped Simone's breasts and gently rubbed them in between playing with her erect nipples.
"Oh yes," she repeated over and over.
The only time they stopped was when Simone started to slide her hand under the pleated skirt. Simone looked puzzled by this action.
"What's wrong?" she asked softly.
"I don't want to disappoint you, but I am not one of those fortunate men that was gifted with a large cock. Mine is under six inches."
"Do you think that matters to me?"
"It mattered to others," Andrea admitted with her cheeks coloring.
'The same others that couldn't handle the fact that you cross dress?"
"Yes."
"It should be obvious that I am not like the others. I am wearing your lingerie and you're wearing my skirt and its got me hotter than I have ever been in my life," Simone said in a gentle voice.
Andrea stood up and unzipped the skirt and slowly slid it down her legs. She then took Simone by the hand and led her to the master bedroom. A large four poster bed dominated the center of the room. Simone wasted no time in removing her robe as Andrea removed the bedspread.
The were soon locked in each others arms with their tongues buried in each other's mouth. Simone felt the bulge of Andrea's cock against the front of her soaking wet panties. This time when she reached down to grab it she was not stopped.
She slid her fingers under the waistband of Andrea's panties and her hand circled the erect member she found there.
"Whoever accused you of not being big enough must have been some whore. It's the perfect size," she said in Andrea's ear as she pulled the silky panties down just far enough to allow his cock to spring free.
Simone began to use her tongue to lick his shaft and the head that was already glistening with pre-cum.
She was amazed that she was as turned on as she was and not shocked at the current events. She had gone to her boss's house to confess just how much she wanted him and to see if the feeling was mutual. She was momentarily heartbroken when a stunning blond answered the door.
Simone discovered that the stunning blond was in reality her boss, Andrew Lippincot. It turned out that he was a cross dresser. He was not a run-of-mill cross dresser or some fat hairy guy parading around in lingerie. His skill was so fantastic that until he spoke in his true voice he was undetectable.
As he told her about his life and what brought about this lifestyle she grew hot and was not repulsed by it. When Simone offered to let him try on the shorter and tighter version of the pleated skirt that she wore to the office, he accepted.
She removed it without embarrassment and stood before him in her pantyhose and watched wide eyed as he slid her skirt on. It fit him as well as it did her. He then her led her to this room and asked to dress for him. Simone was like a kid in a candy store as there were so many choices.
Simone removed the rest of her clothes and began to make her selections. She slid on a white silk garter belt and attached a pair of sheer seamed nylons. A white silk thong was slid up her slender legs and then she located a white silk bra.
She found a floor length white silk robe in the closet and a pair of black stiletto heels. Her outfit was complete. The shoes were a tad too big so she stuffed the toes with another pair of nylons.
The dresser boasted a vast array of makeup, perfume and hairs brushes. She took advantage of them before heading back to the living room.
Andrea was sitting on the couch still wearing her pleated skirt and could only stare as Simone entered the room and sat next to him. Simone's fear of him looking different in her eyes now that she knew the truth vanished as she settled down next to him. He looked as feminine as ever.
"You look totally amazing," Andrea said.
"Thank you. You have excellent taste in lingerie," she replied before she took another swallow of her potent rum and coke.
Andrea gently embraced Simone and began to plant kisses on her neck, cheeks and lips. Simone responded doing the same to her. Andrea's gentle hands cupped Simone's breasts and gently rubbed them in between playing with her erect nipples.
"Oh yes," she repeated over and over.
The only time they stopped was when Simone started to slide her hand under the pleated skirt. Simone looked puzzled by this action.
"What's wrong?" she asked softly.
"I don't want to disappoint you, but I am not one of those fortunate men that was gifted with a large cock. Mine is under six inches."
"Do you think that matters to me?"
"It mattered to others," Andrea admitted with her cheeks coloring.
'The same others that couldn't handle the fact that you cross dress?"
"Yes."
"It should be obvious that I am not like the others. I am wearing your lingerie and you're wearing my skirt and its got me hotter than I have ever been in my life," Simone said in a gentle voice.
Andrea stood up and unzipped the skirt and slowly slid it down her legs. She then took Simone by the hand and led her to the master bedroom. A large four poster bed dominated the center of the room. Simone wasted no time in removing her robe as Andrea removed the bedspread.
The were soon locked in each others arms with their tongues buried in each other's mouth. Simone felt the bulge of Andrea's cock against the front of her soaking wet panties. This time when she reached down to grab it she was not stopped.
She slid her fingers under the waistband of Andrea's panties and her hand circled the erect member she found there.
"Whoever accused you of not being big enough must have been some whore. It's the perfect size," she said in Andrea's ear as she pulled the silky panties down just far enough to allow his cock to spring free.
Simone began to use her tongue to lick his shaft and the head that was already glistening with pre-cum.
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He even moans like a girl Simone thought as she continued kissing, licking and gently sucking his shaft.
Andrea asked her to stop or he'd lose his load in her mouth.
"Now it's my turn," Andrea stated as she rolled over and gently pulled down Simone's thong down.
The sight of the attractive blond between her legs brought her back to her lesbian affairs and she moaned softly. Her moans became louder as she felt Andrea's tongue on the inside of her thighs.
Andrea stopped licking and looked Simone in eyes.
Even this close he still looked one hundred percent female.
"You are such a pretty girl. Do you want me to lick your pussy?" she crooned.
"Oh yes,"Simone moaned.
"Then ask me."
"Andrea, please lick my hot pussy," Simone's voice begged.
Once again Simone's moans filled the room as Andrea's tongue began to explore her dripping pussy. It located her swollen clit and she began to rapidly flick her tongue against it. Andrea stopped only long enough to remove Simone's bra.
Andrea's tongue returned to Simone's hot pussy as her hands gently caressed her breasts. Andrea began to alternate her attention between Simone's pussy and her lush breasts. She would spend time licking and sucking her nipples before moving down again.
She slowly ran her tongue down Simone's flat stomach and through her silky pubic hair before attacking her pussy again. Finally Simone could not take it any longer.
"Fuck me, Andrea. Please fuck me," Simone begged.
Andrea placed her body between Simone's legs and inserted his hard cock into her tight pussy and began to gently slide his cock in and out of her tight opening.
"Oh yes," she repeated a dozen times as she placed her silky legs across Andrea's back to hold her in place. The thrusting began to increase as did their breathing until Simone moaned that she was going to cum.
In between thrusting his cock as hard in her as possible, Andrea began to grind her hips against Simone's. Simone let out a long extended moan as she arched her back and experienced one of the most intense orgasms of her life.
Now it was Andrea's turn to announce that she was going to cum. She pulled out her cock out of Simone's pussy, directed it at her breasts and let loose all over her nipples. They held each other for the longest time, gently kissing and caressing before they recovered their robes and headed back to the living room.
They made fresh drinks and cuddled on the couch occasionally kissing.
"I think I need a shower," Simone admitted.
"Yes, me too. I'll remove all this makeup if you wish," Andrea responded.
"No, don't."
"Why? I thought you wanted to ball your boss?" Andrea asked.
Now it was Simone's turn to confess her secret about her lesbian desires.
"I now have the best of both worlds. I am doing my boss and fulfilling my desire for a female," she admitted That caused her Andrea to hug her tighter.
They spent the entire weekend together dressed in the lingerie from Andrea's collection.
Monday morning found her at her desk answering the hundreds of questions her co-workers posed.
"Nothing happend. I chickned out and went home," Simone stated.
They had agreed not to treat each other any differently while at work as someone was sure to pick up on it. Simone had a hard time staying calm whenever he walked by her desk. The knowledge that under his fitted suit trousers were pantyhose or a silky thong always got her hot.
The only exception was on Fridays. As he was ready to leave he would occasionally drop a teaser line on her.
"Andrea purchased a French maid uniform," he would say as he walked out the door .
It made the time Simone spent with her friends seem even longer as she counted down the hours.
When she finally left their company she headed straight for Andrew's house. The week long torture was worth it when Andrea answered the door in a latex maid uniform and embraced her once she was inside.
"Welcome home, Mistress," Andrea would say, planting a kiss in Simone's lips.
Simone knew that another great weekend was in store for them..
Andrea asked her to stop or he'd lose his load in her mouth.
"Now it's my turn," Andrea stated as she rolled over and gently pulled down Simone's thong down.
The sight of the attractive blond between her legs brought her back to her lesbian affairs and she moaned softly. Her moans became louder as she felt Andrea's tongue on the inside of her thighs.
Andrea stopped licking and looked Simone in eyes.
Even this close he still looked one hundred percent female.
"You are such a pretty girl. Do you want me to lick your pussy?" she crooned.
"Oh yes,"Simone moaned.
"Then ask me."
"Andrea, please lick my hot pussy," Simone's voice begged.
Once again Simone's moans filled the room as Andrea's tongue began to explore her dripping pussy. It located her swollen clit and she began to rapidly flick her tongue against it. Andrea stopped only long enough to remove Simone's bra.
Andrea's tongue returned to Simone's hot pussy as her hands gently caressed her breasts. Andrea began to alternate her attention between Simone's pussy and her lush breasts. She would spend time licking and sucking her nipples before moving down again.
She slowly ran her tongue down Simone's flat stomach and through her silky pubic hair before attacking her pussy again. Finally Simone could not take it any longer.
"Fuck me, Andrea. Please fuck me," Simone begged.
Andrea placed her body between Simone's legs and inserted his hard cock into her tight pussy and began to gently slide his cock in and out of her tight opening.
"Oh yes," she repeated a dozen times as she placed her silky legs across Andrea's back to hold her in place. The thrusting began to increase as did their breathing until Simone moaned that she was going to cum.
In between thrusting his cock as hard in her as possible, Andrea began to grind her hips against Simone's. Simone let out a long extended moan as she arched her back and experienced one of the most intense orgasms of her life.
Now it was Andrea's turn to announce that she was going to cum. She pulled out her cock out of Simone's pussy, directed it at her breasts and let loose all over her nipples. They held each other for the longest time, gently kissing and caressing before they recovered their robes and headed back to the living room.
They made fresh drinks and cuddled on the couch occasionally kissing.
"I think I need a shower," Simone admitted.
"Yes, me too. I'll remove all this makeup if you wish," Andrea responded.
"No, don't."
"Why? I thought you wanted to ball your boss?" Andrea asked.
Now it was Simone's turn to confess her secret about her lesbian desires.
"I now have the best of both worlds. I am doing my boss and fulfilling my desire for a female," she admitted That caused her Andrea to hug her tighter.
They spent the entire weekend together dressed in the lingerie from Andrea's collection.
Monday morning found her at her desk answering the hundreds of questions her co-workers posed.
"Nothing happend. I chickned out and went home," Simone stated.
They had agreed not to treat each other any differently while at work as someone was sure to pick up on it. Simone had a hard time staying calm whenever he walked by her desk. The knowledge that under his fitted suit trousers were pantyhose or a silky thong always got her hot.
The only exception was on Fridays. As he was ready to leave he would occasionally drop a teaser line on her.
"Andrea purchased a French maid uniform," he would say as he walked out the door .
It made the time Simone spent with her friends seem even longer as she counted down the hours.
When she finally left their company she headed straight for Andrew's house. The week long torture was worth it when Andrea answered the door in a latex maid uniform and embraced her once she was inside.
"Welcome home, Mistress," Andrea would say, planting a kiss in Simone's lips.
Simone knew that another great weekend was in store for them..