Moment Of Truth – Part 2

"The Story Continues."

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Lex finally got up from his bed and removed the clothing that he had borrowed, but didn’t return them to his sister’s room. He hid them in the back of his closet, except for the panties and pantyhose. They were full of his spunk and they needed to be cleaned.

The internet gave him directions on how to properly clean them and once clean he hid them in the attic to dry. Once the items were safely stashed away he returned to his sister’s room and borrowed another pair of panties, these were black silk with lace on the sides, and just touching them caused the familiar stirring in his groin so he hid them in his room.

Now school seemed longer than normal as his mind was on the sexy clothing waiting for him at home. I moment he walked in the door to his house he flew to the attic to recover the pantyhose and panties that he had hidden. He stripped off his boring male clothing and immediately donned them.

Once clothed in the silky lingerie he returned to his sister’s room and found a pair of high heels that had been forgotten in her packing and slipped them on. They were a little tight but not unbearable, so he hobbled to the large mirror. He couldn’t believe how great they made his legs look.

Now all he had to master was walking in heels. He kept the shoes in his room and every day after school he would dig them out and practice walking in them. Soon he was able to walk around the house and even climb the stairs while wearing them.

Now when he dressed the heels were added to his ensemble and the results were even better than imagined. Now the only flaw in his appearance was his face. While his body looked like a teenage female, his face was still male. It drove him to the internet where he discovered a complete tutorial on doing a male-to-female transformation.

He purchased all the makeup they mentioned at a local drug store and stashed them away until the weekend when he had more time.

Then the Covid-19 lockdown happened and suddenly he had plenty of time. He still needed to avoid detection so he would spend his days with his parents helping them with household chores and enduring a daily exercise regime that his father insisted on.

His parents were big movie buffs and when they took a seat on the couch and slipped a DVD in the player, Lex would head to his room and fire up his laptop. He chatted with his buddies as well as some of the girls that he knew and he took a lot of naps as he would need the energy later.

The moment his parents announced that they were turning in Lex bid them good night and headed to his room. He dug out the makeup he had purchased and using the internet to guide him he practiced applying makeup into the wee hours of the morning. Each makeup session ended with him dressing up and masturbating to exhaustion.

As the days passed his skill improved by leaps and bounds, soon there was no trace of his male self in the mirror and to test the new appearance he posted a pic of himself on a crossdresser’s website under the name Alexia and was besieged with dozens of friends request and numerous comments on how sexy he looked.

One male, in particular, would chat with him all night and make comments about meeting in person. Lex would find himself getting excited at the suggestion and his cock hidden in his tiny panties became very hard. He had to remind himself after each session that he wasn’t gay and to quit teasing his unseen friend.

Finally, the lockdown rules were relaxed and his parents returned to their jobs. Lex’s school was still on lockdown so there was no need to worry about classes. He would log on to his favorite website and chat with those online and wait for his favorite to login.

At his new friend’s insistence, Lex activated his webcam and was able to see his friend in real-time, and he could see him.

His friend called himself Stefan and, although he was older than Lex imagined, he was still quite handsome. He would always compliment Lex on his appearance and Lex found himself becoming interested in his friend.

“I can’t wait for the day when we meet in person,” Stefan would tell him.

“Maybe someday,” Lex responded.

The opportunity presented itself a few weeks later. His parents announced that they were going to attend a golf outing and would be gone most of the weekend. Lex was invited to join them, but he declined. That evening he informed Stefan that the day they had dreamed of was rapidly approaching.

He also revealed his true age and the fact that he was a virgin and a little scared, his friend calmed his fears and Lex provided him with his address and time frame.

The moment his parents bid him goodbye Lex headed to his room and began his transformation. Once complete he used the cellphone number that Stefan had provided to tell him that the coast was clear. Lex sat in his room wondering what he had done and there he stayed until he heard a car pull into the driveway.

The Now:

Stefan was invited in and they took a seat on the couch where Alexia served them ice tea. He looked so dapper in a charcoal grey sportscoat, black slacks, and maroon shirt. It was shortly afterward that Stefan slid closer and placed an arm around his slender shoulders and began to plant soft kisses on Alexia’s face. The moment that Alexia buried her face in his chest Stefan’s hand began its slow trip up her leg and under her short skirt.

When Stefan’s hand brushed over Alexia’s hard cock that was straining against her silky panties she issued another soft moan and allowed one of her hands to run over the lump in Stefan’s dress slacks. The lump seemed to increase in size when he did this.

Alexia turned her face upward to look her friend in the eyes, that’s Stefan gently attached his lips to Alexias and began to gently kiss him. Now Lex knew about kissing, it’s the only thing the girls he hung with allowed him to do. So he responded to Stefan’s kissing and allowed his lips to part and allow Stefan’s tongue to slide into his mouth.

The kiss ended and Lex/ Alexia had never been so turned on.

“What happens now?” he asked in a soft voice.

“If you are up to it I’d like to have sex with you,” Stefan responded.

“I don’t know what to do next,” Alexia admitted.

“Do you trust me? he asked Alexia.

“Yes,” was all Alexia could answer.

“Then please stand up,” her friend requested.

Alexia watched with wide eyes and a wildly beating heart as Stefan’s hands slid under her skirt and gently slid her panties down her legs. Her cock now free of its silky prison pushed against the front of her skirt and Stefan gently rubbed it before he stood up and removed his coat and slacks. Alexia could see that his cock was straining against the front of his boxer briefs.

Stefan embraced Alexia tightly and placed his lips on hers. As his tongue sought the inside of her mouth she could feel his hard cock pushing against his own rigid manhood and he became even more excited.

“Are you ready?” he asked.

“Yes,” was all Alexia could say.

“Good. Now get down on your hands and knees,” he requested.

As Alexia dropped to the floor she saw Stefan fish something out of his coat pocket. A second later she felt his fingers apply some wet and oily to his first backdoor. She forced herself to look over her shoulder and watched as he removed his boxer briefs and apply the same slick substance to his now exposed cock.

A second later he knelt behind her and pushed her skirt up and then felt the head of his cock slid between the cheeks of her butt and pause at her anus, Alexia issued a soft moan.

“Now I’m going to take your cherry,” he said in a seductive voice as placed his strong hands on her waist and pushed his hard cock into her virgin backdoor.

For Alexia, it was a combination of pain and pleasure as she felt his cock push into her and moaned loudly at the feeling.

It was when one of Stefan’s hands left her waist and encircled Alexia’s cock that caused her to moan the loudest.

“You like that, pretty girl?” he asked.

“Yes,” Alexia managed to say between her moaning.

Finally, after what seemed like hours, Stefan announced that he was going to cum and removed his hand from Alexia’s cock and placed it back on her waist. A heartbeat later Alexia heard him grunt and she felt him shoot into her ass. The sensation pushed Alexia over the edge and he emptied the contents of his cock in mid-air.

They collapsed on the floor and they cuddled with each other and exchanged gentle kisses. As Alexia felt Stefan’s warm lips against his cheek and neck she felt one of his hands running the length of her silky smooth legs and it sent shivers up and down her spine.

Eventually, Stefan left her side to use the bathroom and Alexia sat up on the carpeted floor. She could feel his semen leaking out of her butt and she shivered again. When he returned he began to redress and Alexia felt sad.

“Is that all?” she asked.

“Yes. This being your first time we don’t want to overdo it,” he said simply.

They exchanged cellphone numbers and Alexia was given a long goodbye kiss. As he backed his car out of the driveway she was already making plans for his next visit.

Published 3 years ago

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