Cal couldn't believe what he had done, he just tongue kissed his best friend and he liked it. Maybe it was a result of the makeup and lingerie that his friend had dressed him. Whatever the reason. Cal really liked it.

"So are you ready to fuck this pretty girl in the butt?" His friend, John asked and Cal asked himself the same question.

When his friend John suggested it, Cal was not put off as he thought he'd be. He knew about anal sex from the videos on the internet but was he ready to do it for real? Cal had already removed John's sheer robe and tiny panties and couldn't believe how great John's legs and butt looked.

Cal gently pushed his friend toward the makeup table where he attempted to bend him at the waist, but Cal felt resistance.

"What's wrong?" Cal asked.

"I don't want a girl to fuck me I want a man," was John's answer.

Cal headed to the bathroom where he found all the cleansers needed to remove his makeup. He removed his wig and lingerie and then scrubbed his face. His male side seemed to magically reappear. Then grabbed a bath towel and returned to the bedroom where he found John leaning against the table facing him.

Cal dropped his towel to reveal that his cock was still rock hard and glistening with the lube that had been applied.

"You want this?" Cal asked as he approached his friend.

"Oh yes. Come on, baby. Put it in me," his friend said in a breathy whisper.

Cal spun his friend around and bent him at the waist after placing both hands on the tabletop.,Cal then placed his left hand on John's waist while he used his right hand to direct his stiff manhood toward his friend's magnificent raised ass. John issued one of the sexiest moans he had ever heard the moment the head of Cal's cock touched the crack of John's raised ass.

"Fuck me, baby. Fuck your little whore." John requested when he felt the head of Cal's cock against his little pucker.

Cal gently began to push himself into John's body. The moaning he gave was among the sexiest Cal had ever heard and it sounded one hundred percent female. The reflection in the mirror showed the face of a stunning blonde with her eyes closed and her ruby red lips parted and a pure ecstasy is written across it.

After what seemed like hours before Cal felt his balls banging against John's butt.

"Are you OK?" He asked his friend.

"I'm better than OK," John responded between moans.

Cal began a gentle in and out motion. It was the same movement he used when having sex with one of his girlfriends. Between the reflection, the moaning, and the scent of perfume, it didn't take long before Cal felt his orgasm approaching.

"Joanie, I'm going to cum," Cal announced using the name that John had chosen.

"Good. Now fuck me harder and fill me up," was the response he heard.

Cal increased the speed and intensity of his ride until he issued a low moan and emptied the contents of his balls into Joanie's butt and at the same time John's hard cock lost its contents against the front of the makeup table. 

Cal released Joanie's waist and slid to the floor as his knees were shaking, he was joined by his friend.

"That was fantastic, even better than I imagined it would be," John aka Joanie said as she cuddled up against his friend.

Cal didn't respond as he was busy trying to wrap his head around what had happened. He had just fucked his long-time friend that that was dressed and made up as a girl and he liked it.

"You OK?" John asked.

"Yeah, I'm OK," Cal finally responded. "I do miss the feeling of the lingerie."

"Well, there is always tomorrow," John responded.

"What will happen tomorrow?" Cal asked as he stood up and began to redress

"You will have to wait and see. Just be here early," John added as he kissed his friend goodbye.

Later that evening as Cal crawled into bed the memories of the day came rushing back to him. He recalled how great he looked under his makeup and how great the lingerie felt against his skin. These memories cause his cock to stir and become hard. he removed his PJ bottoms and then flipped back his top sheet and blanket before he grabbed his stiff manhood.

He thought about how great John looked in his makeup and lingerie and he began to masturbate. In his mind's eye, he saw John sans robe and panties leaning against the makeup table. He recalled approaching him and pushing his hard cock into John's butt amid some of the most erotic moanings he had ever heard.

As he lost his load onto his flat abdomen he once again wondered what tomorrow would bring.