It was one of the longest weeks of his young life that Marc could recall. When he wasn't attending his regular classes he was at baseball practice where continued to amaze his coaches and team members with his prowess on the ball diamond. When he was alone he thought about Charlene and couldn't wait to see her again.
Friday night was game night and the fans filled the bleachers to cheer their home team on. From his place in the outfield, he tried to scan the crowd in hopes of seeing Charlene's face, but the bright lights made it difficult. Besides, that would be too much to hope for.
It was an easy win for his team and it during the brief celebration that followed, Marc received a text. Suddenly celebrating their win seemed unimportant to the message he received.
"You need to go for a run tomorrow morning and the earlier the better. I'll meet you at the ball diamond," it read.
Marc's heart literally skipped a beat as he replied with a heart emoji. By the time he got home and headed to his room, he was so hard that he forwent the donning of his erotic lingerie and just stripped down and grabbed his rock hard cock. After flopping on the bed, he thought of what Charlene might have in store for him and he lost his load in no time.
Saturday morning was a repeat of last week except earlier. He showered and shaved and then donned his lingerie under his jogging suit. This time, he wore his padded bra as he was sure there was no chance of running into his parents. He then headed to the ball diamond where he found Charlene waiting. They loaded his bicycle into the trunk and then headed to the motel.
Once inside the room, Charlene excused herself and headed to the bathroom, when she returned she looked like a million dollars in a long flowing peach coloured satin robe. She lost no time in wrapping her arms around him and placing her lips on his and giving him a long passionate tongue kiss.
"I take it you missed me?" she asked when the kiss ended.
"You have no idea," Marc responded.
"Well, the feeling is mutual," she replied.
Marc's hand went to the zipper of his jacket but she stopped him.
"Later for that," she stated and took him by the hand and led him to the desk and bade him sit.
There laid out on the desk was an assortment of makeup, brushes, pencils and a long dark wig. Marc's cock became hard in its enclosure of his silk panties She had him sit on the edge of the chair as she dragged another chair over and sat on the end of her chair after parting her robe to reveal peach coloured panties and garter belt holding up sheer nylons.
Marc's knees were between her silky legs as she reached for a jar of makeup.
"Should I be taking notes?" Marc asked.
"I'll give you a list of what you need but learning to apply makeup is done by trial and error. Thankfully, I had an older sister that showed me the basics and experimented on the rest. I became so good at it that I helped the others on my squad perfect their makeup, It goes in this order. Foundation, Concealer. Blush, Highlighter, or Bronzer. Eye shadow. Eyeliner. Mascara. Lip colour," she announced as each new product was applied.
There was no mirror so Marc could not see her progress.
"So have you thought about my proposal of attending our college?" she asked as she worked.
"Quite a lot. I'm still not sold on the idea of living on campus and sharing a room with anyone," he responded.
"That's only for the first year, but star athletes are not subject to the rules of regular students. It could be arranged for you to have a room to yourself, but since I live a few minutes from campus I don't think you'd be spending a lot of time in your dorm," Charlene stated.
"So then this is not a one-time only thing?" he asked.
"I've been waiting a long time for someone like you to cross my path. So no, this not a one-time thing," she responded.
Marc lost track of time as Charlene worked on him. Finally, she slid her chair back and stood up and reached for the wig and placed it on his head. She then stepped back and examined her work.
"Un-fucking-believable," she said in a soft voice.
She then took Marc by the hand and told him not to look up as she led him to the large mirror on the closet door.
"Now you can look up," she said as she stood behind him.
Marc slowly raised his head and was speechless at the sight before him. The reflection showed a very pretty high school girl wearing his jogging suit. Charlene then reached for the zipper of his jacket and slowly drew it all the way down until just a hint of his black silk and lace bra were visible in the opening.
As Charlene slowly removed his jacket the feeling the hair of the long brunette wig falling on his neck and shoulders caused him to shudder as a jolt ran through his body. Charlene's hands then snaked around his waist as she pushed her breasts into his back and untied the rope to his slacks and began to slide them down.
Slowly his garter belt and tiny panties were revealed as well as his nylon covered legs. She then helped him step out of them and instructed him not to move. While still on her knees she reached into the closet and withdrew a shoebox and removed the lid. Marc glanced down and saw a pair of black patent high heels nestled in the tissue paper.
Charlene then had him lift his right leg so she could slide one of the heels on his nylon covered foot, it was a perfect fit. She performed the same thing on his left foot and finally rose. Marc could not believe how great they felt and made his legs look. High heels were an item he had not considered as they would be too difficult to hide, plus he had no idea how to walk in them.
"You look so fucking hot," Charlene said planting kiss on his cheek before she walked over to the bed.
Marc placed his hand on the wall to steady himself as he admired Charlene's work. He never imagined that he could look this good.
Charlene slowly and seductively removed her long flowing robe and then ran her hands over her body.