Dressing Jaymee - Chapter 3 - Meeting Jaymee - Sex Stories

Dressing Jaymee - Chapter 3 - Meeting Jaymee

... deep purple box. She opened the box and lifted out a long platinum blond wig that she had previously styled into a super straight flat-ironed look with a side bang. “Wow,” Jeff exclaimed, “is that for me?” Cate smiled but didn’t respond. They both knew it was for him. She asked Jeff to pull the chair closer to the mirror. She stepped in front of him and straddled her naked body across his lap so he could no longer see his reflection. Facing him, she didn’t say a word; she just looked him straight in the eyes and smiled as she brought the wig atop Jeff’s head. She gently adjusted it and asked him how it felt. Jeff smiled and said, “It feels fine.” Jeff watched Cate as she continued to adjust the wig. He couldn’t believe this woman was about to dress him. He was surprised at how close and comfortable he felt. Cate was still straddling him naked on his lap so he decided he’d gently rub a finger through her pussy without penetrating her. Cate locked eyes with him and responded to his finger with her hips. He licked his finger so he could taste her again and then pulled her close to kiss her. Cate laughed a sexy giggle and pushed back gently to stand up. “I’m not finished,” she said. Cate grabbed her make-up bag and began applying the foundation to her new blonde friend. She massaged it into his smooth face until flawless. She continued with Jeff’s eyes. She knew Jeff liked lots of dark, smoky eye make-up and gave him a dramatic and seductive application. She contoured his cheeks ...

... with the bronzer and took her time defining his lips with a deep red lip liner and matching creamy lipstick. Still straddling him, Cate adjusted the wig one more time, softly brushing it and spraying it to finish with the hairspray. She leaned back a bit and looked at her creation. He was gorgeous and she couldn’t help but smile. “What…” Jeff smiled. “I really want to see this,” he said. “Not yet,” Cate said. She told him to turn the chair around and stay put. She ran out of the bathroom to get their shopping bags they had accumulated earlier that day. She pulled out the black bustier, garter, straps, g-string, and stockings. With Jeff’s back to the vanity mirror, she stood in front of him. Jeff was still sitting and she started to pull the stockings up his smooth legs. She stood him up and pulled the g-string up his body placing his cock, as best she could, inside of it. She wrapped the bustier around Jeff’s chest, buttoning the clasps along the front of the lace ensemble. She stretched out the garters and moved around his body to attach them to the stockings. Jeff looked up to peek in the mirror and saw his reflection for the first time while Cate was finishing with the garters. He paused and questioned his appearance with disbelief. He had been dressing himself for years but had never achieved a result like this. Cate stood back as she noticed the look of astonishment in his eyes. She gave him a few minutes to process his new look. “What do you think?” she eventually asked ...