All participants in this fantasy are over 18.
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I have a thing for cheerleaders, I always have. I could watch them for hours.
My daughter-in-law, Jordan (everyone calls her Jo) was a cheerleader in high school. In fact, she was captain of the cheerleading squad her senior year.
I didn't know her, then. She became a part of my life when I married her mother-in-law. We're not blood-relations, she would be technically my step-son's wife, or step-daughter-in-law. But, we don't use the 'step' adjective here ... we're all just one big happy family.
I'm not a handyman by trade. I hold a regular job. But, I am pretty handy with home repairs and such. It is not uncommon for everyone in the family to bring me their broken stuff to fix. I'm also pretty handy with a needle and thread. (I learned the basics of sewing at home, but honed my skills in the Army - sewing on uniform patches/buttons and such.)
That's enough background. One day, Jo called me and asked me to come over - and bring my needle and thread. I told her I'd be over right away. When I got there, she was waiting in her bedroom - and hollered out that I should come back to where she was. When I got to the bedroom door, I was surprised by what I saw...shocked, stunned, and amazed.
Jo was standing with her back to the door, in front of her mirror trying to fasten a cheerleader skirt around her waist. She was naked above the waist and I could see her tits in the mirror. This was the first time I'd seen her naked breasts. I have no idea of bra sizes, but Jo wasn't overly endowed. If I had to guess, I'd say A or B cup and she is a very slender woman.
Anyway, I cleared my throat so she'd know I was there and she said, "Come closer, I need you to move this button a bit so I can get this skirt fastened."
I was intrigued. I had to ask, "Why are you putting on your old cheerleader uniform?"
"It's dress-up day at work. I've been bragging about being back to my high-school size after the baby was born, and now everyone wants to see me in my old high school cheerleader uniform. But, I can't get it fastened."
I have to tell you - at this point, I was excited. I had a partial woody just from the tits. And, I was gonna have to touch her skin at the waist-band of the skirt to see how much to move the button. My hard-on was getting harder just thinking of the possibilities. I walked closer and asked, "May I?" indicating with my hands that I needed to touch her.
"Yeah, go for it. I knew some touching would be necessary when I called you."
I tried, really I did, to maintain a business-like air as I grabbed the waist-band of the cheerleader skirt and adjusted it to where it would fit her waist. The backs of my fingers brushed her skin above her hip. My hard-on got harder. In fact, it was pretty obvious at this point. If she looked at my crotch, she would notice. And, since my hands were occupied, there wasn't much I could do about it. So, I kept on working on the waist-band. I was taking my time. (I wanted to do a good job. Yeah, right, I wanted to prolong the contact with her skin.)
It was then I realized. Where my fingers were, I should be able to feel the elastic of her panties. Nothing. Nothing but skin. I didn't think my cock could get any more erect, but I was wrong. I took a straight pin from my kit and marked where the button would have to go and stepped back and said, "Now you have to take it off so I can move the button."