What started as a dare earlier in the day was now fifteen minutes from becoming something completely different. I could feel my palms sweating and I was already perspiring from nerves despite the fact I had just showered. My roommate Sue had teased me the entire time she was polishing my toenails but she also reminded me she'd be right there in the shadows if I needed her. I guess I should explain quickly how I came to this point.
Sue and I had been shopping at the mall earlier when we ran into Jay, a friend from school who we both thought was cute. We're all juniors in college and Sue and I have an apartment with another girl off campus while Jay lives in the dorms. We hung out together and then Jay suggested we go out back and we shared a joint. Pot always makes me horny and giggly but we knew Jay was off limits. While both Sue and I are pretty, he's on the football team and has been dating one of the cheerleaders for two years.
We finished the joint and all of us were feeling it when Jay dared Sue to do something. She blushed and said "no way" and then he turned to me wondering if I had the nerve. I asked him what was in it for me if I said yes and he said "anything". Sue looked shocked that I would go for it but I was willing and I told Jay that if I did it he was to come to our apartment the next day and be our "house boy" from noon until 8 PM and do whatever we asked. Now it was my turn to look shocked when he agreed. I had every intention of fucking him despite him having a girlfriend.
My dare was simple. Both Sue and I were wearing short skirts and snug tops. Sue was braless but I couldn't do that, my 34D's caused quite a commotion even with a bra on. I was to remove my panties and Jay would take me to a shoe store and I was to have whoever he chose fit me with a pair of high boots. That included having my foot measured which would surely expose my neatly trimmed bush to the sales person. It was silly, kinky and maybe immature but we were all buzzed at the time.
We walked through the mall and Jay was very selective. He almost settled on a gothic looking girl with her eye pierced as well as about 10 earrings in her ears but then he pulled out at the last second and found someone else. The mall was near campus and on a Saturday many of the workers were college students. Jay managed to find a guy I guessed to be my parents age (mid 40's) in an exclusive shoe store. I almost backed out now. I thought it was bad enough I was going to show myself to another kid my age, but this guy was like my dads age. It seemed too much but then Jay reminded me that he made a wonderful slave if I had the nerve. I had the two of them surround me and I lowered my panties and dropped the tiny wet garment in Jay's hand. "Get ready slave boy," I said in a daring voice.
I guess the dare took only ten minutes or so but a lot happened in those ten minutes as Jay and Sue wandered around the store making sure I went through with my end of the dare. The poor sales guy gasped when I lifted my foot to put it on that measuring thing, the one with a stool on it where the guy sat and you placed your foot on the thing that measured you. His eyes stayed on my exposed crotch and he measured my bare foot and told me he'd return with the boots. He did and he slipped a little nylon thing over my feet. He was actually touching my feet in a very erotic way. I tried on the boots and sat back down and as this older guy squatted in front of me I couldn't help noticing the outline of his dick along his thigh and it looked huge. He took my foot and let it "accidentally" touch that bulge and we both seemed to shutter. My pussy was tingling and I knew it had to be the pot because I wasn't really attracted to older men.
I thanked him and told him I loved the boots but they were too expensive ($300) and he held my naked foot and he quietly told me I had the sexiest feet he'd ever seen. I laughed nervously. After all, no one had ever mentioned my feet when they talked sexy to me. He was still holding my foot and I began to get a bit nervous. He sensed it and let my foot go immediately and once again my toes brushed the snake in his pants.
"If you let me play with your feet, I'll give you these boots," he said. I should've run out of there but I loved the boots and I was definitely curious about the huge bulge I had touched twice already. "Explain," I said.
"I'll bring the boots to you tonight. Just give me 30 minutes to play with your naked feet. I promise I will only touch your feet but you have to let me do what I wish with them. Then I go and I leave the boots behind" he was as uncomfortable as I was but I couldn't believe I was considering it. "I don't know⦠what do you plan on doing to my feet?" I giggled again nervously.
"I promise you will enjoy having your beautiful feet worshipped" he said and handed me his card. "Think about it. 30 minutes for $300 boots. I get off at 7:30. Call me here if you're interested" and he stood up and held the box over his bulge and quickly walked into the stock room.
My friends were in shock at how bold I was and Jay was scared now. I reminded him that he better be over 12 sharp the next day for his end of the dare. He kissed us both on the cheek and left. We walked the rest of our buzz off and headed home. I told Sue what the guy had said and what he had offered. She seemed excited and said he was definitely a sexy older guy and I should do it because the boots were amazing. Our other roommate Beth was gone for the weekend so after considering the idea for over an hour after we got home, I picked up the phone and called Steve (the shoe salesman) and I could hear the excitement in his voice. "Black or brown?" He asked. I didn't even realize he was talking about the boots. Finally I whispered black. I told him we had a cop that lived next door and he would be home so "no funny stuff" but Steve reassured me and to be quite honest, I didn't feel a threat of bodily harm.