05/10/2019
After my young friend Kyle got out of bed, he said he would get dressed and head back to his room to take a shower and change clothes, so I said I'd make a quick trip to a Walgreen's a couple miles away because I needed a new 64gig SD card for my laptop. He smiled and looked at me sitting there in my little Daisy Dukes, high heels and white T-shirt without a bra, and asked me if I was going to the store like THAT. I felt like having a little fun with him, and I told him no, I'd change out of the T-shirt, and he went to his room. Once he left, I took off the T-shirt and looked in the closet and found my secret weapon, a plain white very thin short sleeve button-front blouse with a strategically placed chest pocket in front of each breast, put in on and tucked into my Daisy Dukes, then buttoned up over my bare breasts. I walked into the other room and checked the look in the mirror, and it looked HOT, the material was very thin but the pockets hid just enough but left no doubt that I was going braless. I grabbed my purse and the Porsche's keys and headed down to the lobby, sharing the elevator with 2 men, both looking but trying to hide the fact that they were looking, and I waited a bit to allow them to get outside near their cars before I went out, I wanted to show off a bit, so I moved quickly with my stilettos clicking and my firm breasts doing their little jiggle as I walked to the Porsche. I got in the driver's seat, put the top down and drove off down the road to the Walgreen's. Once there, I walked in and looked around for the SD cards, but couldn't find them, so I asked a guy that worked in the Pharmacy and he came out from behind the counter and led me to where they were locked in a display case, and got me the one I needed. We walked back to his counter and I paid him and went back out to the Porsche, and I thought I'd call Kyle, and I told him I was on the way and to meet me in the parking lot. I pulled in and he was waiting, and got in the passenger seat, took a look and said "damn, Kelly, you could read the newspaper thru that blouse", and I pointed to the pockets in front of my breasts and told him all good, and asked if he liked the blouse. He said it looked really hot, and I said let's get some lunch, and I ended up stopping at a nice Mexican place that had an outdoor patio and bar with a couple pool tables and ping pong tables. We played a game of pool as we waited for our lunch, and a nearby table of about 7 or 8 businessman types in nice suits were watching pretty intently, my long, tan and toned legs looked great in my Daisy Dukes and high heels, and then there was the braless thing, so that was pretty fun being watched. After lunch we stopped at a frozen custard place to get an ice cream, then I asked him if he'd like to accompany me for a little shopping at the Millenia Mall, about a 20 minute drive, but first we'd go back to the hotel to change outfits, as the Millenia Mall is decidedly upscale, and after the shopping then we could just go out for a while, dinner, dancing, whatever. So I drove us back to the hotel, we each went to our own room, but I asked him if he'd like to pick out something for me to wear, and he seemed really into that, and said he'd be back in 5 minutes. I was feeling like I wanted to show off a bit, so when he knocked at my door, I let him in wearing only my stilettos, nothing else, and he was really liking that. I walked to the closet with him and told him to choose something sexy, and I'd wear it. He spent a few minutes sorting thru my dresses, miniskirts and blouses and finally handed me a mid-thigh length dark gray miniskirt and a light silver 3/4 sleeve button-front blouse, one of my favorites, very thin material, not too loose or too tight, nicely fitting and displayed my braless breasts very nicely. I told him he'd chosen well, since I was in the mood to show off a bit, and he needed to accessorize it a bit, so I showed him in my carry-on and he selected a black leather belt with silver buckle and a black pair of VS silk bikini panties, so I stepped into the other room, got dressed and came in for him to check the outfit out. He said it looked super hot, so I told him I was ready to roll, and we headed to the door, but at the last second I stopped him and reminded him that I was feeling really aroused, so I pulled my panties down, stepped out of them and put them back in my carry-on, the we walked out the door. Once I started driving, he couldn't stop smiling, looking over at me as I drove in the traffic, and he had his left hand on my right leg as I drove. We were coming up to a red light and I was in the left lane, and purposely pulled up right next to a tractor trailer, and he took his hand away but I told him to keep feeling my leg, even to the point of moving up my miniskirt because I knew the trucker was watching. It was a pretty long light, so the guy got a good long show and Kyle had his hand up my miniskirt and on my landing strip, the driver put his window down and said "great legs, bet she's got some sexy panties too" to Kyle, and Kyle looked up and told him I didn't have any panties on, and the guy told him, "you're gonna have a great night, bro", then the light turned green and off we went. That was pretty hot, and a couple lights later he rolled up next to us again, and this time I looked up at him, smiled, and said "no bra either, and we are going to have a great night", I think he was as turned on as Kyle and I were, then the light turned and that was the last we saw of him.
Once at the Millenia Mall I pulled up to the valet and we walked into the Mall, it's very nice, and since it was Friday around 5PM, most of the people in the Mall were very well dressed, so my outfit fit right in, there were other women in short dresses and miniskirts and I kinda wondered if there were others not wearing any panties or bra like I wasn't. Kyle had his arm around my waist as we walked, and my nipples were at full attention, and I felt SO sexy walking in the crowd knowing guys could easily tell I wasn't wearing a bra, and that I was only a couple inches from showing off my tight little butt and pussy. I didn't try on any clothes, but since I was in the show-off mood I saw a really sexy pair of black 4" stiletto heel ankle strap sandals I decided to try them on, especially when I saw the guy in the store was about 40ish and nice looking. I went in and asked if he had them in my size, which he did, and he went into a back room to get them as Kyle stood about 20ft away. Once he came out, I took off my stilettos and he put on the left shoe, then the right, and fastened the ankle straps for me, so he'd got a good look and feel of my bare legs, but I'd kept my legs together and I stood up and walked around a bit, then went back and sat down and he came over to ask how they felt. I told him I liked them, and he could box them back up and I'd take them. So, I extended my left leg out, he unfastened the strap and took the shoe off, then put my stiletto back on, then moved to the right, and I extended my right leg out and to the right just enough to give him an "unknowing", lol look up my miniskirt to my bare landing strip, I kept my leg in that position as he unfastened the strap, removed the shoe and replaced it with my other shoe, so he got a nice long look. I got up, walked over to the register to pay, thanked him and left, noticing that telltale bulge in the front of his pants, I wondered how many times he'd had that view, I'm sure I wasn't the only one, but I hoped I was the best, lol. After that we left, and I told Kyle what I'd done just as we were waiting for the valet to bring the Porsche up, and said that he hoped he could find a girl that had the balls to do that, and that he found it sexy as hell.
Once we got the Porsche from the valet, I decided to drive out to Lake Buena Vista to Downtown Disney, where there a lot of restaurants, clubs and a big group of movie theaters, and after the 20 minute drive I pulled into the parking garage and parked, then we made the 15 minute walk inside the area. Another fun and sexy walk, nipples still at attention and stilettos clicking as I walked, I just love the way my breasts don't bounce, but stay firm with just a little side to side jiggle, just shows that C or D cup girls like I can go braless if they keep in shape, and I work out daily. I'm very proud of my body, but the part I'm most proud of are my breasts, and I love it when guys notice and appreciate how full and firm they are when I go braless, I enjoy showing them off. Kyle was pretty much telling me the same thing, he's an admitted breast guy/leg guy, so I've got him covered either way. To be continued...