03/10/2019
Just as Nick and I were getting in the Porsche, he got a phone call from his mother in Boca Raton. Unfortunately it wasn't good news, his father was just taken to the Hospital under cardiac arrest, not good at all. So, obviously Nick had to get there ASAP, so that ended our plans for the evening, I told him I hoped his dad would be OK, he went back in to get packed and I left, headed back to my hotel. On the way I noticed one of the buttons on my blouse was pretty loose and would need to be re-attached, but I had no sewing kit, so if I was going out later I'd need to change into a different blouse. Once I got back, I headed up to my room and again ran into the cute 18 year old guy, Kyle, in the elevator, and I told him what had happened with Nick's dad, and he said it was a waste of a very sexy outfit. I showed him the loose button and said I'd have to change anyway, but figured I'd just stay in, and we got to our floor and each went to our own room. I got in and decided to call my boyfriend David, and told him the whole story also, and he asked me if I found Kyle attractive, which I did, and then we both thought about the what-if's there, as Kyle had admitted the other day that he was a virgin. I'd been a virgin and had made out with guys in high school but nothing more until I had my first sex with a neighbor my father's age at 17, and I've always been very thankful of what he taught me, he knew my body better than I did, and taught me how to enjoy sex and also make the guy I was with enjoy it too. So, with that thought in mind, we said our good nights, as Dave (who is a Doctor) was on call and had to leave, and I thought I'd call Kyle, just for kicks. I called his room and asked him if he's like to help me salvage the evening, and he quickly agreed, so I told him I'd change my blouse and knock on his door when I was ready in about 10 minutes, and to put on something nice. I took off the tan blouse and put it back on a hanger, then chose my sexiest 3/4 sleeve white button front blouse, barely legal and perfectly fitted to show off my perky nipples, not too loose or too tight, and it looked HOT as I buttoned up and tucked it into my short miniskirt. I was just leaving, but I decided at the last second to take my black VS panties off, and tossed them on the bed. I knocked on Kyle's door and he was pretty much at a loss for words when he opened it and saw me, he just said "wow", I laughed and into the elevator we went. He said he liked my perfume (it was Jo Malone French Lime) and I'd put a little dab on the bottom of each breast before I'd buttoned my blouse, and I told him that, he had the biggest smile I'd ever seen. We got in the Porsche and I started driving, not sure where we'd go, and I asked him how far he'd gone with a girl before, he was a bit embarrassed when he told me he'd felt up a girl's legs, and her breast over her bra, but that was it. I told him of my first time and that I thought it was a much better experience to have sex the first time with someone who actually had sexual experience, and asked what his thoughts were on the subject. He agreed I was probably right, and said he wished he could find a girl like me to show him the fine points of sex, and I told him that was the problem, he needed a woman, not a girl, and I said I'd like to be that woman if he wanted to give it a try. Again, huge smile, so as I was driving I took his left hand and put it on my right thigh, and he felt down my leg past my knee, then back up again, commenting on how smooth and soft they were. I looked over and saw he was pretty erect, so I asked him if a girl had ever seen or touched his penis, he said one had felt it, but that's as far as he'd been, so I reached across and patted his erection and told him we'd have to change that tonight. Since he was 18 and legal, I stopped at a pretty busy hot spot on International Drive, parked the Porsche way out back, and when we got out I looked around and a good time to give him his first feel of a bare breast, so I unbuttoned my blouse to just above my waist and told him to have a feel, which he willingly did, his exact words when he put his hands on my bare breasts were "holy s**t, those are awesome", then I buttoned my blouse back u and we went inside. By then my nipples were in full show-off mode, and I saw several guys checking me out, legs up to my chest, and I enjoyed it. Kyle had noticed too, and I told him not to worry about the other guys, because I was leaving with him and all they could do was watch. We managed to get a nice booth on the side of the dance floor and he slid in beside me, then we ordered some sandwiches and a drink, then I wanted to dance a bit, so onto the dance floor we went for about 10 minutes, then back to the booth. He told me it was driving him crazy how hot I looked in my miniskirt and stilettos, even more so because I was braless and had the confidence to do that. I asked what he thought of my breasts since he'd felt them, and he said it was pretty impressive how firm they felt, and he thought the way they jiggled just a little bit when I walked was sexy. At that time I was on his right side in the booth, and I whispered in his ear that I'd decided to go commando too, and that he should sneak a quick feel up my miniskirt, so his hand went immediately up and onto my perfectly trimmed landing strip, and again, that smile from him. At that point I figured it was a good time to head back to the hotel, so out to the parking lot we went, when we got to the Porsche before I got behind the wheel I walked up to him, hugged him and made sure to grind my pussy against his erect penis for a minute, then we got in and I drove off. I felt like we'd match up pretty well, in my stilettos (4"heel) I was almost his height of 6'. Once back in the hotel parking lot, we went in and onto the empty elevator, then quickly to my room and King bed, held and kissed a bit then I told him to undress and get in the bed, which he did with a raging and very nice erection. I went into the other room, took off my blouse and miniskirt and walked in and stood beside the bed in only my stilettos. I told him I'd teach him how to enjoy the female body and have sex with a woman that would make her want more, he got out and felt my tight belly and ass, ran his hands up and down my legs and then to my pussy, and I told him to taste me. First he put each nipple in his mouth, kissed my breasts then I guided him to my pussy and he got his taste, after which I took off my stilettos and laid on the bed. I told him to get in beside me, then I pulled him on top of me, and he said he'd get his condom out, so I told him we wouldn't need that tonight since I wanted him to get the experience of climaxing inside a woman. He was rock hard and I had one hand on his shoulder and his penis in the other as I rubbed his erection against my wet pussy, then held it as I rotated my hips upward to draw him into me slowly. I released my hand and lowered my hips, pulling him down into my pussy and told him to just relax and get used to being inside me, and we kissed a bit, then I began moving beneath him, and encouraged him to begin thrusting into me as I met his thrusts. I asked him how it felt, he said it was incredible and I told him he was doing great, I was enjoying the sex as much as he was. After a while he pulled out, still very erect, so I had him lie back and I got on top facing him, and he held my breasts as I rode him, them I got back in missionary and after a few more minutes he exploded inside me as I climaxed along with him. We laid there a few minutes, then I had him pull out to see his cum dripping from my pussy, and I asked him for his thoughts. He said it was the most incredibly erotic thing he could ever imagine, and I told him any girl he'd ever date after tonight would be begging him for more. He said he should probably go, but I told him he should spend the night and that morning sex was always a fantastic way to start the day, and since tomorrow was my last full day in Orlando and I had no scheduled meetings, we could spend some time together and "study" a bit, lol. He said he'd love to, then we snuggled up together and went to sleep, still both of us naked and flushed from our sex. To be continued....