06/10/2019
As Kyle and I were making the 15 minute walk into Downtown Disney from the parking garage, he was telling me how hot it was when I gave the guy in the shoe store an upskirt look when I tried on the stiletto sandals, and he asked if I was sure the guy actually saw that I wasn't wearing any panties. I told him there was absolutely no doubt, because as I was paying for the shoes he mentioned that I'd made his day by trying them on, and I asked him if that happened often, and he said not very often, but sometimes, but that was his all time best. Kyle said he's hoping to find a girl with the balls to do things like that because it really turns him on. Personally, I think once Kyle dates a few girls and gets them in bed, he will have them lining up in droves because he's very good in bed and I'm proud to have been his first sexual experience, and I hope he's learned a lot from me. Once we got to the club we were going to, we made our way to a high top table off to one side of the stage and ordered a couple drinks, I stuck with Ice Tea because I'd be driving. Just sitting there we were talking about me being out in my short miniskirt, tall stilettos and flimsy blouse with no bra or panties and being perfectly comfortable with that, and he made the point that my nipples were pretty erect already. I told him that was a good thing, because I was feeling pretty naughty and felt like showing off a bit. A few minutes before a group of 4 guys, probably early 30's, had sat at a low table right across from ours, maybe 15 feet away, and Kyle noticed they were looking at my legs, which at that point were crossed. That was all they could see at the time, so I told Kyle I was going to make a trip to the ladies room so they could get a better look, and when I got up, I walked by right next to their table, so I'm sure they got a full view of my legs, and also most certainly noticed that I was definitely going braless, and I gave them a smile as I walked by. After a couple minutes I came back in, again right past their table and sat back in the same chair, again crossing my legs. For probably the next 15 minutes or so as Kyle and I talked, the 4 guys were looking my way pretty much nonstop, so I told Kyle I wanted to give them a look, and I'd do it just before we went out to the dance floor. A couple minutes later the band was doing a song I liked, so I uncrossed my leg, giving a seemingly accidental log look at my landing strip as I stood up and adjusted my miniskirt while waiting for Kyle to come around the table, then we went out and danced a few tunes. After that, we went back to the table and I sat back in the same chair, turning it just enough towards their table so they got another look as I crossed my leg again, and after about 10 minutes we decided to head back to the hotel for another night of hot sex. As I got up, I turned the chair again, giving them a last look, then walked out right next to their table, and all 4 guys were smiling broadly, so I smiled back and said "I hope you guys enjoyed the show!", and walked out with Kyle holding my hand. Once outside the club, Kyle said he was really turned on by that and he moved his hand up from around my waist and felt my right breast thru my blouse giving my erect nipple a little squeeze as I walked. I noticed that a couple guys walking the opposite direction had seen that, and I smiled as they walked by. After the 15 minute walk we were back to the Porsche, and I noticed Kyle was quite hard, and I felt the front of his pants, then took a long look around because I was getting an idea. I didn't see anyone nearby, so I asked Kyle if he was up for something public and naughty as I was unzipping his pants, and I took his hand and led him behind the Porsche. I leaned back against the car, pulled his pants and boxers down, and pulled him close, pulling up my miniskirt and guiding his rock hard penis into my pussy, but I asked him not to thrust, but just stay inside me for a minute, which he did, then I had him pull out, I pulled my miniskirt back down, pulled his boxers and pants back up, zipped him up and got back in the drivers seat to drive us the 20 minutes back to our hotel.
During the drive Kyle was saying how aroused he was and it really turned him on being with a really confident woman who wasn't afraid to do some erotic things. Once back at the hotel, we went straight to the elevator and up to my room, and he was all over me once we got inside, I unbuttoned and removed his shirt, then his shoes, socks, pants and boxers as he unbuttoned and removed my blouse, unfastened my belt, unzipped and removed my miniskirt, then I stepped out of my stilettos and got in the king size bed, on my back with my legs spread, ready for that erect and hard young penis, and I told him this was all on him, he could do me any way he wanted to. As he got on top, he was going pretty slowly as he rubbed the tip of his penis over my landing strip and down to my entrance, kissing me as he did, then he pushed fully into me, first thrusting slowly, then moving faster and with more force, apparently the evening had really given him inspiration. He pounded away at my pussy for about a half hour before we both climaxed together, and he pulled out and watched his cum dripping from my pussy as he laid beside me. After a couple minutes I got on top facing him, grabbed his hands and put them on my breasts, then guided him back inside me, he was already hard again, and rode him for a while, then rolled back onto my back with him still inside me as we went for probably another hour or so before we climaxed again together and I felt him release like a fire hose as he came inside me. After he pulled out and laid next to me he said he thought the most erotic sight a guy could ever see was watching his cum dripping from a woman's pussy after sex. He had really unloaded on me, the only time I'd ever had a man cum that much was with my boyfriend David, who does every time we make love, but no other guy had been even close until now. I actually feel sorry for Kyle, because I doubt any of the girls he dates after this will let him cum inside them, or even have sex without a condom, and that would be a shame. After a few minutes we fell asleep, and I didn't set an alarm because I had a late afternoon flight the next day, so I figured we could have another round before I showered and got dressed for the flight back to Detroit. I woke up the next morning just after 10, and Kyle was still sound asleep, and after checking under the sheets, he was still hard so I decided to get David on my laptop. I was telling Dave all of the adventures from last night, and Kyle woke up, and I said I'd noticed he was hard again, and Dave asked if he was ready for another go, and he said absolutely, so I positioned the laptop so Dave could get the best view of the action. Then Kyle got on top of me, gently pushed his penis into me and began to thrust in and out of my willing and tight pussy, and I put my hands on his waist and rotated my hips upwards to meet his thrusts. I was looking at Dave on the screen and he said I looked like I was really enjoying the sex with Kyle, and I told him I was, as I continued to move beneath him. After about 40 minutes, Kyle and I again climaxed together, and I felt the strong spurt of his cum deep inside me, and he pulled out and I made sure Dave had a good view of the creampie dripping from my pussy. Dave said that was really hot, then he signed off to go to the Hospital for his shift. Kyle was pretty proud of himself, and rightfully so, and I noticed he was hard again, so I told him we could go one more time, then I had to shower, get dressed and packed and check out before I returned the Porsche. He was all to happy to oblige, back on top of me and slowly thrusting in and out, this time we both came in about 15 minutes, and I got up to take a shower. He came in and talked to me as I showered, and I even let him help me shave my legs and trim my landing strip, then he dried me off. He asked what I'd be wearing for the flight back, and I told him I'd wear my same favorite black 4" stiletto heel pumps and I put on a black pair of VS silk bikini panties, a pair of very nice black pants and a black long sleeve button-front silk blouse, the outfit looked sexy, but not too flashy, the blouse fit nicely but didn't really hide my nipples too well, since I was again going braless, but I'm good with that. I finished packing my carry-on, and I was ready to check out, so Kyle went down with me, pulling my carry-on then taking it out to the Porsche for me, then we said our god-byes, and he told me he really appreciated me teaching him the fine points of the female body, and how to sexually please a woman, and I told him it had been a great experience for me also, then I got in and drove off. As I drove to return the Porsche I was thinking that Kyle had really been a stud, it was hard to think I was the first he'd ever had sex with, but I know I was, but I'm sure I won't be the last. Not the last, but I hope the best.