My First Time With A Man
I have never in my life been as nervous as I was, last night. I had come to Vegas with the usual sissy fantasy of meeting a real man who would let me dress up sexy and have his way with me, and had even spent the last few months creating an online profile to flirt with men to better the chances of such. Typically, the online venture was disappointing; either I'd only hear from guys who were dumber than a box of rocks, or I'd have one really great chat with a man I was actually interested in, and he'd move on or just disappear. So, even though I had really tried, I pretty much had accepted that I was going to finish another trip to Vegas by myself.
But then, there was this one guy...he had originally contacted me almost two months before, wondering when I would be visiting Vegas again. As it turned out, he had paid attention; he contacted me again a day or so after I'd gotten to town. His profile only had dick pics, no face shots...I mostly intended to just flirt with him. As I began to realize that he was serious about meeting, I began to get more and more intrigued. I finally decided to go ahead and do it, and invited him to my room. I got dressed up and did my makeup in a state of bliss, relishing in the sexy femininity of what I was doing. But then, he ended up having to cancel, asking for a raincheck until the next day. I'll admit that although I was disappointed, I was also quite relieved. It had made me so nervous, knowing that there was a REAL MAN out there who knew where I was, what I was, and wanted to come and get him some...what if he really wasn't nearly as impressed with me in person as he was in my pics? So I relaxed and spent the night alone, being my own little stress reliever.
The next day, I checked into a new hotel downtown, did some shopping, then came back to the hotel and messaged him. Sending him a pic of the view from my 19th-floor room, I asked him if he'd ever been given a blowjob with such a great view. He told me it would be "1-2 hours" before he could make it over, and I assured him I'd be here. Getting dressed and applying my makeup was even sexier than it was the night before; trying to get everything perfect, knowing that I wasn't putting it on just for myself. Slipping into tight leather leggings and a little red leather jacket was simply intoxicating. I finished up and went into my room to wait, and that's when the delighted anticipation turned into anxiety, again.
Worry crept over me in waves; what if I was horribly un-passable to him and he refused? What if he turned out to be really rough? Since I had seen only pics of his cock, what if he turned out to look like someone back home that I would not want to attach such a memory to? What if he turned out to be a bit femmy, himself? Or just boyishly immature? As I paced the room in my thigh-high black leather boots, nervousness continued to build. Then the message came..."Are you ready?". It took so much for me to hit the button to send my reply, but I did..."Yes, I am." "On my way" came his reply, and then it became almost too much. I paced the room, feeling the tightness of my leather outfit and finding comfort as well as angst, in it. I stared out at the view of Fremont Street, thinking of all the times that I had fantasized about this moment, with this view, in this hotel. I tried to take comfort in the fact that I was about to realize those fantasies, but I was a nervous wreck.
Then came the knock on the door. Sucking in a deep breath, I walked over to it....oh, my God; this was it! I opened the door and almost immediately felt some relief as he turned out to be quite good looking, quite masculine, and was wearing a sexy leather jacket of his own. We greeted each other, and he stepped in with a smile. I locked the door, and turned around to walk into the room after him. We stood in the window for a moment, taking in the view of Vegas at night, and made a little small talk. But it didn't take long at all, for the action to get started.
"Hmm, let me look at you," he said, grabbing my ass through my tight leather leggings. "Just perfect; look at those sexy long legs!" I was enthused by his compliments, and he was generous in giving them. We slid into each others' arms, and began to explore our bodies. Just like that, my anxiety was gone....I felt so wonderfully feminine as the delightful smell of his aftershave filled my senses. I reached down and grabbed his already-stiff bulge with my leather gloved hand, relishing in the feeling of finally touching a real cock other than my own for the first time. We manuvered over to the bed and he slid his pants down to his knees, finally exposing his rather large cock. It really was big; it was much thicker than my dildo was, and I remember how I once thought I'd never be able to take all of IT! I was so excited, and knelt down in front of him, lighting up a cigarette as I reached out and began to stroke his bulging shaft.
I started by softly kissing the tip and breathing in his scent. He let out a moan, and I took a long drag from my cigarette, slowly blowing the smoke around the head of his cock as my tongue flicked out across the underside of it a few times. I rolled my tongue over it a few more times, and decided it was time to go for it. Opening wide, I wrapped my lipsticked lips around his head and licked at it inside my mouth as I ran my gloves up and down his inner thighs.
"Oh God, Rhonda," he said, "oh, perfect!" I continued sucking at his tip until a little saliva had built up, then slid my way down his shaft, filling my mouth and throat with his amazing thickness. As he continued complimenting me, I worked up a rhythm and began to suck him off, deeply and slowly. He lay there and moaned as I blew him more and more enthusiastically, lightly bucking his hips with me. Since he was much thicker than I'd anticipated and taking all of him seemed impossible, I began to stroke at the bottom of his shaft with my gloved hand, grinding his pole like a pepper grinder while I made love to the top of it with my mouth. I was having a hard time keeping my hair from getting in the way, but he was quite helpful in assisting me to try to keep it back. He was moaning and complimenting me like crazy, and I was just soaked in girly lust. I was REALLY giving a REAL man a blowjob, in the city I'd always fantasized about doing so in,AND he was a wonderful specimen, to boot!
"Oh Rhonda, that's so wonderful..." he said. "Oh, I'm going to cum SO hard. Can I cum in your mouth?"
"Oh, please do." I moaned, and took him in my mouth again, now working in earnest for my prize. I sucked him in over and over, doing my best to get him off. Then, with a soft moan and no real added thrust from him, it happened. Instead of bursting out into my mouth like I'd seen in so many pornos, his cum seemed to just ooze out slowly, his thick shaft pulsing as his seed slowly filled my mouth in a delicious, creamy sort of saltiness not unlike sweat or snot. I held it in the back of my mouth as I sucked deeply on his mushroom tip, squeezing every last drop out with my lips before finally swallowing it down my throat. His cock then quickly began to lose girth as he fell back across the bed in total relief.
And that was that; I had finally given a man a blowjob while dressed in lipstick and leather and both of us had enjoyed the hell out of the experience. While he got dressed again, we compared schedules to see if we might be able to meet again before leaving town. My nervousness was now completely gone....if he had asked, I'd have agreed to have him back every night until I left. And perhaps next time, I told him, I'd have to wear a dress instead of leggings (if you get my drift)!!
But then, there was this one guy...he had originally contacted me almost two months before, wondering when I would be visiting Vegas again. As it turned out, he had paid attention; he contacted me again a day or so after I'd gotten to town. His profile only had dick pics, no face shots...I mostly intended to just flirt with him. As I began to realize that he was serious about meeting, I began to get more and more intrigued. I finally decided to go ahead and do it, and invited him to my room. I got dressed up and did my makeup in a state of bliss, relishing in the sexy femininity of what I was doing. But then, he ended up having to cancel, asking for a raincheck until the next day. I'll admit that although I was disappointed, I was also quite relieved. It had made me so nervous, knowing that there was a REAL MAN out there who knew where I was, what I was, and wanted to come and get him some...what if he really wasn't nearly as impressed with me in person as he was in my pics? So I relaxed and spent the night alone, being my own little stress reliever.
The next day, I checked into a new hotel downtown, did some shopping, then came back to the hotel and messaged him. Sending him a pic of the view from my 19th-floor room, I asked him if he'd ever been given a blowjob with such a great view. He told me it would be "1-2 hours" before he could make it over, and I assured him I'd be here. Getting dressed and applying my makeup was even sexier than it was the night before; trying to get everything perfect, knowing that I wasn't putting it on just for myself. Slipping into tight leather leggings and a little red leather jacket was simply intoxicating. I finished up and went into my room to wait, and that's when the delighted anticipation turned into anxiety, again.
Worry crept over me in waves; what if I was horribly un-passable to him and he refused? What if he turned out to be really rough? Since I had seen only pics of his cock, what if he turned out to look like someone back home that I would not want to attach such a memory to? What if he turned out to be a bit femmy, himself? Or just boyishly immature? As I paced the room in my thigh-high black leather boots, nervousness continued to build. Then the message came..."Are you ready?". It took so much for me to hit the button to send my reply, but I did..."Yes, I am." "On my way" came his reply, and then it became almost too much. I paced the room, feeling the tightness of my leather outfit and finding comfort as well as angst, in it. I stared out at the view of Fremont Street, thinking of all the times that I had fantasized about this moment, with this view, in this hotel. I tried to take comfort in the fact that I was about to realize those fantasies, but I was a nervous wreck.
Then came the knock on the door. Sucking in a deep breath, I walked over to it....oh, my God; this was it! I opened the door and almost immediately felt some relief as he turned out to be quite good looking, quite masculine, and was wearing a sexy leather jacket of his own. We greeted each other, and he stepped in with a smile. I locked the door, and turned around to walk into the room after him. We stood in the window for a moment, taking in the view of Vegas at night, and made a little small talk. But it didn't take long at all, for the action to get started.
"Hmm, let me look at you," he said, grabbing my ass through my tight leather leggings. "Just perfect; look at those sexy long legs!" I was enthused by his compliments, and he was generous in giving them. We slid into each others' arms, and began to explore our bodies. Just like that, my anxiety was gone....I felt so wonderfully feminine as the delightful smell of his aftershave filled my senses. I reached down and grabbed his already-stiff bulge with my leather gloved hand, relishing in the feeling of finally touching a real cock other than my own for the first time. We manuvered over to the bed and he slid his pants down to his knees, finally exposing his rather large cock. It really was big; it was much thicker than my dildo was, and I remember how I once thought I'd never be able to take all of IT! I was so excited, and knelt down in front of him, lighting up a cigarette as I reached out and began to stroke his bulging shaft.
I started by softly kissing the tip and breathing in his scent. He let out a moan, and I took a long drag from my cigarette, slowly blowing the smoke around the head of his cock as my tongue flicked out across the underside of it a few times. I rolled my tongue over it a few more times, and decided it was time to go for it. Opening wide, I wrapped my lipsticked lips around his head and licked at it inside my mouth as I ran my gloves up and down his inner thighs.
"Oh God, Rhonda," he said, "oh, perfect!" I continued sucking at his tip until a little saliva had built up, then slid my way down his shaft, filling my mouth and throat with his amazing thickness. As he continued complimenting me, I worked up a rhythm and began to suck him off, deeply and slowly. He lay there and moaned as I blew him more and more enthusiastically, lightly bucking his hips with me. Since he was much thicker than I'd anticipated and taking all of him seemed impossible, I began to stroke at the bottom of his shaft with my gloved hand, grinding his pole like a pepper grinder while I made love to the top of it with my mouth. I was having a hard time keeping my hair from getting in the way, but he was quite helpful in assisting me to try to keep it back. He was moaning and complimenting me like crazy, and I was just soaked in girly lust. I was REALLY giving a REAL man a blowjob, in the city I'd always fantasized about doing so in,AND he was a wonderful specimen, to boot!
"Oh Rhonda, that's so wonderful..." he said. "Oh, I'm going to cum SO hard. Can I cum in your mouth?"
"Oh, please do." I moaned, and took him in my mouth again, now working in earnest for my prize. I sucked him in over and over, doing my best to get him off. Then, with a soft moan and no real added thrust from him, it happened. Instead of bursting out into my mouth like I'd seen in so many pornos, his cum seemed to just ooze out slowly, his thick shaft pulsing as his seed slowly filled my mouth in a delicious, creamy sort of saltiness not unlike sweat or snot. I held it in the back of my mouth as I sucked deeply on his mushroom tip, squeezing every last drop out with my lips before finally swallowing it down my throat. His cock then quickly began to lose girth as he fell back across the bed in total relief.
And that was that; I had finally given a man a blowjob while dressed in lipstick and leather and both of us had enjoyed the hell out of the experience. While he got dressed again, we compared schedules to see if we might be able to meet again before leaving town. My nervousness was now completely gone....if he had asked, I'd have agreed to have him back every night until I left. And perhaps next time, I told him, I'd have to wear a dress instead of leggings (if you get my drift)!!
7 years ago
