I wanted to share a success story from some time ago because I can’t seem to get this particular rendezvous out of my head. It’s one that comes to mind when I’m home by myself and need to reminisce…
I received a particularly thoughtful, well worded, and intriguing response to my post one day from not only an eloquent man but one who was physically my ideal type. Tall, fit, strong, dark hair, stylish and put together, well educated and cultured, and a beguiling and charming smile. He also had a delightful British accent which doesn’t hurt.
After some flirtatious exchanges, we arranged to meet at his hotel in Hollywood. He was visiting from London, so he’d booked a lovely room in a vibrant part of town, the perfect place for thrilling affair.
When I caught site of him for the first time, I was pleased that he was even more attractive and appealing than his pictures had suggested. While he was dressed in clothes that fit him well, I was already musing on what he’d look like underneath. I want to say we had talked about his favorite colors on a woman which were red and black… So I paired a black leather mini skirt with a zipper all the way from top to bottom with a deep v-cute burgundy red top.
We made our way to the bar which was on the rooftop of the hotel. I sat across from him, views of the Hollywood hills behind him. It’s always fun to feel the electricity between you and someone new that you can’t quite touch yet.
While it had long ago been confirmed that I was attracted to him on a physical level, as we spoke of our interests, even a bit of politics and religion, I found that his level of intellect activated my desire even more.
We made our way to a nearby bar for a change of scenery. After grabbing a drink, we took a seat at a table in a quiet part of the outdoor patio. He then pulled a surprise out of his pocket: a remote control vibrator. He asked if I’d like to find out what he could do to me while we were here in such a public place… I said yes and snuck away briefly to set myself up for some novel fun. He quite enjoyed watching my surprise as he controlled my access to pleasure, and I found myself aching for even more.
It was a bit ago, so some of the details are fuzzy, but I remember we exchanged some flirtatious and sexy words right before he kissed me. It was such a wonderful first kiss. I remember string lights overhead, crisp evening summer air, subtle music in the background, and the hum of nearby chatter as I felt his electric breath on my lips and took in his scent. His hands wandered to my leg, sliding up my warm inner thigh, sending shivers down my spine as we neared where I was already dripping wet.
It wasn’t much later that we decided to head back to his hotel. I remember taking the elevator up, on pins and needles, knowing I was about to feel that same electric breath on my aching pussy.
I remember walking down a dark hallway to his secluded room and then through the door. The room was spacious, softly and seductively lit, with a long wall of windows 5 or 6 floors up from the busy Hollywood bustle below. I believe I had mentioned that it was a fantasy of mine to be fucked or gone down on against a window where anyone passing by below could see me faintly in the window and enjoy witnessing my pleasure.
As I stepped further into the room, I saw a table with every manner of sex toy and accoutrements one might desire for a night of exploration and play. There were some familiar accessories, but some I’d never seen before which greatly piqued my interest.
After putting on some slow and sultry music, he took me over to the window and began gently kissing and caressing my body over my clothes. I felt every hair on my body stand up. He made his way down to my skirt which dropped heavily to the floor as the slider slipped loose from the last tooth. I had worn panties with hooks down the front that when opened would reveal my pulsing pussy. His breath was nearly enough to send me over the edge. He unclasped each hook slowly, making me moan with desire. When I finally felt his perfect tongue gently graze my throbbing clit, I practically collapsed.
After fulfilling my window display fantasy, he took me to the bed where he blindfolded me and tied my hands and legs to each corner. (It’s worth briefly noting that we had previously spoken about consent and safe words.) He used a gentle whip on me, not hard enough to cause pain but certainly to create tension as I couldn’t see where he would whip me next. He then proceeded to give me the most torturous and rapturous pussy teasing and pleasure I think I’ve had in my entire life. And I was lucky that he filmed a good bit of it on my phone. Every single way he stimulated me was perfection. From his unparalleled oral skills to the unfathomable way he used the tip of his finger on my pussy… That one still shocks me to this day, how his fingers moved.
When he finally slid his fingers inside me, I felt every muscle tense. I wanted to draw him inside me as far as a could. As he stroked my g-spot, I suddenly felt my pussy push down. He pressed harder, over and over, until I squirted everywhere for the very first time. It was a feeling unlike any sensation I’d ever experienced. So wet, warm, powerful. He also used a stainless steel dildo on me with such skill that I haven’t been able to exactly replicate myself to this day. I don’t think I have ever creamed so much as I did on that dildo.
After some manual stimulation, I hadn’t cum quite yet (no, squirting does not always mean cumming). I had told him I needed a vibrator to cum, so he pulled out his womanizer while I was still tied up. I had previously only ever cum when using a vibrator on myself either solo or during sex. Never had someone else done all the work. But that would soon change. With no help from me whatsoever, he used both the toy and his fingers to give me one of the best orgasms of my life. I was in shock, breathless. It felt so freeing to receive completely, not having to involve myself in the slightest.
While it was agreed sex wasn’t a given for our encounter, I knew fairly soon that I wanted to feel him slide his cock inside me. While the toys gave me endless pleasure, I needed to feel his warmth fill me. His cock was perfect, an ideal size and length, enough to stretch my pussy around him tightly and feel him from tip to base.
I had also brought my own vibrator due to its ease of use during sex. The only time prior to this that I had cum with a cock inside me was when I was riding and had the vibrator against my clit. As he fucked me on top, I placed the vibrator between us just for the fun of it. Little did I know that as he thrust into me, he would send me over the edge once more. I rarely ever cum more than once in one session, but here I was, aghast that I was not only cumming again, but once again, he was the one doing the work, the vibrator was just along to assist. I cannot overstate how good it felt to feel my pussy convulse around his cock as he continued to fuck me. It practically sent me into another plane of existence.
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