(written by Arin, edited and enhanced by Molly)
OK, so I was becoming desperate to find someone to be in my life. Someone at work recommended a certain dating site, so I gave it a try. After a while, I started to talk to a guy that sounded really nice. From his profile picture, if that was really him, he was good looking. In our chats, he spoke well and seemed educated. Part of the reason he sounded good to me was that in his profile there seemed to be hints of an interest in fetish and maybe even bondage. This could be good for me, since I've been looking to make a serious connection with a guy that had similar interests to mine. But, as I said, his profile just had hints of things, nothing glaringly obvious.
We finally agreed to meet at a local sandwich shop and a day and time was decided upon. Since I was looking for a particular type of guy, I figured a lunch was better than a heavier commitment of dinner. When I suggested lunch he had no problem with that, so I suggested casual attire. I dressed rather conventionally for this first physical meeting.
At about 11 AM on the day agreed upon, we met at the shop and I was pleased to discover that he actually looked as good as his pictures. Since my profile picture was truly me, once he'd looked around, he came right over and said, "Colleen? I recognize you from your pictures. You look lovely, especially those very expressive eyes." After his greeting, he sat down and we had a nice lunch. We chatted and found we had several things in common and my impression from our online talks was confirmed -- he seemed very down to earth and nice.
Apparently, we both felt that this meeting went well. He asked, "Colleen, would you like to have dinner at my place sometime? I'll cook Italian, if you find that to be agreeable."
I smiled, and replied, "That sounds good to me, William." Consulting our calendars, we set a date. I asked, "Can I bring anything?"
After thinking about it briefly, he answered, "How about bringing dessert?" I nodded my agreement.
On the evening we'd chosen, I arrived a bit early, so I made myself useful, setting the table. As we had dinner, I learned that he was a good cook, at least for Italian food. He praised the dessert that I'd brought, saying it went well with the main course. So I believe we both really enjoyed the meal. Spontaneously, I said, "I'll make dinner next time." Maybe I was being presumptuous, assuming there would be a 'next time' when he hadn't suggested it. But he didn't discourage that idea.
As we digested our food, I asked, "William, will you show me around your apartment?" He was agreeable. I liked the place, located very nice and high in the building with a lovely view of the city. It was now getting dark and the lights were coming on in the nearby area as we watched. I stood by the window and wondered if we could be seen, since it was floor to ceiling glass. "Can people see us, William?"
"No, not if the lights are off. The outside lights just bounce off the glass, so they are only seeing reflections."
One thing was curious, though. As we continued walking around, and entered the bedroom, I noticed handcuffs locked to the headboard. Impulsively, I sat on the bed, pointed to the handcuffs, asking, "What are these for, William?" Without waiting for an answer, I kicked my shoes off, unbuttoned my blouse, thereby exposing my black lace bra and settled back. I reached up and closed the open cuff on my right wrist until it was snug.
Grinning, he checked the cuff to make sure it wasn't too tight. Standing next to the bed, he stated, "It looks as if you are asking for a practical demonstration." He started removing his clothes, very slowly, I assume to see if I protested and told him to stop. I didn't.
Instead, I admired his body as he revealed it, since he was well-built. Finally fully naked, he stood there stroking himself. This gave me the opportunity to watch his cock grow big and hard. Licking my lips, I imagined that cock entering me, and that thought reinforced my desire for him to enter me and fill me. Soon he crawled onto the bed, asking me, "Colleen, do you really want this?" I nodded my head fervently, making eye contact with him as I spread my legs as far as my skirt would allow. With lust in his eyes now, he pulled my breasts out of their bra cups.
Once my breasts felt the air of his bedroom bathe them, William started licking and kissing them until my nipples grew hard. Then his mouth claimed those nipples as he sucked on them until they became like pebbles crowning each tit. He stopped, pulled my skirt up even farther and impulsively tore my panties off! "Oh my god! Yes, yes, fuck yes, William," I thought, thrilled at his revealing dominance. I moaned 'yes' loudly, because with my pussy exposed, I just wanted him in me!
Shifting his weight, he stretched out on top of me, his body pressing me down, pinning me on the bed. In seconds his penis was deep in me and it felt so wonderful that for a moment I forgot to breathe. But only for a moment, because then he started to pump. His delicious cock started sliding backward and forward in a steady rhythm, and my breathing sort of synchronized to that pattern. With my left hand I began caressing his bare back, encouraging him. Of course, I couldn't use my right hand at all, since it was handcuffed to the bed.
As William continued fucking me, my mind brought up some of my fantasies. I certainly knew that if I told him to stop, and release my wrist, he'd do it promptly -- I had no worries about that. But I found that is was fun to imagine that I was his captive... that he'd restrained me, stripped me, and was having his way with me, heedless of my protests. The more I imagined that scenario, the more turned on I got, which actually confirmed some things about my psyche that I'd long suspected. I really was a kinky slut!
Focusing on that imaginary scene, aided by the tugging at my wrist from the handcuff, feeling the fantastic sensations generated by William's rhythmic penetrations, and adding a speculation that the rest of his marauding gang might show up soon to use me, I climaxed. And it wasn't a tiny one that my 'captor' might not notice... it was intense! I thrashed beneath him, making all sorts of embarrassing sounds of release. He might've thought I'd never had an orgasm before, which was almost true -- at least while being fucked. Ever the gentleman, he kept fucking me until the crashing storm of my orgasm was complete.
Then he voiced a desire that really pressed my 'need for kink' button. "I'd really rather dump my load deep into your ass, Colleen." In my currently altered mental state, brought on by the restraint of the handcuff, and being used by this imaginary captor (and possibly soon by his entire gang), I translated that to be him saying, "Now I'm going to fuck your ass, and there's absolutely nothing you can do to stop me, slut!" That stoked my internal arousal to even new heights of excitement.
I may have surprised him by defiantly shouting, "Do it!" What I managed not to say out loud was part of my scenario, where I added, "I don't think you have the guts to dare to do that to me, you beast!" I'm glad I kept that part silent, because he just heard me giving permission. Therefore, he pulled his cock free from my pussy, and rolled me over onto my tummy. The chain from the handcuff to the bed easily allowed that motion. He also lifted my pelvis enough to stuff a firm pillow under it. This raised up my ass into a lewd presentation of my exposed puckered opening. By now, he was so excited that he just gripped the shaft of his cock, still slippery with my pussy lubrication and cum, and pressed the head of his cock at my naughty opening. In reaction to that touch and pressure, I gasped loudly, and somehow that reflexively loosened my anal ring, because before I could blink, the head of his cock was lodged in my ass, just deep to that ring!
In a way, I was glad I was handcuffed to the bed at that point. If both of my hands had been free, I would've been tempted to reach back with both hands and cooperate by invitingly pulling my ass cheeks more open for him. Such cooperation might well have conflicted with my very arousing imaginary situation. I was glad when his downward force pressed my pelvis hard against the pillow and that 'hot poker' of his cock skewered my back door! A long, loud moan escaped from my lips as he claimed that part of my anatomy. A moan can be ambiguous. He could interpret that as delight, which would increase his ardor. Whereas I could feed that into my imaginary roleplay as a protest of dismay!