This was the first time I'd ever gotten in a taxi cab at the request of one guy (Guy #1), so I could go to an apartment and be licked and fucked by another guy (Guy #2). It felt weird. Well... no, not weird; it felt just plain wrong! But hey... I agreed to do it, and I was already promised there would be alcohol, as much as I needed. In my head, I knew I might end up needing a lot.
Guy #1 texted me as I was on the way, assuring me I could back out if I wanted to. I thought about it, but Guy #2 had texted me, too, and told me he had been hard all day thinking about this date. Hmmm... no, I wouldn't be backing out. That familiar tingle between my legs let me know I wanted this as much as Guy #1 wanted me to want it, maybe even more.
Still, when I left the cab and walked into Guy #2's building, I spent some extra time in front of a giant wall mirror. I'm no beauty queen. I'm five-two, slim but curvy, not a waif. I'm not one of those extravagantly gorgeous island girls. My wavy Filipina hair and light brown skin might seem exotic to some guys, but to my own eyes, it's easy not to see me in a crowd of fabulous beauties we have here. Despite not feeling like a ten, I did what I could to look as sexy as possible. I had just enough plunge in my neckline and just enough lift in my bra to send the message I was not going to be hard to get.
But in the elevator, it hit me all over again: I'VE NEVER MET THIS GUY, AND NEVER EVEN CHATTED WITH HIM! Guy #1 set it all up, did all the chatting, told Guy #2 what I liked, what Guy #1 wanted him to do to me. "Just go!" he said. "I know people. This will work out. I know you. I know him." ... No, you don't know him! Was I crazy for being here? Should I just go ho-
DING! The elevator door was opening. Shit! What to do? I let the door close. I waited. Get out!, I thought. I hit the button and the doors opened again. I stepped out into the hall. I heard the doors closing behind me and I turned. The back wall of the elevator was mirrored. I saw myself, my face, the skin of my breasts at the neckline of my dress... I smiled at myself. No ten, maybe, but definitely fuckable, if I can say so myself. Then, done. The doors were closed. The elevator started moving down again. That was that. Here it was, my first night cuckolding my boyfriend. I'm here now, I thought, and I'm ready!
We had a plan. (Actually, it was Guy #1's plan, but I never hesitated to agree to any of it.) Out of the elevator, I was to text Guy #2, tell him I was here. He'd open the door, to spare me the indignity of ringing his doorbell like a cheap hooker. (Cheap hell!, I thought after we arranged this. I wasn't cheap. I was FREE...! I actually laughed at that. It's not as depressing as it sounds when you type it in a story.) When I saw the door open, I'd walk to it, enter on my own, and he'd greet me inside. Then, it would all start. I took out my phone...
There were three texts from Guy #1. (Does that sound impatient or obsessive on his part? It's neither, really. He was very hot for this. He told me what to expect from him, and how to respond.) I opened every message, and replied to the last one. "I'm in the hallway now. Call you soon."
I texted Guy #2. A door opened at the end of the hall. I took a deep breath and walked. I pushed open the door and stepped into a dimly lit foyer. I kicked off my shoes and slid into a soft, lovely pair of slippers lined up near the door. Then I turned to find my host, and... Oh, my!
He couldn't have been more different from Guy #1. (I should tell you now, I will marry Guy #1, if he ever asks. I've never been more attracted to a total person, and I'm all his, but...) This man was a little over six feet tall. He had a warm smile surrounded by a gorgeous face, topped by surfer blond hair. Men like this never approached me. I chatted with a few guys who said they looked like this, but when the time came to cam up or arrange a date, POOF! They vanished, wouldn't even return my texts. I eventually learned not to take it personally, but you know... women and rejection; it's never easy. But anyway, here... here he was! Every tall, sexy inch of him was standing right there. I was still trying to catch my breath when he moved toward me and held out a hand very gently.
--Hi, Helen. I'm Alex.
How do you stay calm when you're dying to rip your own clothes off right there? ... But like I said, we had a plan, and that was the whole reason I was here. I controlled myself and took his hand, hoping my smile didn't make me look like some dreamy school girl, which is exactly how I was feeling.
--Hi, Alex. Nice to meet you.
He invited me into the living room. When he turned to lead me there, my nervousness came back. I was close to hyperventilating again, but not because he was such a hunk. I really didn't know this man, and I was now following him into his apartment. No one knew I was here, except Guy #1, and he wasn't even in the same city tonight. What if-
--You said you liked a drink to relax. What would you like?
Alex was moving behind a bar at the far end of his living room.
--Rum and Coke, if you have it.
--Sure. Have a seat anywhere. I'll fix it for you.
I sat at the end of the coffee table, in a chair for one. He brought drinks and sat on the sofa to my right. We both knew why I was here, but he kept a respectful distance. He made small talk. I drank, looking over the edge of my glass at just how absolutely delicious he looked. He smiled a lot. He offered another drink. I accepted.
This might have been the first time I was caught between two men, but it wasn't my first time meeting a stranger, not exactly. A few months after my husband left me, a friend finally talked me into trying online dating. I opened a profile on an adult site, one recommended by a workmate. I was a little surprised she recommended an adult site like this one, but she said it didn't have to be all about sex, not if you wanted to start with something platonic. That seemed like a relief, but it really wasn't. Every time I signed in, there they were: happy naked people. Guys had their cocks hanging out. Women pushing their tits together and sticking out their tongues. It was all new to a Catholic woman like me, a married and faithful Catholic woman, who sang in the choir every Sunday. It was new, but not shocking. In fact I was shocked that it wasn't shocking. I liked it, which was what really shocked me.
I liked it so much I signed in sometimes just to browse pictures. I didn't even bother answering messages. I spent hours looking at cocks, all kinds of them, all colors. I felt myself getting wet. I felt an urge to look at the profiles behind the pics, but what was I going to write... 'Hi!"....? I finally saw a headline and a face I liked, and I broke my cherry. I sent a message. By the end of that week, I had sent over a dozen, and the replies were insane. When I looked at my inbox, a dozen "hellos" had earned me over a hundred replies. I didn't even try to answer them all, but I eventually struck up chats with two guys I liked, and I was quick to learn all the jargon. I was "camming up" and doing video chats. Dick pics, 3somes, swinging, hotwife... a whole language for a whole new world was what I walked into, and the more I learned the more I liked it all.
Finally, I had the courage to go on a date with a man I had been chatting with. It was just a normal date. We had drinks, a meal, small talk, some awkward silences. I caught myself wondering why I had wasted six months online if this kind of dating was all there was. But then, during one of our silences, he opened up in a whole new way. He said he had hesitated asking me out, because of an answer I had given in my profile. "What was that?" I asked.
--You said you preferred average cocks. I was disappointed.
My first blush on a date in ten years. I gave my standard reply to embarrassment. "Oh, hahaha! Okay." Another silence followed. He broke it again.
--Can you guess why I hesitated?
I could feel myself swallow hard. I felt sweat suddenly beading on my forehead. I took a drink.
--Can you guess?
--Maybe. Hahaha.
--Want to guess? Or do you want to find out?
He took out his cock in the backseat of the taxi. He pulled my hand to it and made me jerk it off. "Oh, wow!" I said, trying to whisper, but too late. He put it away. At the hotel, he put me against the wall right inside the door and kissed me.
--You said online you wanted to explore. Is this okay?
--YES!
I sucked him. It was the biggest, longest cock I had ever seen. (He was only the fourth man I'd ever been with.) I asked him to be gentle, but after my first orgasm, with him behind me, I got on top of him and rode him like I hadn't had sex in years. He didn't give me a chance when he came, shoving his cock in my mouth and making me swallow it all. I did. And then I wanted more. When he fell asleep, I went to the bathroom and spent a long time looking in the mirror. I got dressed and went home.
And I got back online, that night.
My next date was with the man who turned out to be Guy #1 in this story. It wasn't a date, actually. We planned a dinner, but when he walked up to the taxi stand where I was waiting, I said to myself, "I know exactly what that man will do to me later." He was sex on two feet. When he said my name, I said yes. Then he said, "Keep saying that—saying yes--all night." That was how he greeted me, and he took my hand and helped me into a taxi.
--I think we can skip dinner, don't you?
--Yes.
--I have a great hotel room, want to see it?
--Yes.
We walked off the elevator. He told me to stop just as he opened the door.
--You're going inside. I'm giving you ninety seconds. In ninety seconds, I'm coming in, and I'm going straight to the bedroom. You're going to be naked, on the bed, on the edge, you're legs spread wide.
--Okay.
--Quiet.
--Okay.
--You'll pull your feet up as high as you can. I'm going to kneel down on the floor and lick your cunt. Eady?
--Yes.
And that's exactly what I did, and what he did. The only thing I recall about the undressing was that I did it as fast as I could and that I never doubted for a second he meant every word of his instructions. I got on the bed and scooted my ass to the edge. I laid back and spread my knees, grabbing my ankles and lifting my feet as high as I could. Then I waited.
He walked in and knelt on the floor, his bald head smooth in the soft gold light of the room, and his blue eyes on my pussy.
--When did you realize you were a whore, a cock-loving little whore?
He licked before I could answer. I was throbbing already, and nearly erupted when his tongue parted my lips and started slurping every drop I could give him.
