I met this man recently, let’s call him Ray. He’s a bit older than I am, which just means he has that much more experience than I do!
We met online, via one of those silly dating apps, and I don’t know…the way he spoke to me stirred something in me. I decided to meet up for lunch, rather than dinner with him, thinking that was a better route to go.
We met at a little sandwich shop over by my office, and I could feel the connection to this man. He was very tall. More than a foot taller than my 5’3”, and built powerfully large. Very handsome, and slightly intimidating. We hit it off well. Easy conversation, but the chemistry there was undeniable. I couldn’t help but picture myself kneeling at his feet.
After lunch was over, he invited me to talk more privately in his car. I accepted, we were in public; he couldn’t do anything to hurt me there. And I do mean public. His truck is face into a parking spot that faces the main road.
I’ve of course got a very pretty, flowy dress on. And of course, like usual, underneath, I have matching bra and panties, and a black garter belt holding up my stockings. (I rarely wear pantyhose…stockings are just SO much sexier.) He drives a pretty big truck, and there’s lots of room in the front seat. He asks me to scoot closer to him, and he puts his hand under the hem of my dress, on my knee. He slowly moves his hand up the inside of my thigh, with a light touch, and when he reaches the top of my stocking, he gasps.
“Oh you bad girl…you didn’t tell me you were wearing stockings. I have a weakness for them, you see. Pull up your dress so I can see, please.”
I took a deep breath and did as he asked.
“Lovely. Now, I’d like to you keep pulling that dress up, so I can see if your bra matches those pretty leopard print panties you have on.”
In for a penny, in for a pound…I comply. My breath hitching as I pull my dress high enough that my stomach is exposed, and I look away, feeling ashamed of my chubbiness. But, I keep pulling the dress up.
“Good girl. Look at me.”
I turn back to him, and he’s smiling.
“Why did you look away? I didn’t tell you to avert your eyes.”
I take a deep breath, trying to compose myself, because I know this is stupid. “I am ashamed of how I look under my clothes. I’m too fat to be sexy.”
“Nonsense. I can’t keep my hands off your body baby.”
I relax a little more, and feel his hands on my breasts, pulling them from the matching leopard print bra. His lips replace his fingers, and my heart pounds as I feel him bite down. I think I must have moaned, because the next thing I know, his hand is in my panties, playing with my pussy.
Holy fuck that feels good.
“So wet for me already; I like that.”
I can’t believe how good this feels. I should be stopping him. But, I can’t. I feel 2 fingers slip inside me, and his thumb circles my clit, he’s got very talented fingers. My legs are kicking, and his mouth is back on one of my nipples teasing me roughly.
“That’s it. Enjoy it. When are you going to cum for me? Hmmm…I can tell you’re almost ready. Do you think you could cum for me right now?”
“Yes…fuck…oh god YES!”
And that was the first time I came for him. Wow. Just…wow.
Twice more and I was ready to cry. I could hardly contain the need I had to fuck this man. But…I didn’t. He wanted me to suck his cock. So, I did.
I admit, I struggled with this task. He was larger than any other I had attempted before. But, the way his hands felt in my hair was amazing. He was demanding with my mouth, but not rough. I heard him talking softly to me the whole time, but never heard what he was saying. I was too focused on the task at hand. I wanted to taste his cum. I NEEDED to taste it.
I felt the muscles in his thighs contract, and I knew it was coming soon, I didn’t hesitate when he shot his load in my mouth. I stilled my motions and enjoyed his taste. I swallowed, of course, eyes closed and feeling proud that I had made this virtual stranger cum in my mouth.
“Good Girl. I’m very impressed that you were able to make me cum like that. I can tell that we are going to have a lot of fun together. Next time however, I’ll need to find a way to keep you still. All that squirming around was a little distracting.”
“I’m sorry. I couldn’t help it. It felt so good, I just…”
“Don’t apologize for enjoying yourself with me. Ever. I really just want to see you restrained and at my mercy for a little while.”
My stomach drops at the thought. Damn. It’s like he can see inside my mind.
“What’s the matter? I know you’re not opposed to that idea. I can see it on your face. You dirty little slut…you want me to tie you up and have my way with you, don’t you?”
My mouth is dry, and I feel my nipples harden at the mere thought of it.
“Yes, I very much would like that…Sir.”
We chat a little bit after this, trying to feel out another time that we could meet up and spend a little more time together. It’s going to be difficult to arrange. Both of our schedules are very hectic, but eventually we will work something out.
I leave in my car, and he in his. And, I’m practically giddy at the thought of meeting up with him again. It’s exciting, and new, and I’m looking forward to trying all kinds of new things with him.