I met the lovely Carol on Lit a few months ago. We seemed to really hit it off and both had an interest in mild BDSM. She was unsure if she was sub or maybe something in between. I suggested we get together and play things out. So off I went to Wyoming to meet the lovely Carol. We agreed to meet for dinner, and then maybe more, maybe not more.
To keep things still anonymous, we met at a public building where I'd pick her up. I rented a BMW because I felt that she was a classy babe, and she deserved class. When we met I was totally bowled over by her beauty and class. Carol knew I had a thing for a babe dressed hot, and she didn't disappoint. She had on a tight mid-length baby blue dress, back-seamed nylons and killer heels. I had to keep telling myself - keep it together Len and play it cool. When I escorted Carol to the car I noticed that her dress was a bit see through, and I could just make out that she didn't disappoint with the lingerie, she was wearing a thong panty and garter belt. I had to take a deep breath, WOW!
In the car I presented her with a small gift. "Carol" I said, "I'm not getting presumptuous, but I thought this gift might add to your excitement tonight." I took it out, and showed her it was a choker necklace made of metal with some emeralds and a letter S dangling in the front.
She gave me a surprised but playful look and said "yea, well I guess I'll give it try."
I put the necklace loosely around her neck and it clicked in place. I look her in the eye, "just so you know, I have the key in my pocket."
Carol had a look of excitement, playfulness, and a bit of nervousness. I tried to calm her down and whispered in her ear "don't forget your safe word."
When we got to the classy restaurant, I helped her out, getting a lovely glimpse of her stockings tops, "get a good eyeful there, Len?" she teased.
"Not enough, but it will do for now" I winked.
After entering the restaurant, I gave her another gift. When she opened the box she sees it's a panty vibe. An odd shape device with one part going in her pussy and the other "ear" against her clit. "Carol, I want you to go to the bathroom, insert this in your pussy, making sure the little ear goes against your clit. Then put your panties back on and come sit down." She gave me that look like -- yeah right, are you serious! "If you don't want to, I won't force you, but I think this will enhance your evening."
"OK Len, since this night is about experiencing wildly new things, I'll give it try."
As she's about to walk away I said, "oh Carol, I don't know if you realized, but your dress is a little transparent, and I could see your white thong panty and garter belt when you got out of the car." She gave me that look that said "OH SHIT!" without saying it so I tried to ease her worries. "But don't worry," I said, "I doubt others will notice."
After using the bathroom she finally walked back to the table, walking a little stiffly. I had to laugh a little, and she noticed, "yea, you try walking with this thing in you and trying to keep it from slipping out!" She blushed before we both laughed.
I turned the vibe on low, and she looked at me with wide eyes. 'Like cut it out you bastard" without saying it.
When the waiter came over to take our order, I turned up the vibe. She started stammering, trying to place her order and her hands were grabbing the table. After the waiter left, I turned it down.
"OH BLOODY HELL" she hissed at me. "How do you really expect me to get through dinner like this?"
"If you want to orgasm you have to ask permission." I said matter-of-factly.
Carol growled, "you ass... you're not actually going to bring me to orgasm in here are you, I know people here." I just gave her an evil grin.
All through dinner every time the waiter came over I turned up the vibe, then down after the waiter left. Over and over until Carol was squirming like she had ants in her pants. She finally growled, "oh shit, Len, will you just get it over with and let me orgasm, I can't take this any longer."
I smirked at her, "if you want this torture to end for now, you need to get under the table, pull out my cock and kiss and lick it. Then I'll turn it off." She gave me a really pissed off look, like she was about to get up and leave. But then she got a mischievous grin on her face like -- 'Oh, you don't think I'll do it, do you!'
With that, she looked around, went under the table and to my shock she unzipped me and sucked on the tip of my cock. I said "OK, that's good enough you can get up now." But she had other plans, and she started giving me a blowjob that was mind blowing, and now I was the one who couldn't handle things and was squirming.
I begged her to stop, and she said "how about a truce, darling."
Knowing I had lost this round, I conceded, "OK you win, for now."
She slid out from the table just as the waiter was coming over, and he said "well I guess you lovebirds need to get going now, don't you?"