It was the spring of 2000. I had to attend a convention for work. The good news was that Kelly was invited along also. The meeting was at a very nice resort hotel, but honestly, they’re all pretty much alike. It doesn’t even matter what city they are held in.
You fly in, jump in a cab, are stuck in a hotel/convention center for a couple of days, jump in a cab and fly home. But being able to bring Kelly along meant I wouldn’t suffer from boredom!
Kelly attended the meals, guest speaker sessions, trade show, and finale banquet. She had several hours of downtime between some of that and was working on her tan in the California sun. The outdoor pool area was huge and very quiet. This wasn’t a meeting with young families and there weren’t all that many spouses either.
Kelly was tanning in a bikini which was respectable enough for the venue. But there is also a counterpoint that her 36G boobs in a bikini are borderline obscene no matter what! Kelly couldn’t help but notice a good-looking man swimming some laps and also hanging out in the sun. She guessed him to be in his fifties. He didn’t approach her but he definitely was working in an eyeful where ever he could.
Kelly joined me for the trade show. We wandered around collecting things I would leave behind in the hotel trash and making small talk with salespeople, half of whom were as bored as I was.
As we wandered down the aisles a sales guy stepped out and introduced himself and his product. He was actually a really nice guy and we chit-chatted for a while. I took his card, he said he'd call me to set up with something; blah, blah, blah.
As we were wandering the next aisle Kelly mentioned that Steve, the guy we had just met, had been down at the pool this morning.
“And?” I asked.
“Nothing much. I think he was checking me out. But, then I was checking him out too. He looks pretty good in a swimsuit.”
That evening we were at dinner. We were sitting with two other couples I’d never met. There were two open chairs next to Kelly when Steve walked up and asked if a seat was available.
We invited him to join us and he sat next to Kelly. He was born to be a sales guy. He kind of led the table conversation before dinner and had everyone laughing and interacting. He really had Kelly laughing pretty hard a few times.
During the dinner/presentation, I could see Steve was keeping up a private conversation with Kelly. Eventually, he asked if that was her that he saw by the pool earlier. Kelly said she was there and asked was that him swimming the laps?
Later in the conversation, Steve told her that she was very striking in a bikini and she should be very proud of her figure. I saw Kelly blush. She was keeping me up on their conversation but playing it all very low-key.
When it was clear to both of them that they were becoming fast, flirty, friends, he asked if they were real? Now Kelly has been asked that question many times in her life. It offends the shit out of her and guys tend to get punched.
But in that context, she wasn’t offended and said, “One hundred percent all me nothing enhanced.” She said it with a great deal of pride.
Steve replied, “Even more impressive!”
I should probably share how Kelly was dressed that evening. She was wearing a ‘little black dress’. This one came maybe two or three inches above her knees. The top was a halter with an open back. The top has some silvery beads sewn in here and there that made it shimmer in the light. It was a very light-weight material and swayed and moved as she walked.
On her feet, she had a pair of stiletto-heeled black sandals. Nails (top and bottom) were fuck-me red. Her hair those days was blond, straight, and hung to her shoulder blades. She also wore a beautiful and ornate necklace that hung in her cleavage.
The necklace was an old trick of Kelly’s that she has used countless times. If you hang a beautiful necklace between your huge tits pretty much anyone can notice and comment on the beautiful jewelry, while in reality taking a good long look at her cleavage.
With a backless halter, it was pretty clear she couldn’t wear a bra. She had also waxed before the trip and loved leaving the panties in the suitcase when she was dolled up.
So, no surprise that Steve was fixated on her boobs. As the dinner went along and the wine flowed they got flirtier in their conversation. They were discussing the shape of her nipples, the size of her areola, what made them hard, the fact they were hard right then. Panties; no she wasn’t wearing any, yes, she was getting quite wet.
I’ll give them credit; they kept up a pretty good front at the table. I’m pretty sure no one else suspected they were nearly verbally fucking each other during dinner.
My updates were less frequent but I clearly knew what they were up to when Kelly subtly adjusted her dress. She pulled up the back of the lower half so her ass was directly on the chair. Her twat was running and she didn’t want a wet spot on the back of her dress.
By the time the dinner was finished Kelly had a vivid description of Steve’s cock as well. She was assured that it was rock hard, but they were still trying to be cool so she took him at his word.
There was a break where folks hit the restrooms, left if they wanted (as did the other couples at our table), refreshed their drinks and the band got set up.
Kelly went to the restroom to freshen her makeup and blot up the river running from her pussy. Steve and I got in line for drinks.
“So, now you’ve ‘met’ Kelly,” I said.
“Yes, she is an amazing woman. You must be a very happy man!”
“Indeed I am. She is a very sexual being and really loves new experiences. It looks like she finds you very fascinating. It will be a fun and interesting night. Do you plan on hanging around for the entertainment?”
Steve said, “I think I would be a fool to leave.”
Our understanding was established. We were all on the same page. We met Kelly back at the table just as the band started up. Steve invited Kelly to the dancefloor.
They stayed out for several songs. On the last song, Steve twirled her pretty hard and her dress flew up. Anyone watching closely got a quick view of her bare ass.
When they returned to our table I could see Steve was trying his best to hide his hardon. We were the only ones at the table, which had a long tablecloth that hung nearly to the floor. Kelly had again pulled up the back of her dress as she sat down.
There were only a few people sitting at tables, mostly just folks taking a break from the dance floor. The ballroom was huge and there wasn’t anyone within fifty feet of us.
I moved closer to Kelly and asked if she was having fun? The look in her eyes said it all. She was on fire. I slid my hand under her dress.