[This is a true story, up to a point. This is what might have happened, if I hadn't been a gentleman (or too scared, lol)!]
I travel a lot with my job. I don't mind. I enjoy getting away from my wife. It is sufficient to say that my marriage was "on the rocks", but had been for years – I just wasn't ready to face up to it - so these trips were a welcome relief.
I found myself in Brisbane, Australia several years ago, and although the days were hard work, I had a few good evenings to relax. People in Brisbane seem to take their fun seriously, and I often woke with raging hangovers, but always eager to do more.
This particular evening I was to escort one of the new girls from the office to dinner. Or rather, it was an unwritten rule in the firm, that all visitors to the firm were escorted for evenings, so as not to be isolated. Her name was Bernice, and she was 22 years young. Even though Bernie had only been in the firm a few weeks, she was elected to be my escort for the evening. I didn't mind.
At less than 5', and probably only 90 pounds, Bernie was a bit on the petite size for me, but she had a great smile, and happy personality (she did have a cute body though, I never miss the chance to view the ladies as I pass them by). I was 34 years old, and nearly old enough to be from another generation. But my dinner escort was decided.
I had been in town for four nights and decided to stay close to the hotel, after several hot (temperature, Brisbane in summer gets to the high 100's) nights out. I suggested we simply meet at my hotel for drinks and a meal in the dining room. "Sure" she said, casually, and I left work to go back to my room and freshen up. We had agreed she would call on me at 7pm.
I expected a call from her, from the lobby, to tell me she had arrived, but instead I heard a quiet knock on he door. Fuck, I wasn't dressed. I grabbed my pants and as I was zipping them up I opened the door. Bernie was standing there.
"Hi," I said. "Do you mind if you come in for a few minutes, I had a quick nap when I got here, and am still running around getting ready?"
"Hi," she giggled, and she walked in to my room. "Sure, Bob, I don't mind. Take you time. "
I wasn't in a state of nakedness, or even indecently dressed, but hadn't got my shirt on yet. As I escorted her to the couch, I quickly grabbed my shirt and threw it on. I then turned to her and offered her a drink from the bar.
"Sure, what you got?" she asked.
I stumbled and mumbled through the bar list, and she took a beer, and I took one too.
"Wow," she giggled. "You look embarrassed. Don't be. Slow down and take your time. I have seen men undressed before. " And she laughed, and blushed slightly.
Now it was my turn to blush, lol. I finally managed to get my shirt on, and buttoned, while standing talking to her. Then in a total bout of forgetfulness, I opened my pants to tuck in my shirt. "Oh fuck, sorry," I said, then blushed anew as I turned my back to her to tuck in my shirt and finished dressing, zipping my pants up. "Bernie, I am so sorry I swore. " I said as I was dressing.
As I turned around all I saw was her huge smile "Oh, you are a laugh," she giggled. "Relax, and get dressed, for fuck sakes, before you piss your pants. I have heard it all before. "
I finished dressing, we drank our first drink, and with very few more words we left the room.
The dining room was very attractive, and quiet. We were escorted to a corner booth with a view over the city. After ordering pre-dinner drinks, and looking over the menu, and ordering, we sat back and relaxed.
I really wasn't sure what we would talk about, except work, and I was resolved to not permit that topic. I also didn't really know how to talk to a young girl, no older than my own nieces. As I sat there making small, but inconsequential dialog, I did notice her outfit.
I said earlier that Bernie was petite, but she did have cute body. Her cleavage certainly looked nice, because I was sitting looking at her cleavage right now. Her outfit was a low cut dress, and the swell of her reasonable sized breasts were definitely augmented by the garment. Definitely not the sort of clothes she wore to the office!
She noticed I was staring and said "Look all you want, Bob. I don't mind, and my boyfriend wondered how long it would take you, lol"
"What.. eh … em … " I stammered.
"My tits" she giggled. "I like men looking at my tits, so does my boyfriend. He and I had a bet on whether you would stare, and how long it would take you too. I won. "
I gulped down the last of my first drink and ordered a second. Bernie followed my lead.
"Relax" she said. "It's ok to look. Really. If I didn't want you to look, I wouldn't have worn this dress. "
"Bernie, please," I said. "I... "
"Bob, stop, please. " She said. "I am totally relaxed with you. You don't need to apologize for looking. Let's just have some fun. "
The second drink came, and I gulped that down too. At this rate I would be on the floor in minutes but this was definitely not how I planned the evening to be. I admit I flirt, and laugh a lot, and would have with Bernie, but flirting and overt sexual activities are two different things.