She called me that morning and asked if I could come by later. She said she had a lot to do that day and was going to need some help.  I swung by a little after 7 and the door was open as usual. 

I called to her and heard the shower running. Knowing my boundaries, I headed into the kitchen and started washing some dishes left in the sink. I found an open bottle of wine unattended. I set up service for one with a flower on a tray and walked into her bedroom.

The master bath door was cracked open and I could see wisps of steam lick out into the cool bedroom air. I set the wine up at the foot of her bed. I saw that she had laid out her clothes for the evening. Lace and sexy underwear and an elegant little black dress hanging on the closet door. What did she have in store for this evening?

I heard the water turn off and called to her to let her know my presence. She said she'd be right out and asked if I could tidy up the living room. I went to my chores and straightened the room as I heard her drying her hair. I took out the trash and was just polishing the coffee table when she came out of her room. She looked stunning. Her face and lips were painted, and she was poured into that dress. 

I was dead in my tracks staring at how gorgeous she looked. She quickly brought me back, asking me to zip her up. She turned her back to me while putting in her earrings. I'm a sucker for a good neck and shoulders, and hers were fantastic. I leaned in close as I zipped up her dress and inhaled her fragrance. Jasmine, my favorite.

I asked where she was off to looking so elegant. That's when she told me she had a date. My heart skipped a beat. In the time I'd known her she always kept that part of her life separate from me. I had my suspicions, but knew better than to ask. She explained that he had been asking her out for weeks and she'd been putting him off. The previous week she'd met him for a drink and they'd connected. He was taking her to dinner and she didn't know when she'd be back.

Dinner. I quickly thought about the sexy underwear she had laid out on her bed. She knew I had seen them. She gave me that heart melting sly smile of hers. She asked me to stay here and wait for her to get back.

She then kissed me goodbye and gave my chastity encased cock a gentle squeeze. 'Be good until I get back' she teased. I knew she had the key on her somewhere... her purse maybe. I wouldn't have a choice but to be good. I walked her to the door and put her in her jacket. I watched from the window as her car drove off and her tail lights disappeared. 

I returned to her bedroom to straighten up and clean the shower. I went to straighten the bed when my heart skipped a second beat. Of all the clothing she had left out, she hadn't worn her panties... 

A recent experience:

I was in a city I was unfamiliar with... I travel a lot for work, so this is happens more often then not. I finished up work early and hit the hotel gym. After 30 minutes on the treadmill my shirt and shorts were drenched and clinging to me. I hadn't noticed, but my chastity belt was more apparent than ever. 

There were a couple of other people in the gym, one of which was a very attractive blonde in her late 30s. She was on the eliptical near me and had been failing to discreetly check me out from the corner of her eye. Once I finished my run it became clear why she was checking me out...

For those of you unfamiliar, a chastity belt can make you look like you're packing some serious firepower under your clothes... and this had definitely caught her attention.

I went back to my room for a shower and hit the hotel bar later that night. After a couple of drinks Mrs. Blonde came down from her room. I kept her in my periphery as she took a small table near me and ordered a drink.

After a few minutes I saw that she was alone. Being the extrovert that I am, I walked over and gave her one of my more experienced pick-up lines "Excuse me, you have excellent posture... do you mind if I join you?". I deliver this in my best gentlemanly tone... and it hasn't failed me yet.

She invited me to join her and we had a pleasant first meeting conversation. We briefly spoke about where we were from, why we were in town, how long we were staying. It moved to drinks of choice, common restaurants we'd been to, and then into the more subtle 'can I fuck you' questions... feelers to find out if the other is attached or available.

We both concluded the other was available for a fling... although she had no idea that my package was locked safely away under thick plastic...

She indicated that she was meeting friends and would be leaving, so I let the conversation end there... with the possibility of picking it up again later.

As she got up to leave, I stood as well and gave her hand a light squeeze to bid her goodbye. She brushed against me as she moved past and felt the hard chamber between my legs with the side of her hip. She gave me an involuntary look of surprise, but rebounded quickly to a smile... although I knew that the gears were turning in her head to identify what she had felt...

We said our goodbyes and I went back to the bar to order a double...