Alexandra 50

It was that time of year again, hitting Vegas for the user conference. After nearly 2 years of lock downs it was actually nice to get out and see people. Vegas of course hadn’t changed, it was still all lights and glitz, as well as an air of desperation. However I was determined to make the best of it.

I arrived Sunday night ahead of the Monday rush. There were no direct flights, so the trip toom me way out of my way and several extra hours of stop over. I arrived in my hotel at nearly midnight Boston time. Considering I am an early riser, and early to bed person I felt like a zombie. Once checked in I found my room and collapsed on the bed. After about 10 minutes I found the energy to stand up and pull my shoes off. I was beyond tires and felt crappy from being in an airplane for so long. Standing up I managed to get my bags situated on the dressers organizing my clothes into two distinct piles. Stuff to wear out, and stuff to wear in.

Next I stripped off my clothes and folded them up for the Dirty pile. I try to be neat in the hotel room as it helps when it comes time to back up and head for home. No one wants to miss something or be running around like a madman just before leaving. Next I grabbed my bathroom bag and went to the bathroom to brush my teeth and grab a quick shower. The hot water did wonder to wash away the flight and make me feel a bit better. After my shower I toweled off and went back to the bedroom.

“Hmmm blue or pink?” I said to myself…. “I think Pink tonight.” I said to myself, pulling out this pretty pink teddy and matchingpanties. I slid them on feeling prettier and better as the fabric caressed my body. Walking over to the full length mirror I had a look making sure everything was properly in place and tucked in where necessary. I pulled out my laptop and checked my various messages quickly. Sending a few replies, I shut down, set my alarm for the morning and lay down on the bed. The feeling of thelace teddy sending me off to sweet, and highly erotic, dreams.

The next morning was all business. I had a business breakfast, then an appointment at the copy place, then a session in the evening. I would be going the entire day. However this was also my opportunity to be “dressed” the entire day. I slipped on some nice white stockings, garter belt and matching panties. Pulled on a pretty white bra top that was perfect given my flat chest. On top of the pretty lingerie I pulled on a T-shirt and loose fitting jeans. No one could tell that anything was amiss. It was my dirty little secret and I loved that.

It was early evening when Alexandra came by the booth I was working at. She looked at me and gave me a warm “Hi!”

“Alex! How are you” I asked, with a huge smile that she couldn’t see because of the masks that were required to be worn.

We chatted for a bit . It turned out the Alex was staying at the same hotel that I was staying at. We agreed to meet up at one of the hotel bars for a quick drink afterwards. We gave each other a quick fist bup to say “bye” and then she waled off. I have to admit that my eyes lingered on her tiny little ass in her skin tight jeans a bit longer that is professional.

That evening Alex and I were sitting at a table in the back of the hotel bar. It felt good to be off my feet. My feet were killing me, and my throat felt raw from talking for three hours straight, so I would ask Alex a question and sit listening to her. She asked me how work was going and what was happing in the old office. I filled her in on the bits that I had heard, though I was quite out of touch given nearly two years of exclusively work from home.

“So, how’s Dan?” I asked. Dan was Alex’s husband.

“We… well… we broke up.” She said sadly. “About a year ago. The move to New York didn’t go as well for him. We thought he would hav a amazing opportunities, but that didn’t really pan out once the pandemic hit. Sitting at home all the time really got to him. He’s moved back to Boston.”

“I’m sorry.” I said. “You two always seemed so happy.”

“Yeh, well time to move on I guess. But it’s hard. It’s not like I have options waiting in line.” She laughed.

“I’m sure someone will come along anw sweep you off your feet. I mean… look at you. You are smart, successful, really kind… and pretty to boot.” I said with a genuine smile.

“Really? You think I am pretty?”

“Well… I mean don’t let this turn into an HR thing….” I smiled. Alex laughed, a sparkle returning to her eye. “You are beautiful. By this time we had downed a few drinks each, and I was feeling a bit tingly. “You are downright hot! Any guy would be lucky to have you.” The alcohol loosening my tongue more than it should. “Hell Alex, If I wasn’t married.”

Alex looked at me a bit shocked. Then her face calmed a bit, the smile and the sparkle returning.

A few more drinks later we were ready to head up to our rooms. We stood up and I went to pay, but Alex grabbed the bill. “Expenses! We just had a work meeting.” I laughed. Alex was a manager and she had a lot more leeway with expenses than I did.

We got into the elevator with a couple more people and started heading up to our rooms. A couple floors before mine, the door opened and the rest of the people cleared out. As the elevator started up again Alex turned to me. “Did you mean what you said.” I looked at her for a moment not quite sure what she was talking about. “If you weren’t married….” Her voice trailed off.

“Yeh. I do. Absolutely,” I replied with a smile.

The elevator door opened at my floor and I stepped out. I was vaguely aware of some movement behind me. Alex had stepped out of the elevator. She grabbed my arm. I turned around to look at her, just as she pressed against me, reaching up and pulling my head down, her lips to mine and kissing me. I was shocked, but you the expression… what happens in Vegas stays in Vegas. I reached down grabbing Alex’s ass, her breasts pressing into me. Her hand reached down to my crotch, I could feel myself reacting to her touch.

“Take me to your room” she gasped.

“Are you sure?” I asked, my head swimming.

She pulled away from me slightly, her eyes pleading with me. “Please.”

We got to my room and I let Alex in. As I was locking the door behind us I her her ask… “You entertaining?” Her voice was flat.

“What are you…” as I turned she was holding up my pink teddy and panties.

“I’m sorry.. this was a mistake” Alex said, dropping the lingerie on the ben and walking towards me to head out. “No wait… I canexplain.”

“No need.” Alex was clearly annoyed at this point.

“It’s mine.” I said flatly. Alex stopped stunned. “It’s mine…. See….” I lifted my t-shirt showing off my bra under the t-shirt. Then I took her by the hand and showed her my drawer full of panties. “You are the only person who knows…” I said. Alex could see the terror in my eyes. She pressed against me again kissing me, this time with even more passion.

I sat down on the bad, pulling at her top, pulling it out and unbuttoning it. She had a pink bra covering her tiny A cup tits. She pulled off my t-shirt revealing fully my white bra, then clawed at my pants. I stood up, taking off my shoes and my pants, standing there in my full lingerie. Then I reached over unbuttoning Alex’s pants. She had to wiggle her hips in order to get them off revealing a pair of tiny pink lace panties.

We moved to the bed, Alex lying back, me howering over her kissing each other madly. Alex’s hand reached into my panties her voice quivered as she felt my cock getting harder. “Please… fuck me… “ she gasped.

“Not yet.” I could barely speak my head was swimming. I sat back, grabbing her panties and sliding them down. Suddenly worried about the reality of our situation Alex looked at me panicked. I looked her in here eyes and smiled, my guaze holding hers for a moment, then lowering over her tits, down her stomach, to her small, partially hard cock that was leaking precum. Alex whimpered as I took her in my mouth and started giving her a blow job. Her tiny cock got a little bigger and harder in my mouth it felt so good. The taste of her precum made me gush. My moth worked her up and down, my tongue running over her head. As the blast of cum erupted I saw stars… she flooded my mouth. My eyes closed, letting the spasms of her orgasm stop and the last dribbles of cum stop, before I let her cock slide out of my mouth. Looking at her, and smiling I swallowed and kissed her.

At this point I was horny as hell, and the mouthful of cum made my cock rock hard. I stood at the edge of the bed. Alex took my cock in her mouth to get it slick then laid back lifting her legs and spreading wide for me. The tip of my cock pressed against her tight puckered little asshole. She moaned as the tip of my cock pushed into her. Inch by inch I worked my cock into her ass.

“Fuck me,” she gasped as she felt my balls resting on her. Her ass gripped be base of my cock tight. My balls ached to be emptied. Slowly I slid about half way out of her, then back in. Her eyes rolled back, her stomach fluttered as I stood there dressed in lingerie, fucking her ass. Another slow stroke and her head rolled to the side as I pushed back into her.

“Oh my,” she moaned. “I need to be fucked so bad,” she whimpered. I started picking up the pace, fucking her faster, and a bit harder. Each thrust met with a moan of pleasure. My cock was incredibly hard. Her ass felt like it was trying to pull the cum out of me. I grabbed her waist and started fucking her hard. Every thrust I could feel me edging closer and closer to a massive orgasm.

Finally I couldn’t hold back any longer. “Fuck, I’m going to cum.”

“Pull out,” Alex begged. Some how I managed to pull out of her just as my orgasm overtook me. Alex sat up, grabbing my cock and taking the tip between her lips, pumping a massive load of my cum into her mouth. My knees buckled and I staggered but she caught all of my cum. Just like I had done, she looked me in the eye, holding my gauze and swallowing.

We collapsed on the bed together and recovered. Her laying her head on my chest, her leg draped over my leg, her breasts pressed against me. We stayed lie that for a long time before she got up, and put on her clothes.

“Thanks,” she said with a soft voice and a smile. “I needed that.”