Last year while traveling for work I spent several nights in a hotel in Chicago. The hotel was a luxury spot and I had was there for about a week. I had just split with my now ex-wife and had not had sex for better than a year and was trying hard to meet a woman to fuck in my spare time. I wasn't having much luck and the next to last night I did a couple of crazy things out of way character for me. 1st I took a Viagra that a friend had given me to cheer me up after swearing how great it was for him. I didn't know that much about it but I took it just to try it out and to force myself to try and hook up with a girl in a bar. I was shocked at how big and hard it made my cock. I nearly jerked off in my room before leaving just playing with it.

On my way out of the hotel I saw a this beautiful Latin girl that was working in the lobby named Mary whom I had flirted with all week. She was very nice and an absolute knockout of a girl but very young, maybe 19 or 20 years old. Even though I keep myself in good shape and think I am decent looking I made no illusion that she would be interested in a middle aged guy like me. She had perfect skin and beautiful long black hair and an enchanting perfect smile. I stopped and chatted with her briefly and feeling my oats a bit, or maybe the Viagra, I told her I was leaving town the following day and asked if I could buy her a drink after she got off work. She smiled shyly and thanked me in with her very cute accent but politely said no. I laughed and said no problem and to have a good night and she again said thank you. I then took a 50 dollar bill out of my money clip and gave it to her and said "I'm sorry if that was out of line. Have a nice night" She took it and smiled that super sexy smile and said "It's okay thank you very much, that is so much money but I cannot be with the customers or I will get fired" I told her I totally understood and to keep the money and enjoy it in exchange for my rudeness.

I left the hotel and went to a nearby restaurant and ate. For the nest several hours I went to several bars and talked to several women. One girl I could very likely have fucked but she was very drunk and a bit to aggressive and I just got so turned off by her I made the decision to just go back to the hotel and jerk off fantasizing about Mary the cute hotel girl.

I assumed that she was off duty but when I got back to the hotel I saw here holding several towels waiting on the elevator. She didn't see me coming up behind her so I waited until the elevator door opened and then hustled to get on with her a sit closed. She smiled when she saw me and said "How was your evening sir?" I told her it was very nice and said I was surprised she was still working. She said in her broken English that someone had called in sick so she took the extra shift and still had another hour to work.

So I guess the few drinks I had coupled with my now overwhelming hornyness and her extreme beauty caused me to really be bold. I said to her "Mary you are so unbelievably beautiful. You should be acting or modeling not working in this hotel" She smiled shyly and looked at the floor "Thank you. You are very nice". I then decided to go for broke and said "Please don't be offended or mad at me and I'll assume the answer is no but I will give you 1000 dollars to have a drink me after you get off work". She looked at me for several seconds and the again looked at the floor and started to shake her heed no. I said "Please forgive me but don't say no. I'm in room 1719. Just come by if you like. If you don't no hard feelings at all" The elevator stopped and she just looked at me and smiled and said "Thank you sir, have a nice night". I said "you too pretty lady" and watched her walk off.

I went to my room and waited a while half concerned that security might show up and toss me out. After about an hour and a half I finally stripped down and started stroking my cock. It again got super hard and even stoking it felt very intense and as I begin to fantasize about how perfect Mary's little dark skinned body must be I got super hard and started a full jack off of my cock. Just as I was about to get lost in it and work towards cumming I thought I heard a very light tapping on my door. I bolted out of bed and walked to ward it, unsure if I was imaging it.


After several seconds I heard a second very light rap on the door. I looked out of the peephole and there was Mary looking sheepishly up and own the hallway. I dashed to the bathroom and grabbed a robe and went right back to the door. As I opened it Mary was staring to walk away. I said come in and she looked up and down the hallway again and hurried past me into my room.

I said "I'm so glad you came" She said "Thank you, I'm very nervous. I've never done this and I don't want you to think I'm bad" I said "No way, you are perfect. I could never think badly of you" I then got my money clip of the desk. I counted the money and there was actually 1200 dollars in it. I gave it her and said. "This is my gift for you. Please" She looked at it intently and took it and put it in her tiny handbag. she said shyly and quietly "I dont' really drink but I 'm glad to be here with you. This is so much and you are so nice".

I stepped close to her and bent down and kissed her. She kissed me back heavily and her breath was so sweet and gently my cock lept under the robe. I picked her up and carried her to the bed. I laid by her and again started kissing her and when she kissed me deeply with my tongue I deftly slid my hand up her shirt, slid a finger around her panties and inside and touched her moist tiny pussy. She moaned and said "I'm sorry I haven't showered and probably smell badly" I looked at he and smiled. My cock was now about to burst and I said "No way don't worry about that, you are perfect" I undressed her and she helped me with her clothes.

I gasped upon seeing her naked as her body was the most perfect I had ever seen. Her breast were much bigger than they looked in clothes and her nipple nearly disappeared in her perfect dark skin. Her pussy was unshaven but not very hairy and looked so tiny in her dark skin. Her body was lean and taught and she obviously worked very hard as her muscles in her arms and stomach were defined and hard.

I felt overwhelmed with desire and immediately dropped between her legs and began to lick her perfect pussy. It had the slightest musty odor but it was not at all bad and I got super turned on thinking of my cock having the smell all over it. I dug my tongue deep in her slit and over her clit quickly and lightly. She was holding the bed covers and a bit stiff at first but as I worked and lift her hips and ran my tongue around her perfect tiny asshole she moaned loudly and dug her hands into my scalp.

As her breathing quickened and she began to rock her hips into my rose up and placed my now huge and rock hard cock on her slit. I looked her in the eye and she looked back up at me and I sank my cock deep inside of her. She closed her eyes and threw her head back and moaned loudly. There is no way to describe how tight and perfectly wet inviting her c**t was, I have never been so turned on and I began to fuck her in a slow rhythm and then faster. Only the Viagra kept me from blowing almost immediately I guess because I was able to fuck her and fuck her for what seemed
a very long time.

I was banging her little pussy as hard as I possibly could and the sound of my balls slapping her perfect little ass filled the room along with her muted screams. She finally just started biting my chest and moaning deeply into it. After several minutes of solid hard pounding she released her bite on my chest and started saying over and over "Oh god, oh god oh god. I looked at her and the veins in her neck were bulging and she suddenly stiffened and screamed "Ahhhhhhhhhh" I could feel her pussy contracting and I finally reached my top and sunk deep in her and re;leased my cum. I shot and shot inside of her screaming at the top of my lungs.

She relaxed and laid back and I pulled out of her. I stared for a long time at the huge globs of my cum dripping out of her perfect tiny c**t. I finally laid down beside of her. After several minutes of both of us catching our breath I kissed her and we both giggled. She put her head in my chest and just said "Oh my god". After several more minutes I heard her breathing level and noticed that she had dozed off.

I watched her sleep for some time and then must have dozed myself because I woke up and looked at the clock and noticed it to be 3:45 am. I adjusted myself and listened to her perfectly calm breaths. Despite my desire to let her sleep my cock took over my brain again and I reached and felt her tiny pussy again. It was still very wet from my cum and as I rubbed it she stirred and said "I have to go. I don't want to be seen leaving". I kissed her again and said she should wait a couple hours until people started moving around so she wouldn't be noticed. I then went back down on her pussy again and she let me lick her.

Once again when I sucked her pussy for a while and then gave her my cock. This time I turned her over and fucked her from behind and then rolled over and pulled her on top of me. While riding me she came again. After she came I rolled back on top of her. I knew she must be getting sore but I needed to cum again and I pounded her little c**t for several minutes, the Viagra merciless in its effectiveness. I finally got over the topped and dumped a huge load in her again.

I looked at her spent perfectly rock hard body glistening in the low light of the room and thought that no one in the world could be more sexy than this perfect beauty. We slept again for a while. When we woke up I pulled her into the shower with me and we took a great, very relaxing shower. I teased her about wanting to fuck her again but she said she was much too sore and in truth my cock was very sore too.

I asked her if I could by her breakfast and she agreed. She snuck out and we met at a diner several blocks away. it was very nice and we smiled and flirted like new lovers. After we ate though she looked a bit sad and I asked about it. She said "I know you probably don't but I hope you believe that I have never done that. I fell like a Puta" I said "I believe you but I am the bad person here really I tempted you beyond reason and took advantage of having some money. I put you in a bad spot with your job and made you feel bad about yourself. I'd say I am really sorry but I'm really only sorry about those things actually. I am not sorry about being with you. You really are perfect" She smiled and said "You are so sweet and I'm not sorry about that either. You are unbelievable at the sex. I am still tingling all over"

We laughed and agreed to call it even. She also confided that she hadn't had sex in a long time either and was not using any birth control which worried her a bit but was due for her period soon. I gave her my cell phone number and told her to call me if she had any problems at all with either that or her job.

We kissed and I got her in a cab. We texted each other for a while and she let me know she had gotten her period and I teased her that I was disappointed. We actually met two more times and had weekends together. Once I flew her to Miami and met her there and once I went back to Chicago and we stayed in another hotel.

Both times the sex was absolutely fantastic and by the second time she was very comfortable with me and we just had a great time. Though I offered once, she refused any more money from me and I could tell she was still not proud of the 1st time so we never discussed it.

I never really let myself fall in love with her. though she might have gone for something long term I just could never have bought into it completely. Mostly because of our age and truthfully probably because of the money issue. I guess everyone is about money to some degree but I just never let it get there. I might have blown it a bit by just letting it fade away but I have no regrets. She was fucking perfect. Literally.