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Back in the 2010 I was working for a corporate company doing branch system upgrades and training. We traveled in teams of two all around the Southeastern United States. Since I was the systems/hardware guy, my teammate was a trainer who happened to be a beautiful Hawaiian woman about 35 years old. She was dark skinned with very thick black hair, short in height with a perfect body. I was hot for her from the first time I saw her and made sure to flirt with her on a daily basis. I wanted inside her panties in a bad way and she knew it and seemed to enjoy the attention. All that being said, during work time, we kept it professional.
We already started our tour of company-wide offices and were about half way complete of the 68 or so branches. On this Sunday, I arrived early evening to the Boca Holiday Inn and went to my room after checking in to get a shower since I had been driving all day. The shower felt great and I came out in my towel and relaxed on the bed, checking email and answering texts. My work partner text me she was almost in town and I suggested we go out for dinner later. She agreed and as she was on my mind, I pulled my towel off and started stroking my 8” thinking about her. I loved to edge myself as long as possible so I could keep her beautiful body in my mind and the things I wanted to do it. I had stroked about 20 minutes while also looking at porn on my laptop. I heard someone outside my room moving about and then it seemed they were messing with my door. I jumped up to look through the peephole and see what was happening. I was almost to the door when it opened and there was my teammate, Stacey with her bags in hand looking at me in shock. I was also looking in shock as I saw her eyes make contact with mine, then down to my body. I was still totally naked with a big hard cock poking straight out at her. I quickly jumped in the bathroom as she started apologizing and said they must have given us the same room by mistake. I also apologized and she said she was heading downstairs to get it straightened out as I heard her close the door and leave. I was very embarrassed that she now knew I was in my room stroking my cock and playing with myself. After a few minutes she text me saying they got it fixed and her room was now across the hallway from me. I text her back apologizing once again and saying we could go to dinner another time. She replied quickly telling me not to worry about what happened and that I was on private time in what I presumed was my own private area so no big deal. She also said she was starving and still wanted to go find some food if I wanted to take her. She even sent me a wink saying she has seen me all now and we may as well relax. I did feel much better with her being cool about it and even said that I didn’t get to see anything and she only replied with a big laughing emoji. Dinner went great and Stacey didn’t even bring up the event from earlier so I left it alone too. I was thankful for her being so sweet about it. We had a great meal and she drank a couple of glasses of wine before we headed back to our rooms around 9 since we had to be out early the next morning to upgrade the software for the local branch office. The thoughts were running through my head as I lay back down on the bed. She now has seen me fully naked and it wasn’t my doings or hers but the hotels and that was ok with me. I was again rubbing my hard cock through my boxer briefs thinking about her looking at me when my phone buzzed with a text from her asking if I was still awake and doing ok now. I told her it was all good since it wasn’t our fault that she got to see me fully nude. She paused a bit then replied back saying she was very impressed at how nice of shape I appeared to be in and how “gifted” I looked to be. My cock sprang fully hard at those words, I couldn’t believe she said that. I replied back that I was blessed to have good DNA and was glad she was impressed. She sent a wink and an emoji with a tongue hanging out. I didn’t want to push it for fear of my job but she text back a little while later and said she guessed we needed to even up a little then I heard a gentle knock on my door. I sprang up again but I did put on shorts as I walked to the door and opened it up to see Stacey there in a robe. She smiled and with all the confidence in the world, opened up her robe to show me her beautiful body in a sexy black see through bra and black panties. She laughed and asked me if this would do. I just shook my head no as I reached out and took her hand pulling her inside. I gave her a hug then a very long kiss as our tongues found one another in a very sensual kiss. I pulled back and whispered I wanted to see everything like she got to see me as my hand moved up to her big breasts to rub each one. I could see her huge, dark nipples and as I touched each, they got very hard. My hand moved down over her tummy and slid into her little black panties feeling her wet wet pussy. She moaned as I toucher her clit and I felt her pretty fingers on my now rock-hard cock. She said since she saw my monster, she wanted to taste it badly. I closed the door and turned back to her as she pulled my hand and we walked to the bed where she sat down on the edge and grabbed my boxers and pulled then down to my ankles as she inhaled my cock. Her warm mouth and tongue moved over the big mushroomed head and down my shaft as her fingers cupped my balls. I put my hand on the back of her head as she took all of my cock down her throat. Her mouth felt so good and I put one leg up on the bed beside her so she had better access to my low hanging balls. She licked all over my cock then down to my balls and all around my groin. She pushed her pretty face into my crotch and took a deep breath before sucking the head back in. I was about to cum so I pulled out and took her robe off then pushed her back on the bed and put my face right into her soaking wet panties. She smelled so good and I could taste her juices on those wet panties. I licked them then pulled them off to reveal a very thick, trimmed black bush that I pushed my face into hard and sucked in her juices as my tongue found her clit and she bucked hard into me. I felt her hand on my head pulling me into her pussy. Her juices were now flowing on my face and in my mouth as I greedily sucked it down. I could have eaten her all night long but I stopped and put her legs over my shoulders as I quickly pushed my cock into her wet pussy. I drove it deep until my balls slapped against her fine ass. We got into a nice rhythm as I held her foot and sucked her toes. I dreamed of licking and sucking those beautiful toes so many times and now I had them in my mouth. I could feel I was getting very close so I pulled out and turned her over so I could view her perfect big ass. I slid right back in as I pushed a finger in her pretty ass. She moaned and told me she wanted my cum deep inside her pussy and I exploded right as she said that. I could feel it squirting shot after shot. I was so hot for this lady. As I finished and pulled out, I bent down and put my face between her cheeks and licked her ass. She moaned as my finger rubbed her clit. I made her cum again as my tongue was as deep in her ass as I could push it. We spent the rest of the week fucking each night and she also stayed in my room the entire time. We had a lot of travel adventures after this start. I will post more as I type them up.