First Hotel Encounter

About ten years ago I started cross dressing and was talking to a guy online. He was in town a couple nights a week on business. We finally agreed to meet and that I could change at his room. He texted me and said he was in his room and to come over. I had been waiting in the hotel bar for his text. I arrived at his room and he opened it and to my surprise I recognized him. He was a driver for one of our company suppliers. I decided I was there and did not want to make it awkward. I changed and walked out of the bathroom and he was laying naked on the bed. Walking over, I could not take my eyes off his sexy cock. It looked about 7” or so. Crawling on top I began to slowly ride his cock between my thighs. He grabbed my hips and pulled me tighter to him. Bending down I gave him a kiss. He pulled my skirt up and placed his cock up between my ass cheeks and began to dry hump me. I moaned with excitement and he rolled me over. Lifting my legs up, he spit on his cock and he placed it against my boi pussy and pressed it firmly in the opening. I moaned as he passed the first ring. Oh my Sara, he said. Not sure who Sara was but I let him continue. I have been wanting to fuck your ass for a long time. He pushed more and it popped in and he slid all the way and I yelped. Wrapping my legs around him and held him tight. He then pulled out and dropped back in with a hard thrust. Sara your ass feels just like I thought it would. You are so tight. He thrust in and out and we would kiss slightly. He went deep and grabbed my legs and placed them on his shoulders and drilled me hard. I could feel his balls slapping my ass with each thrust in me. He leaned forward and my ass slightly raised off the bed and he would pin me deep. Placing my hands on each ass and trying to pull him in deeper, he took one hand and placed it on my neck. Sara, do you to get pregnant? I did not respond. He squeezed tighter, answer me Sara. I gasp for air and I nodded yes. His pace picked up, spread wide eagle at gee male, he sat on his knees and pushed deeper and with hands around my neck he exploded multiple streams of baby batter in me. Releasing his grip he collapsed on me and I wrapped my legs around his body and he kissed me deeply and forced his tongue into my mouth. He the got up and went and cleaned himself off. I lay there with my legs spread and cum dripping out of my boi pussy. He came out holding my backpack. You can leave now. I need to change and he said not tonight. You will walk the walk of shame. But, no buts and we will discuss this further tomorrow when I deliver to your store tomorrow. The front desk will not bother on the way out. This started our regular schedule of meetings over the next couple years. I will right about the next day soon.