My Hunky Executive Assistant-Part 2
Disclaimers: This story is for adults only over the age of 18. The characters in the story are purely fictional and any similarities to the living are purely coincidental.
I couldn't get my mind off my encounter with Jason last Friday. I felt so lucky to have such a competent and sexy assistant. He arrive at the office at his usual time of 9:00 AM, said hello to me, and proceeded to his desk to do his work as though nothing had happened. I began to worry that maybe he didn't feel the same way or didn't want to continue the sexual aspect of our relationship, but later that day I found I had nothing to worry about.
It was about 2:00 PM and I had just returned from a hellish lunch meeting with our corporate attorney. I really needed to get my mind off of my worries. I was going through my mail for the day when I received a call from Jason. He was calling from his cell phone and said he had just picked up some office supplies and asked if I wouldn't mind helping him bring in one of the boxes. I thought the request was unusual, but I went to the parking lot to meet him at his van. I told the receptionist I would be back shortly as I exited the building.
I got to his van and one of the back doors was open. I didn't see Jason, so I peeked in and saw that he had taken off all of his clothes and was hiding behind the closed door. It was hard to believe that just a few hours ago Jason was working diligently at his desk in his dress shirt, slacks, and tie. He told me to get in his van and I complied. Luckily he parked in a secluded area away from pedestrians and other traffic. He told me to hurry and remove my clothes. Again, I cooperated with his command. Within seconds of me removing my jockstrap, he was all over my cock, sucking it for all it was worth. I was in a seated position and I was rubbing his hair as his head was bobbing up and down. This hunky guy knew how to give a blow job! He took my cock all the way to my pubes which made me even harder. He wanted to gag, but he held back.
Jason began to rub my asshole as he blew me, but I gently removed his hand. I was a top and wasn't planning on becoming a bottom. He then began to rub my hairy chest and nipples. He then moved his mouth from my cock to my nipples and began to suck on each of them. It was the perfect combination of pain and pleasure. When he moved up to suck on my tits, he was in the perfect position for me to grab his ass. He had to have the firmest bubble butt. I grabbed both cheeks with both hands. I then began to let my finger search for his boy hole. I had to have his ass today.
For a moment, I thought back to the office. I couldn't believe what we were doing in the parking lot of our building. I actually think the risk of it all added to the excitement. My attention then focused back on Jason where it belonged. My index finger found the target and I gently slid it up his hole. His hole was wet from all of the sweat of our activity. Jason began to moan in pleasure. I then changed position and began to suck his cock. It only took a few seconds and he shot one of his big loads down my throat. I sucked his cock clean for him while continuing to finger him, now with two fingers. I began to spit in my other hand and applied the saliva to his hole. I then began to move Jason onto his back and raise his legs up for fucking when he voiced his first protest.
Jason said, "I have never been fucked before. Can we do this another time?"
I told him there was no need to be scared. That it may hurt a little at first, but I would be gentle. I then searched for my pants and reached into my pocket and took out a small package of lube. (Since last Friday, I knew it would just be a matter of time before I would fuck Jason and I figured I should be prepared.) Jason was still apprehensive and didn't want to let me inside of him.
I then began to deep kiss him and massage his inner legs. I really wanted to fuck his virgin ass and wanted to relax him so I could get inside. After a little additional foreplay, he agreed to let me try. He made me promise to stop if it hurt, and I assured him I would. I felt a little bad that it may not be a promise I could keep. While he was on his back, I gently lifted his legs and placed his ankles on my shoulders. I had full view and access to his ass. I applied additional lube to his hole and put two, then three fingers inside of him. He winced and moaned, but said he was okay. I told him he was doing fine.
After some additional assplay, I placed the head of my cock against his hole. I began to slide in it and he told me it was hurting. I told him to just breathe deeply and push out. I assured him the pain would go away. I then went a little further. His breathing increased but he seemed to be getting use to my tool inside of him. I then went all the away and gave it all to him. He let out a quick scream and then became quiet. After a few moments, I began to do some very gentle thrusts. He was so tight I could have come without doing anything, but I really wanted him to enjoy this and get used to me being inside of him. A few moments later, he told me to go deeper. I could see he was starting to feel the pleasure my cock was giving him. I fucked fast and furious. I shot my load inside of him. I stayed inside a few additional moments and I kissed him before pulling out of his ass.
I hugged him and thanked him for making me feel so good. He told me he was glad I was the first to fuck him. There is nothing like fucking a guy for the first time. I don't think either of us will ever forget this encounter!
Part 3 will follow. I look forward to your comments and suggestions.