My first date with daddy

We started out by chatting on a hookup site. I advertised as a total bottom, shaved sub with a love of crossdressing. He was much older than me, and advertised as a masculine total top. Although he liked masculine boys, he needed his dick sucked badly and we chatted online for weeks, sharing pics and dirty thoughts before we finally agreed to meet at his house.

To prep I didn’t have anything for dinner and cleaned out my bottom. I rode my dildo for a little bit and made sure I was lubed up before sliding in a butt plug. I washed and shaved all over so my hole was smooth and left a little landing strip in the front. I put on cute black lacy thong and some loose clothing, got in my car and drove across town to his apartment. When I reached the door I was incredibly nervous but decided I had to go through with this.

When he opened the door he was wearing a pair of shorts and flip flops. As I stared at his strong chest and abs I was immediately attracted and impressed. I looked around and he offered me a drink but there was only one thing on my mind. I stepped in close, and put my hands on his strong chest rubbing and pinching his nipples. His hands quickly found my ass and began rubbing. I kissed his nipples, his chest and kissed my way down his stomach as I dropped to my knees. His hard cock was tenting at the front of his shorts, so I pulled them down and it sprang free, slapping me in the face. I stared, wide eyed, and looked it over. Average size but clean with a big fat mushroom head.

It was now or never and I knew I wanted this. I wrapped one hand around the base of the shaft and licked the tip, then dragged my tongue along the underside until I kissed his balls gently.
I made a rookie mistake and went too fast too soon! In an instant I took it to the base.. holding it down my throat to savor the delicious taste. I backed off, licked and stroked… kissed every inch.. bobbed up and down over and over trying to earn a salty reward. With a slurp I took him deep until I started gagging.. He laughed and told me I would have to work harder than that.. I found myself a rhythm, up and down, sliding my wet lips down over his shaft, then pulling them back until I had only his head in my mouth. I licked around the head then started my rhythm again.

When he sat down on the couch I crawled between his legs and went back to work.. As I sucked, he leaned down to grab my ass, forcing himself deeper into my hungry mouth, causing me to gag… He admitted “these panties look really cute on your smooth ass” and he pulled them to the side to find my hole. Instead, he found me plugged. He commanded me to get up, then forced me down to my knees and bent over the couch cushion as he repositioned behind me. “oh baby, what do we have here!” he exclaimed as he pulled my plug out slowly, til my gaping hole was exposed to him.

Looking over my shoulder I saw him lick a finger for lube and then it slide into my eager hole, followed by a second. “MMMMmy God” I moaned as his fingers worked deep into my ass. I was squirming and moaning nonstop in complete sissy bliss. He probed my prostate and massaged my inside making my little clit rock hard! He spun me around and I knew he was ready to cum! He told me to lie on the couch and demanded I cum on myself before he finished.

I lay on my back as he positioned his cock right in front of my face just beyond my lips. We stroked together… When I came, I shot my load across my chest. I scooped some up with my finger and placed it to my lips…as I sucked on it he started spraying cum… the first shot hit me in the cheek, I turned and caught the next on my lips then eagerly sucked his cock into my mouth to swallow the last few throbs…I carefully milked the last few drops of cum, sucking them down with delight.

After he was spent he sat down next to me as we enjoyed the afterglow… eventually I got up and dressed. As I headed for the door, Daddy reminded me I still had some of his cum on my lips and cheek. “Oh daddy, I need a souvenir!” I exclaimed as I headed out the door!

On the drive home, my face covered in cum, I thought about our afternoon of fun. As I licked my lips, I promised myself next time it would be one of my holes that made him cum!