The previous times that I had sucked cock I had a long hiatus in between. This time was different. I knew that I needed his cock again and I only had one more day in the hotel before I moved into a new place. If you don't know or remember what cock I'm talking about, go back and read "Fourth Time Sucking".
It had only been 2 days before I felt the urge to suck cock and get covered in cum again. I also wanted to get a mouthful of cum because now that I had a taste, I was hooked.
I sent him an email saying "Please Sir, can you come to my hotel again and use me hard like last time? Tomorrow is my last night here."
I was so anxious that I kept hitting refresh, but he didn't respond right away. Finally I stopped and went to bed horny as ever. When I woke up I rolled over and checked my email on my phone and there it was, an email from him.
"I knew you'd want me again. That throat of yours was so tight I need to feel it again too. I'll be there at 9 tonight. I want you to surprise me with what you wear and what position you're in when I walk in. I want to see how much you want it. Leave the door jammed open like last time. -Sir"
I almost closed the email when I noticed more.
"P.S. I don't want to see your little dicklette so wear some panties this time."
I closed the email and sat back thinking about the day and the upcoming night. I had been turned on by porn where a guy is wearing women's lingerie but hadn't really considered it for myself until now. And it was really turning me on!
He had said he wanted to be surprised by what I was wearing and I assumed he would expect me to comply. But I wanted to make it really good for him so I figured I'd go out after work to shop for something since I hadn't brought that aspect of being submissive into my life yet.
It was almost impossible to concentrate at work that day so I ended up leaving early to go to the mall. I went to the store you'd expect for secrets like this and went to the more sexy items.
I knew that I wanted them to be pink or red and I wanted to make sure to both cover my dicklette and also show off my ass. Obviously that meant a thong so I chose a pink lace v-string one that had a floral pattern. I thought they would be great as my first pair of panties. I contemplated getting more but figured if the night went well I would come back and get more things.
Driving back to the hotel I couldn't stop thinking about what was in store for me. I knew what cock I was getting but had no idea how he planned to use it.
I got to my hotel and had to wait and think for a couple hours before it was getting close to time. I took a shower and then slipped into a thong for the first time in my life. Feeling the straps go up my legs followed by the thong going into my ass sent goosebumps around my body. I could tell right there that I would be going back to get more and making panty wearing more of a thing for me.
He also said to surprise him with what position I was in but I hadn't thought much about that until a few minutes before he was to arrive. I decided that I would present myself kneeling on the bed, facing the door, with my hands behind my back and my eyes closed. I was trying to show off my new panties as well as showing that I was ready for him to use.
I opened the door and put the blocker in, then got into position and waited. After only a couple minutes I heard the door open and footsteps come towards the bed. They stopped right in front of the bed and I could feel him close to me.
"I like the way you listen. Those panties suit you well, maybe you should wear them all the time." he said in a low voice. Boy did he hit the nail on the head!
"Keep your eyes closed and crawl over here and take my cock out," this time a little louder. I crawled over, sat back on my ankles and reached for his belt. After undoing it I pulled his pants down, pleasantly surprised that he wasn't wearing underwear. Before I could reach out for his cock he said, "Get back on all fours right where you are and keep your eyes closed."
I did as I was told expecting him to put his cock into my waiting mouth but instead I heard him finishing taking off his pants and then I heard him start to move away. I was confused but knew not to say anything. Then I heard him moving around the bed to behind me.
"A thong was a great choice. You're a little sissy and this shows it." I felt his warm hand touch my ass and start to rub and caress it. He squeezed a handful and then I felt both hands working, caressing, and squeezing. He gave the thong a tug to make sure it was deep in my ass.
Then I felt him give me my first spank. He didn't do it too hard, but there was a loud smack and a wonderful tingle on my right cheek. I moaned a little to show my approval and he took that as acceptance and gave a harder smack.
"Do you want your ass to be red?"
"Yes sir, it hurts but feels good."
I could tell that he was more excited and he started spanking both cheeks slowly but strongly. Each smack gave a nice sound in the small hotel room. I had the fleeting thought about what the rooms around me could hear but then I was brought back into the present when he gave one huge smack.