I called him at work and told him not to stay late tonight. I was kind of stern and I know that made him squirm in his chair. Knowing he was walking to the car I called his cell and told him to go back inside and change into what I had put in his briefcase. He went back into the building and used the restroom and found what I had put in his briefcase: a pair of my very small thong panties. He knew I was up to something last night before bed when I shaved his legs and up around his asshole. I knew I had him all hot and bothered. I imagined him walking back to the car feeling my panties against his bare shaved ass and the thong in between his cheeks. I actually started to squirm and feel tingly.
He got home and walked in the front door and found a box with a note. He took it into the bathroom as instructed and I could imagine his grin as he pulled out the high heels and a piece of hot looking short lingerie! As feminine as he is, he must have been thinking this was going to happen for a while and I love it. When he finished dressing he came out of the bathroom and I helped him by putting lipstick on his lips and makeup on him. We walked into the kitchen and I poured some wine and handed him a glass. As he took his, he noticed the wooden and leather paddles out and I saw him blush. It was cute seeing his face like that, made up the way I wanted him and blushing like a school girl. I made him go over to the couch and patted the seat next to me and told my honey to sit down. I said at about 9 you are going to have a surprise tonight and I wanted no back talk.
At 9 the doorbell rang and he went to get up and I said no, sit down and cross your little slender legs and stay put. I opened the door and welcomed Jimmy in and I kissed him. I know he could hear me answer the door. I was wearing a short skirt and Jimmy palmed and slapped my ass as I walked back into the room. I offered him a glass of wine; he declined, and then sat down on the couch next to my pantyboy and ran his hands up his legs a little as I sat on the other side. He was completely submissive to him and I told Jimmy, this is your plaything for the night. I told him to move closer to the edge of the couch, and Jimmy palmed his ass a little. Jimmy had him get up and move to the end of the couch, and then pushed him over and said ”push your ass up high Pantyboy.”
I knew what was coming: he was going to spank him in front of me with one of the paddles, and I was so glad when he picked up the leather one. He noticed me and I said, “oh don’t worry the wood is coming out too in a little while.” I’ll be good my pantyboy said. Jimmy said it sounds like he knows his place and Jimmy started paddling him hard with the leather. I started to grunt and squirm with delight. Jimmy stopped and stroked his ass a bit, then walked over and picked up the wooden paddle. My pantyboy started begging again and tried to stand up, and Jimmy quickly grabbed his wrists and held him down and said in a low voice “no no pantyboy, I want your bottom marked before I take you.” Jimmy paddled him until the tears started and he was begging incoherently, pleading and sobbing and begging Jimmy to fuck him. Jimmy finally stopped and had pantyboy sit back down, and then motioned for me come around and kneel in front of him. Out it came, his beautiful cock was thick and about 8 ½ inches long and hard. I licked the head and loved his taste. I worked on his cock for a while and soon Jimmy said it was time and we had him stand up. We took his hands and led him into the bedroom. Jimmy asked him if this was his first time; Pantyboy said it was his first real cock.
Jimmy pushed up hearing that and put his huge cock in his face for him. He knew he WAS FINALLY GOING TO GET IT TONIGHT! Jimmy kissed him and I said, give it to him good and hard and deep please. I went and sat in the chair where I could see and made sure the video camera was working properly to capture everything tonight.
Pantyboy was dripping with precum from the head I had given him downstairs. There was so much of it but not enough for Jimmy to use. He reached for the Astroglide to lube pantyboy up a little and he groaned when Jimmy’s finger first went into his tight asshole. I was breathing hard and so aroused at what I was seeing. Pantyboy was breathing hard as well and he couldn’t wait to feel the head of Jimmy’s cock against his tight hole. He climbed on the bed and Pantyboy started to beg like a slut, “Please Jimmy, let me feel that big cock deep inside me.” Jimmy moved closer to him and felt his palms on his hips and his head just touch his tight, ready asshole. He gently slapped him with the paddle on his ass. He pushed back to feel Jimmy’s head rub against him. He started begging again and Jimmy said to keep still and be patient, I’m going to give it to you. He tried to hold still as Jimmy eased the thick, wet head into his ass. Pantyboy screamed as the head went in. I couldn’t help myself and lost it and orgasmed hard. I came several times just watching them fuck good and hard for a long time. They both orgasmed with delight and I was satisfied.
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