He entered me in one plunge and held it there. “Fuck, Jack. I had hoped you would be a little tighter, but knowing Paul, he probably broke you in several times. You’re still the cutest young man to be in his house in a long time.”
I didn’t know what to say about this and I didn’t think he was expecting a reply. Instead, I just smiled, and I don’t know why, but I winked at him. For some reason, I never expected him to get wild, but he started humping away at a rapid pace. After a few minutes, he pulled out and scooted above me and shot his load over my face. Then he shoved his cock back in my mouth.
When he was done, he said, “Damn, Jack. I hope you stick around.” He got up and I heard water running in the bathroom sink. I think that he was washing his dick off. When he came back out, he said, “If you stick around, Jack. You’re going to make a lot of money. I’m a Certified Financial Planner. When you’re ready, give me a call, and I can help you invest that money. Paul will help you get in touch with me.”
I was dumbfounded to say the least. Then he said, “Get yourself cleaned up, Jack. I got some cum on that collar. Sorry about that. I’ll see you again, I hope.” With that, he left the room.
I took a quick shower, looked in the drawers for another collar (found one), put my jock strap and shoes back on and headed out of the room. When I left, there was a young lady standing outside of my door. She headed into the room. I assumed that she was going to make the bed back up. If I were a hooker, it looked like I was going to be a high class one.
When I went back downstairs, I found Mr. Roberts. “Should I get a tray of food, Sir?”
He said, “I have another request for your services, Jack. Are you interested?”
“Yes, Sir.”
He walked me over and introduced me to Mr. Mahmoud. He was an Arab (I assumed), which surprised me. I always thought of Arabs as being extremely anti-gay. He was a tall man, but then just about everyone was tall compared to me. He was over 6 feet and slender. Apparently, he didn’t need to talk any more with Mr. Roberts because we just headed upstairs.
When we got in the room, Mr. Mahmoud started to undress and instructed me to do the same. This time I took off the collar as well. When I was ready, I looked at him. Like I said, he was slender, but very hairy. Sticking out from his crotch was an 8 inch cock with more than a moderate girth, and it was uncut. It wasn’t my first rodeo with an uncut cock, but I hadn’t had many.
I got down on my knees and he stepped forward. I looked up at him and said, “May I, Sir?”
He just smiled and nodded his head. I reached up and started licking his cock. I moved the remaining foreskin back and licked the head and the first couple of inches. Then I felt his hand on my head and I understood that I was to start to go deeper. I eventually felt his cock enter my throat, although I couldn’t get it all the way in.
After 10 minutes of sucking his cock, he lifted me up and threw me (yes, he threw me) onto the bed. He took me doggie style. There was no love making here. It was straight up fucking. It was actually the way I prefer to be used. After 10 minutes, he had me cumming. As I’ve stated before, this was my favorite feeling. I almost collapsed, but he held me up and continued using my ass. It took another 5 minutes, but he was cumming deep in my ass.
When he was done, he climbed off of the bed and walked into the bath. I heard the shower turn on and he called to me. I walked in and he had me get into the shower with him. He had me scrub his back, then his front. Before leaving the shower, he thanked me. I had noticed an enema syringe on the sink counter and decided that I should rinse out before returning downstairs.
Once I was done, I dressed and headed downstairs again. I didn’t see her, but I had to assume that the young girl would be making up the bed again.
I found Mr. Roberts and he said, “Mr. and Mrs. Carlisle would like the pleasure of you company Jack. Do you need to relax a bit?”
There was no way that I was going to miss out on a session with Mrs. Carlisle. The Mr. was a tall, good looking man as well, so I had no problem there. “Can I get a water first, Sir? Then, I’ll be ready.”
Mr. Roberts smiled and sent me into the kitchen for the water. I took a deep breath, quickly downed a half of bottle of water, set it on the counter and returned to find Mr. Roberts speaking with the Carlisles. As I approached them, Mrs. Carlisle gave me that 100 watt smile of hers.
Mr. Roberts saw me and told the Carlisles that he would leave me with them. Mr. Carlisle shook my hand. “It’s a pleasure to meet you, Jack. Show us the way?”
Mrs. Carlisle took my hand and we walked towards the stairs. If nothing else, I was getting a good workout going up the stairs. Once in the room, Mrs. Carlisle turned to me and gave me a kiss on the mouth. In her heels, she was taller than me, so she had to stoop a little to do it. She removed my collar, then asked me to take her clothes off.
I moved around behind her and unzipped her dress. As I was doing that, she removed her shoes. When she did so, I found that she was actually my height. I looked over her shoulder and I saw Mr. Carlisle disrobing. He had his coat and shirt off. It looked like he spent some time in the gym. Moderately hairy. A little over 6 feet and a nice set of pecs. I smiled at what I saw, and he smiled back.
I helped Mrs. Carlisle out of her dress. She wasn’t wearing a bra, nor was she wearing panties. Just a garter belt with stockings. She turned to face me and pulled my face to one of her breasts. My ex-girlfriend, Kim, was 33B cup. I was not an expert in breasts, but Mrs. Carlisle was much bigger, and fuller. If she wanted me to suck on her breasts, I was not going to argue with her.
I noticed Mr. Carlisle moving behind me and I felt his hands on my ass. He removed my jock strap. I couldn’t look around because the Mrs. had my head held tightly to her right breast. It felt like he was on his knees behind me. I heard him ask, “Did you douche after the last guy, Jack?”
The Mrs. released my head so that I could answer. “Yes, Sir.” Then she moved me over to the left side.
I felt him fingering my ass, then he asked us to move up on the bed. The Mrs. laid on her back and she had me resume sucking on her nipples. My ass was in the air, and I felt Mr. start licking my ass. I think that he realized that he wouldn’t need to prep me at this time. He just enjoyed rimming me.
As he was doing this, the Mrs. lifted my head and asked me, “Do you know how to eat a pussy, Jack?”
I did it a lot with Kim, even after I had cum in her. I think that she was able to cum from my efforts, but then again, she left me. “I don’t have a lot of experience Ma’am.”
“Call me Mistress, Jack. And you can refer to my husband as Master.”
“Yes, ma’am. I’m sorry. Yes, Mistress.”
She gave me that big smile again. “Are you into BDSM, Jack?”
“I’ve never done it … Mistress. I don’t think that I could handle pain though.”
“There doesn’t have to be pain involved, Jack. I enjoy light bondage. I would love to tie you up and edge you for a couple of hours. Do you think that you would be interested in that?”