It had been 10 days since my initial session with Big Bad Bob (known on the Pittsburgh streets as BBB). It took me some time to digest the feelings I had experienced as he disciplined and dominated me. As I hit the Mellon Square track that night another hustler told me BBB had asked about me. That thought both excited and caused some fear in me. In less than 2 hours he had broken me down and made me a slave. I was well paid for my performance and endurance but struggled with the fact that as he beat my ass and I bowed to his commands I had obtained an erection.
I was half daydreaming when I suddenly saw his familiar van turn the corner and head toward me. It looked from the distance like he had someone in the front with him and as he drove closer it was clear he did. He pulled over to the curb and rolled down his window. The man in the van with him was a john I had done some foot fetish gigs with named Jerry K.
"How's your ass bitchboy?" BBB had a smile on his bearded face. "Ready for some more action tonight?"
"Yes Sir!" I replied and I could already feel a hint of defeat in my voice. I also felt a nervous tension that was not usual for me.
"You know Jerry and tonight we'd both be having some fun with you. You know what Jerry likes and you've felt my firm hand. You'd make $400 for 2 plus hours to be our special bitchboy. The session would be at Jerry's house. If you want the session I'll require an extra display of you compliance right here and right now. Get on your knees and kiss my hand like last time!" BBB commanded.
He put his meaty hand on the door and I actually got on my knees right on the street and kissed his hand.
"Good bitchboy!" BBB had that smile on his face again. "Get in the van on your knees like last time but don't strip. Jerry can play with you while I drive."
I got in the side door and got on my hands and knees with my head bowed. Jerry had left the passenger seat and sat on a side seat near me. BBB took off from downtown and headed to Jerry's house which was just outside the downtown area in a nice suburb.
The two guys were quite a contrast. BBB was a big bodied guy, very hairy and intimidating. A pure dominant who had been rough but fair with me. Jerry was slightly built, thin, balding and mild mannered. In my previous encounters with him he serviced my bare feet and proved to be a talented cocksucker. He had also sucked my nipples and armpits which I found extremely pleasurable.
While I knelt in the van Jerry slipped off my shoes and socks. He stroked my soles and lifted my shirt and played with my nipples. I stayed quiet but he knew my weak spots and if he checked it he would have felt my cock harden.
BBB said nothing during the drive. Jerry played with my newly rented body and finally said. "I love watching BBB torment a young hustler like you. And I get to have my way with your body as he does it. He told me about his last session with you. And I told him what I had done with you. BBB has plans for you if you can be a really good bitchboy again. You might even get to cum!!" As he told me this in a very matter of fact tone he licked inside my ear.
The van slowed down and I could hear crunching under the van tires. BBB was pulling into Jerry's driveway. Jerry put my socks into the pockets of my pants. He told me he'd carry my shoes inside and I would walk barefoot on the stones till I got to the steps of the house.
I got out of the van and felt the stones torment my bare feet. I followed Jerry and BBB into the house. When we got into the living room BBB ordered me to my knees. He and Jerry sat on the couch as I knelt in front of them.
Jerry looked lustfully at me and BBB had that smile on his face. "Jerry is going to strip you. He'll take your clothes upstairs to the bedroom. While he does you'll bow down at my feet. I'll explain your use while you lick my feet. Any questions bitchboy?"
"No Sir!" I replied in a subdued tone.
Jerry proceeded to slowly remove my clothes. As he did he played with my body while BBB watched. I saw BBB slip off his shoes. He wasn't wearing socks and his large feet gained my attention. As he broke me down last session I had spent considerable time licking and sucking those feet.
When I was naked Jerry gathered my clothes and took them upstairs. As I had been directed I bowed down and moved toward the feet of BBB. When I reached them he lifted a big toe and I took it into my mouth. "You get this session because you did well for me last time. But I expect more from you each time. Tonight you get more pain and you do more sexually. Jerry gets to have his way with you as he wishes. You will do what you are told for both of us. If you please us things could work out real well for you."
I sucked his toe and swirled my tongue over it while I did. I listened to his words and felt my cock rise. He sounded no response to my sucking.
I heard Jerry come back down the steps and take his place on the couch. BBB ordered me up to my knees. He ordered my hands behind my back. Jerry was undressed but had on his white briefs. "The bitchboy is hard as a rock Jerry." BBB taunted. "While I get my clothes off use the bitchboy!""
Jerry had always been very mild with me but took me by my nipples roughly and pulled me toward him. He ran his hands over my face and put two fingers on my lips. My lips parted and he ran the fingers in my mouth. The fingers of his other hand pinched one of my nipples roughly and I squirmed. But I sucked the fingers in my mouth. BBB had undressed and move behind me. He squatted down and started smacking my bare ass.
"Look at him Jerry! He has precum on his cock from being used like a slave. I think we should make him earn that hard cock." BBB continued taunting me.
"No doubt about it. He better understand that for what he is being paid some suffering is in order." Jerry said. I was shocked at the change in his demeanor from our prior sessions.
Jerry took the fingers from my mouth and now he had both nipples. He was really increasing the pain with fingernail pinching. BBB increased the intensity of my ass spanking. I whimpered and squirmed slightly but was afraid to protest any further.
Jerry moved a hand down to my cock and gathered some precum on a finger. He then said jeeringly, "Lets give the bitchboy some precum lipstick!" He smeared the precum on my lips which I had no choice but to accept.
BBB taunted, "I know he loved it when you sucked his feet. That could happen again tonight but not until I've caned his soles." I heard it but I didn't want to believe it. I had heard it was very painful.
BBB ordered, " Crawl to the edge of the couch and bow your head down on it. Keep your hands behind your back. Spread your legs as far as they will go. Then lift those bare soles to present them to me. I want them level with the floor."
I did what I was told but I was scared. I buried my face on the seat of the couch. Jerry had come down to lick my ear. I could not see where the cane came from but after Jerry licked my ear BBB was behind me. I felt the cane tease my sole and then run between my toes. I feared what would come next. I didn't have to wait long. The first stroke of the cane was painful on my left sole. I gasped but tried to maintain my ordered position. The second was much more painful and I squirmed uncontrollably.
"I think you are getting the bitchboy's attention!!" Jerry said lustfully. "This is beautiful to watch!!"
I could hear and feel BBB move and soon the teasing from the cane was on my right foot. He ran it between each of my toes. It strangely felt good being used this way. But it was not to last. The first stroke on my right foot was intense. I tried to bury my face in the couch and kiss it but it offered little relief. The second stroke was searing pain. I shook and cried out "OWWWWWW"
Two more in quick succession made me try to hide my foot. "Do that again bitchboy and I'll cane your ass and your balls while you are bound!! BBB said quietly.
My foot moved back to the level position but I was shaking. BBB moved again to the left foot. "This next one will be really hard. Accept it and endure it and you'll earn a pain break. Fail me and you'll wish you hadn't"
I had to endure this. I needed the pain break. I could feel myself sweating. I was shaking and I felt broken once again. The cane did its work quickly. The stroke felt like fire on my sole. I screamed in defeat, "OWWWWWWWWWWWW!! But somehow I must have kept the sole in place. BBB Laughed at me, "You earned that break. Get up on your knees so I can sit down."
I didn't know it because the pain had consumed me but I had tears on my face. BBB had the wicked smile on his face, "You know what I do with your tears bitchboy!"
"Yes Sir!' I said as meekly as I could. BBB was naked and hard. His thick cock had some precum on the head. He swiped at my tears and rubbed them on his big hairy balls.