It was just over 3 months since my last visit to Mistress Ann's place. She is the only Mistress who has used me that I really feel comfortable with and know that she will give me a painfull snd enjoyable experience. She is really helpfull in improving my beauty regime and general feminine behaviour. That and the fact that I can spend time with Lola who is her full time tranny slave and main hooker at Ann's shemale brothel. She knows everything on how to turn a guy on.

On numerous occasions since my first visit to Ann's place Master has continuosly refused requests for me to spend time with Ann. I think that this is due to the fact that Ann has been very direct with me that I should lose my dick and come to work for her in the brothel. Master finally relented although he warned me that on my return to him I had better make sure that I was still his 100% slave.

On arriving at Mistress Ann's place it was great to see Lola again. We cuddle and kissed while touching each other all other. She felt and smelt so feminine and beautiful. How I wanted her to slowly fuck me. She obviously had implants recently as she looked to be a double D now. Mistress Ann was really happy with the job and Lola was exstatic as the bigger tits had increased her client numbers and the mo9ney she was earning.

We quickly stripped naked and we were tied up in the standard manner. Arms tied behind our back at the elbows and wrists. Rope looped around our waists and pulled tight with each length tied along the 2 cracks either side of our cocks and then through our arse holes to be tight off at the back of the waist tie. We both had ball gags strapped on. Mistress Ann hooked a dog collar to each of us through our slave collars and secured the collars to a bolt in the floor. This forced us to lean over forwards with our arses pointing up. Next Mistress took her favourite type of plug which looks like a little piggy tail. She spat on the plug end to lubricate it and shoved it up Lola's arse. The penetration was not a problem for Lola but she let out a muffled scream under her ball gag when the spring lock from the plug snapped into place inside her arse hole. There are 4 pieces of metal with a hook on each strip that digs into the anal rim to hold the plug in place. It is impossible to remove unless your captor used a strip of plastic to create a space in your arse hole to put a finger in and hit the release mechanism. While ever you have the contraption on, the spikes continue to dig into your skin, and even more painfully if you have to walk, generally move in any way or sit down. She pulled my head further down between my legs before she released the plug in my arse hole. I felt the tearing pain as Mistress released the plug in me. I was being torn inside while the rope through my crotch and outside my arse crack was burning. She did not release my head but obviously in a mocking fashion was pretending to console me by fondling my cock with her hand and rubbing my arse hole with her fingers. I was quickly aroused as I had not cum for over a week as she gently fondlede me. She warned me not to cum , because if I did Lola would be punished for my disobedience. She tortured my cock and arse hole for a good 15 minutes but I held on. At the end of my test Mistress gave me a kiss through my ballgag. I had forgotten how wonderful she tasted and tried to lunge over to kiss her again. She quickly moved and I slipped over landing on my knees as I was still attached to the floor from the leash on my slave collar. The sudden movement caused the plug lock to dig deeper into my arse area as I gave out a muffled squell.

While I was still on the floor and Lola was still standing bent over Mistress summoned Ricky who was one of her security staff from the brothel. Ricky came in with 2 pairs of ladies high heels. He slipped one pair on me a and closed the padlocks on the strap bands. While I continued to lie on the floor he released the lead from Lola's collar, lifted her up and place her on the floor. She jumped immediately as her plug grabbed more skin in her arse area as she sat there having the shoes put on her feet. Ricky lifted each of us to our feet. The shoes must have had 8" heels that made us rediculously tall for a woman. They were also severely arched to the point that our full weight was supported by our toes. The pressure on our calfs was enormous. That aside the extreme angle of the shoes made our feet, toes and legs look so sexy and ladylike. Lola was led into the dungeon area first. She had such a sexy walk and actually looked like she could handle the heels although each step was causing her a fair amount of pain. When it came my turn I certainly was not as convincing as Lola. Yes I wore high heels as much as I could but nothing like the height of these. As I walked it was more like waddle and Ricky had to hold me all the time to stop me from falling.

Once we were both in position in the dungeon Ricky slid a metal pipe under our arm pips behind our backs. A chain was attached to each end of the pipe and Mistress started the electric motor to raise us off the ground. As we left the ground the pain in our shoulders and back was extreme. Mistress stopped the motor and instructed Ricky to tie our ankles together. After securing our ankles he pulled my tied up ankles up my back and secured them to the lead coming from my slave collar. He did the same to Lola. Mistress then re-started the moter so that we were about 4 foot off the ground. Both of us were a mess by now. The tears flowed and and saliva coming through our mouthgags. There were too many areas to worry about that were hurting. Our arse area with the spiked plugs digging deeper into our skin. Our legs pulled up behind our back which were already starting cramp. The pressure of our legs in bondage pulling our heads back and starting to strangle us. The crotch ropes getting tighter and tigther and the rope around our crotch and digging deep into our arse hole.

I thought I was about to feint. Mistress came over to Lola and inserted a pair of thick hoops into her pierced nipples. She used the same type of thick hoop to feed through the hole in the tip of Lola's nose. My God, while I had pierced nipples and a hole in my nose there was no way that size hoop would fit into any of my holes. Please do not destroy my beautiful nipples, remembering that Mistress Ann at my previous visit had warned that she wanted to expand my holes to fit small padlocks, in particular through the tip of my little cock. Lola and I were to be her  cows. Another Mistress would join us in a couple of hours but for the mean time Ricky would help out. The other mistress was to be Tracey who is an African American who I had previously met at bondage nights. She was a switch although she had demonstrated a very severe streak when in charge. She wanted Lola. Mistress turned directly in front of me and told me that my Master had approved for the holes in my nipples to be enlarged to take the larger hoops. Also, I was to undertake intensive walking training to bring my strutt and wiggle up to required standards. For everything I did wrong and did not do to the required manner Lola would be punished. Our present position was simply a token of what could be expected. Ricky was behind me and pulled up legs further up to hold me still. Mistress then went to work on my nipples with the needle. The pain at first was not too bad as she froze the nipples before inserting the needle. With my head pointed up I did not see any of the operation although I felt the hoops going into my holes. Next she did my nose. I could feel some blood running down my tummy from the nipples as Lola and I were turned to face each other. We would remain in that position looking at each other for half an hour until Mistress Tracey arrived. As we looked at each other we were a bit like cows with the large rigs in our nose. But it was also sexy in our helpless position not daring to move in case we increased the already high pain level.

Our gags were removed so that we could talk to each other as Mistress Ann and Ricky left the room. Lola went back overr previous tortures that she had endured to warn me about possible situations. It was scary but also a major turn on as the my nipples started to return to room temperature and started to sting like hell.