Day 48.
Today is the day. My cock is going to be inside Mistress's pussy. I can't wait.
I'm antsy all morning. At 2pm, the goons come and get me. They take me first to the shower room and make me shower. I don't mind that at all. They've been only allowing me one shower a week. It feels real good to get clean. After I dry myself, they grab me and I'm taken to a different room which has a double bed in it. They tell me to lay down on the bed and then they tie me to the bed. My arms are spread out but my legs aren't. I'm tied pretty tight.
They leave and soon Mistress comes into the room. She's carrying a bullwhip. She drops the bullwhip and walks over to me. I'm half hard already. She smiles and says, "Are you ready for this, slave Tim?"
"Yes, Mistress. Very ready."
"Remember, you are not allowed to cum while we are fucking."
"Yes Mistress." This is going to be hard.
She crawls up on the bed and over to my face. "I'm going to fuck your face first. I'm going to see how long your can hold your breath while still eating my pussy." She climbs on and soon she's smothering me. I start to lick and suck her pussy. Every couple of minutes or so she lifts up to allow me to breathe. She stays on my face until she has a couple orgasms.
She gets off of me and looks at my cock. It's rock hard and she smiles. She moves down and climbs on me and inserts my cock into that pussy. When I'm in all the way, she leans down and puts a nipple into my mouth. I begin to suck it. She's got some huge tits and they appear to be real. After a couple of minutes, she gives me the other nipple. I'm really enjoying this. Maybe this is worth the pain.
Soon she starts to move up and down on my cock. She's moaning quickly. I'm doing my best to enjoy it but not too much. After a few minutes, she growls and begins to cum. Her pussy clamps down on me. I'm worried but I seem to be okay. She fucks me through five more orgasms and I don't even come close to my orgasm again after being close for her first orgasm. I'm very surprised because prior to this, I would be lucky to last through one of the woman's orgasms.
She finally leans down and French kisses me. "You did well, slave. I enjoyed that. Now to get you off and probably another orgasm for me." She gets up and grabs the bullwhip. She winds up and starts to whip me. The tip of the whip is landing on my chest and is cutting me. After ten minutes, I start to cum and she continues the hits with the whip. I shoot six streams of cum and stop. She stops whipping me. I look down and my chest is red with blood. I must have nearly a hundred cuts on my chest and abdomen.
She comes over and French kisses me. "I think I might fall in love with you, slave Tim. That was very enjoyable, especially that orgasm I had during your orgasm. Wow!!" She uses a spoon to catch the streams of bloody cum from my stomach and some from my legs. She feeds them to me and tells me to swallow. When she's finished she actually licks the spoon. "Not bad tasting cum, slave. I may have to start splitting your load with you." She French kisses me again and says, "Have a good night. You have tomorrow off." She walks out.
Soon the goons come in and untie me. They look at me and shake their heads at the blood on my chest. I'm soon back in my cell. I clean the blood off my chest as best I can and lay down on the cot. I wait until my supper arrives. It's actually a steak and a baked potato with loads of butter. It tastes awesome. I was starved from the sex exercise. After I'm done, I fall asleep on the cot although a lot of the cuts on my chest are still bleeding. I'm really tired though. Fucking Mistress and then the beating to cum really wore me out.
Day 50.
After a day off, I'm wondering what will come today. I know my backside will get punished today. That's the pattern. In the afternoon, the goons come and get me. They take me to the dungeon which surprises me. There is a table there with a hole in the middle. They put me on it and my cock and balls are in the hole and hanging out. My head is lower than my feet. They tie me down good. I can't move an inch.
Soon my Mistress comes in. She's naked of course. Maybe she's always naked. She walks over to me and rubs my backside all over. It feels real nice. "Today, I'm going to test you again. I'm going to see if I can get you to cum today without pain. If I succeed, I'm going to punch your balls until they are black and blue. This table makes it really easy. Your balls will be like a boxer's speed bag. I'm going to have fun under there. If you don't cum, I'm going to have the guards take you to the other room and I'm going to make your day. Then when we're done, I'll get you off the usual way. Your ass will take the most punishment today."
She crawls under the table and begins to play with my cock and balls. She's licking them too. It feels great but I'm not close to cumming. She adds a wonderful blowjob. Her lips and mouth feel so good. I'm getting close so I do my best to back off and I'm successful. Finally after fifteen to twenty minutes, she stops and comes out from under the table. "Good job, slave Tim. Now we are going to the other room and we are going to both have cocks in our asses. The one in your ass will be a fake one. Yours will be in mine." Holy shit!! I've never had anal sex before. I'm thrilled.
I'm taken to the other room which has a double bed in it. The goons lay me on my back and tie me up. Mistress comes in and crawls up on the bed. I'm still hard but she starts to suck me. She doesn't do it long. "I think I want that cock in my pussy first and then it will be in my ass. Does that sound like a good idea, slave?"
"Yes, Mistress." I'm smiling. Being a prisoner this way is not hard to take at all. She soon crawls on top of me and sits down on my hard cock. She moans and starts to move on me. I wish my hands were free. Those huge tits are bouncing all over the place and I'd love to be playing with them. She fucks me long enough for her to cum three times. Then she gets off and goes to lube her ass up.
She comes back and soon my cock is slipping into her ass. Wow! It's a lot tighter than any vagina I've ever been in. She rams my cock into her ass and keeps it up through her first orgasm by ass. She then starts to punish my nipples as she continues to bounce on my cock. I'm starting to get close. I say "Please Mistress, twisting my nipples is getting me close to my orgasm."
"You'd better back off if you value your balls." After her fourth orgasm, I can't hold back anymore and start to cum. She jumps off of me and starts to punch my balls hard. She keeps it up until I pass out.
I wake up in my cell and my scrotum is swollen about three times larger than normal and the pain is intense. How long was I passed out? I guess I missed supper because I never saw it come in. I don't sleep much that night because my balls hurt and I'm also very hungry.
Day 51.
I'm surprised when the goons come to get me and take me to the dungeon. My balls are black and blue, really hurt and are the size of Clementine tangerines. They lay me on the floor and put a spreader bar on my ankles. They then lower a rope and I'm tied to the rope and lifted off the floor. I'm hanging from my ankles and my feet are spread apart about four feet. Before they leave, they put wrist cuffs on me and lock them together behind my back. A ball gag is shoved into my mouth.
Mistress comes in and walks over to me. "I'm very, very angry with you, slave Tim. I've decided I don't want to have sex with you for at least a week to ten days. Since I don't need that cock and those balls, I'm going to give you a reminder so that you understand that you do not cum until I beat your front or back with a whip or cane. Cumming because I was playing with your nipples is a no-no. Remember this. No fucking cumming unless I'm using the bullwhip or cane on your body. UNDERSTAND?"
I try to say yes but can't because of the ball gag.
She walks over to the implements and comes back with a flogger. She says "This flogger has been modified. The tips of 10% of the leather lashes are metal. They can do some damage and that's what I'm planning. By the way, you may cum while I'm abusing your genitals."
She backs up and starts to hit me and I start to scream. That 10% is cutting me every time the lashes land on my scrotum and cock. Again I pass out after about ten minutes of flogging. When I come to, I'm still hanging there and blood is dripping down.
A few minutes later, she walks back into the dungeon and over to me. I receive one hard punch to my stomach which knocks the wind out of me again. She kneels down and starts to slap my face hard. I take at least ten hits on each side of my face. She then spits in my face and walks out.
The goons come in maybe ten minutes later. They let me down and remove the cuffs and spreader bar. One of them says "Wow, dude! She must really be mad at you. I've never seen someone beaten that bad."
