Elektra says, "I see the slave has a mouthful of tit. Is he taking good care of your nipples?" "Yes, Mistress you can see how large they've become." Elektra tells Miranda to get a flogger and she is to whip Alan’s back from neck to ankle until she is told to stop and his back had better be redder than my hair". Miranda walks behind Alan and as he feels the first stroke of the flogger hit him hard on his back, he struggles to hold in the scream.
As Miranda is whipping Alan’s back, Elektra with a handful of clothes pins starts to decorate the front of his body. Alan watches as Elektra pulls his right nipple and snaps a clothes pin on it. The pain is so great Alan screams just as a second one is closed on his left nipple. Miranda has reached the level of his ass and he feels the flogger whipping it hard leaving dark marks. Elektra snaps more clothes pins on the front of his hairless chest moving down toward his caged cock. Even though the pain is so great, Alan is determined not to use the safe word, as that might be his goodbye word.
The helpless Alan is in more pain than his mind can process, yet he feels his cock start to get hard. Seeing this Miranda brings the flogger up between his legs and it hits his balls and cock cage. Alan, while in extreme pain, is starting to feel an excitement build in his body which he has never experienced and he is becoming light headed. Elektra grabs his balls and snaps several cloths pins on them, so they are covered completely. As the fogger hits between his legs and several clothes pins go flying Alan realizes he is cumming and the sperm shoots out through the impaler. Elektra signals Miranda to stop and looking in Alan’s eyes, she tells him, "I told you that you would learn to cum from pain, I just didn’t think it would be so soon." Alan says, "Thank you Mistress it was incredible".
Alan can’t believe he actually came from the pain, and also how wonderful it felt as he was cumming from the pain. Elektra takes the flogger from Miranda and proceeds to whip the front of his body making sure to knock off the twenty clothes pins that are snapped on it. Alan cries as each pin goes flying off, but his cock remains as hard as it can get in the cage. As Elektra applies the last five strokes to his balls as hard as she can and she sees Alan pass out without saying the safe word, she smiles knowing she has found another pain slave to abuse.
Alan wakes up in a cell in the dungeon and his whole body is in pain. In the last day, he has experienced things he only dreamed of and he was enjoying everything done to him. He just hoped he was showing Mistress Elektra that he could be the slave she wanted.
The lights come on in the dungeon and Alan watches as Miranda unlocks his cell and attaches a leash to his collar. She then takes him to the shower area and he is told to shower. Alan looks in a mirror and sees his welted, striped body, with many dark bruises. He takes a hot shower allowing the water to sooth his sore body. When he is done, Miranda pulls his arms behind his back and attaches a chain to his upper arm cuffs securing them together. She next locks the cuffs on his wrists together with a padlock. Miranda, pulling the leash takes Alan upstairs to Elektra’s bedroom, where he sees her naked lying on her bed. Miranda leaves and Elektra asks Alan how he is enjoying the weekend. Alan tells her it is everything he ever dreamed about and so much more.
Elektra then tells him that as a maid, he will be required to take care of all her needs and now she wants a full body tongue bath. Alan moves toward the bed and carefully climbs on it and starts licking her feet with his tongue. After making sure they are clean he slowly moves up her legs licking each one clean as he reaches her knees. Elektra tells him to stop and then rolls over so the next part he is to clean is her perfect ass. He moves up her legs that are slightly spread apart until he reaches her ass. He licks every inch of it, worshipping it with his tongue until it finds the lovely rosebud between her cheeks. He lowered his head until his tongue was licking the bud and he then carefully and gently inserted it into her ass tasting her shit and enjoying every minute. In the mirror nearby, Elektra watches as he worships her body and smiles as she sees his cock has filled the cage to the limit. She then rolls over and tells him to wash her breasts. He moves up her body and then spends the next twenty minutes worshiping her beautiful breasts, teasing her nipples until they are hard as rocks and he sees she is enjoying it. Finally Elektra tells him his reward is waiting between her legs. Alan quickly as possible moves so his face is buried between her legs and his tongue is in her wet pussy. It tastes so wonderful and he is so proud he has been given this privilege. He licks her clit and slowly pushes his tongue into her pussy and after another twenty minutes he is rewarded as she orgasms, squirting her juices into his mouth. Elektra tells him that was very good for a novice and he has potential to be a wonderful maid. Alan wonders what that means as it is the second time he was told that.
Elektra rings for Miranda and she appears and is told to dress the maid in a proper outfit and then feed him lunch. Miranda takes Alan to a room and going through dresser drawers pulls out a pair of panties, bra (with padded inserts), stockings and garter belt. Miranda then goes to the closet and gets a black maids outfit and 4" heels.
She hands Alan the panties and he puts them on over the chastity cage. Miranda helps him with the bra and then he pulls up the stocking and attaches them to the garter belt. The dress is pulled over his head and Miranda pulls up the zipper, and then hands Alan the shoes, which she locks on his feet. Miranda pulls Alan to a table with a mirror and applies makeup to his face and she puts a black wig over his short hair. Looking in the mirror at the finished product Alan sees a female staring back at him.
Miranda takes Alan down to the kitchen and feeds him lunch. When they are done she tells him that his afternoon will be spent cleaning the house, as he is now the maid. Alan is having a hard time with being dressed as a female, but he did agree to anything so he spends the day cleaning and learning to walk in heels and feeling sexy in the dress.
After he is done cleaning the house, Miranda takes Alan to the dungeon and locks him in the pillory. Miranda then pins the maids dress up and pulls down his panties exposing his ass. alan is helpless with his ass in the air as he is bent over. Miranda returns wearing a harness with a 9" rubber cock coming out of the harness. Alan is told that his ass is going to be fucked, so he should relax and enjoy it. Alan feels the lubricated dildo being inserted into his tight ass until Alan feels Miranda’s smooth belly touch it. Miranda slowly pulls back until just the tip of the dildo is in his ass. Miranda rams the dildo fully into his ass and Alan screams from the pain. Miranda fucks his ass in a slow in and out movement enjoying the smaller dildo in her cunt. As Alan feels his ass being fucked again he feels his cock starts to get hard in the cage and he feels the excitement flowing through his body from the fucking. Miranda watches as his cock strains the confines of the cage and as she is ready to cum, she whispers in his ear, "cum you slutty maid". Alan cock gets as hard as it can and as the dildo is rammed deep in his ass his cock shots a load of sperm through the impaler. He realizes that what Elektra had told him about cumming from pain and an ass fucking has really happened and he smiles. Miranda releases Alan and he cleans the dungeon floor of their juices with his tongue.
At the end of the day, Miranda brings Alan to Elektra’s office where she asks him how he enjoyed the weekend as a slave. Alan tells her it is everything he ever wanted, but was a little surprised at being dressed as a maid. Elektra tells Alan that he is acceptable as a slave, but she is only interested in him as a maid. She tells him to spend the next two days deciding if he really wants this life as her maid. As Alan is about to answer Elektra tells him to take the two days thinking about it as once he commits his life will change completely. He is told to call Elektra in two days with his decision, and then Miranda takes him back to the dressing room where he removes the outfit and wig. Miranda shows him how to remove the makeup and he is given his clothing, wallet and keys. A confused Alan drives home, while all he can think about is the weekend and how wonderful it was, but still is not sure about the maid thing and if he really wants to be a maid?!
On the way home, Alan stops at an adult sex shop and buys a large butt plug like the one he had in his ass, as he did enjoy that. He gets home and strips and locks on his ankle manacles. Alan then lubricates the butt plug and inserts it. He goes to his computer and visits BDSM sites to read stories about men that are in bondage and dressed as females. He finds a few and as he reads them, his cock grows hard in the cage and he imagines that he is the male slave in the story.
The next two days go slowly as he misses his chats with Mistress Elektra and hearing her voice on the phone. He realizes he is not only in love with the lifestyle and the weekend only confirmed his dreams of serving the perfect dominatrix, but he is in love with the lovely red headed Dominatrix. Once he even used the butt plug to fuck his ass and he actually achieved an orgasm from this, which even more increased his desire to become Mistress Elektra’s slave maid.
Alan calls Mistress Elektra and tells her he has decided to commit to becoming her maid slave. She asks if he is sure as once he starts, he will be a slave for at least one year. Alan tells her he has never been more certain of anything else in his life as his desire to become her slave and serve her every need.
Alan is told by Elektra, that he will need to put all his assets in a trust account and name someone (not her) as the trustee and beneficiary. Also in the agreement he gives Mistress Elektra total legal power of attorney for everything except the trust. This includes any modifications she wants to do. Alan asks what she means by modifications. She tells him, piercings, a tattoo like Miranda’s and to feminize him in any way she wants since he will be the maid.
Sensing a hesitation Elektra tells him to take another day, and if she does not hear from him, then she will assume he is not going through with the slavery. Alan thanks her for the additional time and Elektra asks him if there is anything else he needs to know. He asks if he will he be castrated. Elektra laughed and said no your cock and balls are safe and that will be stated in the contract. Alan thanks her again and promises he will let her know either way.
After he hangs up, Alan walks to the bar and pours himself a strong drink. He goes to his computer and as he sits down, he feels the plug move deeper in his ass and his cock gets hard. Alan opens up the photo of Mistress Elektra wearing a black semi transparent body suit, black full length gloves and thigh high black boots. The more he stares at the photo the more he knows he is totally in love with her and he needs to become her slave and live the lifestyle. He remembers the weekend and how alive he felt as her slave from the bondage, the pain and sexual torture, and the pleasure he got from worshipping of her body. He realises he is hooked and has no choice but to serve her as her slave and maid.
Alan calls back Mistress Elektra and tells her he agrees to become her slave for at least the year if not longer if she will have him.
When he is next in her presence, Elektra smiles and says he will be getting a new chastity cage with an even longer impaler in a few days so his cock will always be stiff. Alan hearing this again wonders what he is really getting into, but it is too late to back out. Elektra clips a leash onto the ring of his collar and she leads him to his new life as her slave and femmed maid.