The Angelica Lu Sissy Diaries Ch. 06

Hey everyone, thank you for your continued interest in this series! I really appreciate everyone taking the time to read my stories. To recap:

Chapter 1 - Angelica Lu takes her first step in becoming a sissy prostitute.

Chapter 2 - Angelica Lu sucks her first cock.

Chapter 3 - Angelica Lu has doubts but doubles down.

Chapter 4 - Angelica Lu loses her anal virginity.

Chapter 5 - Angelica goes on a date with her daddy and becomes infatuated.

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Mrs. Dev revealed to me what this session would entail. Daddy would be booking me for two days and I would be allowed to sleep during the night. I will be given substances at some point during the first day that would put me in a somewhat comatose state, where daddy would then bring me to a dungeon inside his basement. In that basement, there were various devices such as electrical prods, fucking machines, gags, collars and every type of BDSM equipment that someone could think of. He would be allowed to use these as he saw fit throughout the second day. After that, I would be free to go. I would have to sign an agreement that removed any liability from daddy if something were to happen to me. Apparently, according to Mrs. Dev, someone had been injured before doing this. She said that daddy was sorry about it, and there haven't been any instances of anything going horribly wrong since. Still, she said, it's probably something that I shouldn't do. I chose to accept regardless of the risks for two reasons. Daddy was offering life changing money, and I just craved daddy so much that I needed to see him again.

On Saturday morning, Mrs. Dev picked me up from my house to drive me to daddy's house. I had never seen any look of concern on her face before but she seemed distraught at the idea of this. As the drive picked up, she became more and more visibly uncomfortable. She told me that the sissy who had gotten injured before was a personal friend of hers. That sissy used to work in the same capacity as I did, and after the incident she was forced to quit sex work altogether and never really recovered from that session. She was worried the same thing would happen to me. She didn't want to lose any more of her sissy sluts.

We arrive at the house. It's a giant, 7,000 square foot house with a gate and a long entranceway. Mrs. Dev rang the doorbell. The gate opened by itself. We walked in and met with daddy. I was so excited to see him again, but he wouldn't even look at me.

"You have to get dressed first."

I immediately realized that I wasn't Angelica Lu. I was a bit ashamed of the fact. Mrs. Dev and I walked inside and she took a briefcase in with her that I assumed was filled with my outfit. We walked into daddy's guest bedroom and Mrs. Dev sat me in front of the vanity. Mrs. Dev brought out new makeup for me, stuff that she says will be able to last much longer as she doesn't want it falling off before the long session was over. She applied the usual concealer and foundation before then applying eyeliner. She drew the eyeliner deeper and darker than usual. Lashes were placed onto mines and bright red lipstick was applied on my lips. Once again, a wig cap and wig bands were applied, but this time it would be a shoulder length blonde bob wig. This time, I would be wearing nylon pantyhose, a small black thong, and black see through lingerie. Mrs. Dev was finished and left Angelica Lu alone with daddy.

Daddy saw Angelica and grabbed her by the waist and gave her a big hug. This was the Angelica Lu he wanted to see.

"Mmm baby girl, did you miss me?"

"Ohh yes daddy, I missed you so much! Why did you leave me daddy, why haven't you called Mrs. Dev to see me, I r..."

"Shh. I was busy."

Angelica Lu was so excited to see daddy again. Her heart was racing but at the same time she was very nervous. What would be this substance that would make her partially comatose? When would she be fed it? Why would daddy, who was so sensual and fun last session, want something so dark and sinister for this one? Daddy led Angelica to the kitchen where a small meal was prepared for both. Cooked oysters, asparagus and rice pilaf was served, along with a glass of white wine. Angelica looked at the food and as she began eating, her thoughts wandered onto what foods would contain the substance. Was it in the rice? Maybe it was a liquid inside the drink. She finished eating, yet felt no different. Daddy began to talk about various topics with Angelica, including Mrs. Dev. He told Angelica that Mrs. Dev was not who she seemed.

"She lives a life of extravagance, but she's getting older. She doesn't bring in the same clientele that she used to, but insists on living the same lifestyle. She's lucky to have such a hard worker like you, Angelica Lu."

Angelica knew that Mrs. Dev had...expensive tastes, but didn't understand why daddy was telling her this. She realized that half of the money she made was going to Mrs. Dev, but she accepted that as Mrs. Dev provided a safe space for her to perform and also applied makeup, clothing and wigs for Angelica to use, free of charge. On his last spoonful of rice pilaf, daddy instead fed it to Angelica Lu. It was too much rice for her and some of the rice spilled onto her chest. Daddy knelt beside the chair Angelica Lu was sitting and began to lick each grain of rice off of her. He then picked up Angelica Lu off her chair and carried her into the bedroom. At this point, Angelica's tiny sissy Asian clitty began to feel weird. It got hard much faster than Angelica was used to. Was it because it was daddy holding her?

Daddy threw Angelica onto the bed and got on top of her. He looked Angelica in the eyes and began to lick his lips. Angelica instinctively opened her mouth and daddy began sucking on her tongue. He bit into her lips and started to lick the area underneath her chin. Angelica's little sissy Asian clitty got so hard that it was almost painful. Daddy continued his way down, kissing Angelica's breasts and sucking on her nipples.

"Ooohhhhh... Ummmm... yes just like that daddy."

"Mmm that's a good slutty girl. Thank daddy for this pleasure."

"Ohhhhh... thank you daddy, thank you for licking my nipples. Uhhhh...you make me feel so good daddy!"

Daddy kept finding his way southward. He started licking Angelica's navel and sucked on her belly button. Then he made his way down further and began kissing Angelica's inner thighs. At this point, Angelica's little sissy clitty was rock solid and almost in pain. Daddy began sucking on it, pulling the foreskin back with his lips to reveal the tender fruit underneath. It was more red and puffy than usual. Daddy began to kiss it and held the shaft with two fingers. He moved the fingers back and forth while continuing to lick and kiss it. It kept getting harder and harder and suddenly it burst into daddy's mouth. Daddy drank all of Angelica's cum, but Angelica's clitty would not go limp. She felt a bit of relief but it was still rock solid. Daddy then pulled Angelica to the edge of the bed and pulled her head over it. He then took off his pants and placed his cock in her mouth and began throat fucking Angelica Lu.

"Gulp, Gulp, Gulp, Gulp."

Daddy let his dick out and Angelica desperately gasped for air. As soon as she got some in her lungs daddy placed it back in her throat and continued to throat fuck her. While throat fucking Angelica, he fondled her nipples and leaned forward and began sucking on her tiny sissy clitty. Daddy's mouth was so skilled that Angelica's clitty began burning and soon released another load of she cum into his mouth, but daddy continued to suck. This continued until daddy got bored and pulled his cock out of Angelica Lu's throat.

"Face down ass up baby, now!"

Angelica did as she was told and daddy pulled her thong down to her knees. He began to lick her boipussy and started milking Angelica's clitty with his hands at the same time. Angelica was in such pleasure that she began moving her ass up and down daddy's mouth. Her little sissy clitty continued to stay hard and although she was loving it, the fact that it hadn't gone limp once since daddy carried her into the bedroom was strange. Daddy then got out the lube and began pouring it on his cock and into Angelica's boipussy. He then emptied the bottle onto Angelica's ass and rubbed it all over, making it wet and giving it a nice shine. He then began using his hands to massage open and loosen Angelica's boipussy again. It felt so good and Angelica became so loose that her knees gave out and she laid flat on her stomach on the bed. Then while she was laying flat, daddy got on top of Angelica and stuck his penis into her boipussy. He grabbed her arms and began riding Angelica.

"Mmmmmmm...mmmmmm...mmmmm!!"

Angelica's moans of pleasure cried out as daddy continued his pounding. Her boipussy was so loose and lubricated that his cock was sliding in and out without any effort, but Angelica still felt everything. Daddy would not stop; he kept pounding away and Angelica's hard but tiny sissy Asian clitty kept rubbing against the bedsheets. This friction caused Angelica to cum again! The sheets became stained with Angelica's cum, but her clitty refused to go limp. Daddy kept pounding regardless. Daddy gets a bit bored of the position and takes his dick out and lays on his back. He doesn't even have to say anything before Angelica gets on top and begins riding daddy.

Angelica becomes so loose and rides so fast that her boipussy starts queefing. The sounds are embarrassing, but at this point Angelica and daddy are so in sync that neither cares anymore. Angelica rides faster and faster and her hard little clitty explodes again and Angelica begins shaking and quivering. Daddy is about to cum too and grabs Angelica's hips and lifts her up and down on his cock. He cums extremely hard into Angelica Lu's boipussy and this time Angelica stays on top. After daddy begins to soften Angelica gets up and cum leaks down her legs onto her pantyhose. She tries to walk to the bathroom to freshen up but trips and falls to the floor. At this point, she has no energy left. She crawls back onto the bed and begins to fall asleep on her side, soaked in daddy's and her own cum. Daddy lays there too, facing Angelica and looking her directly in the eyes.

"Thank you so much daddy. I love you daddy. I would do anything for you daddy."

"I know."

Angelica and daddy kiss. Daddy puts her hand on Angelica's chest and holds her head in his chest. Angelica feels safe and secure and falls asleep in daddy's arms. Before she does though, she begins to question the agreement that he made her sign. Where was the drugs? Where was the dungeon? This session had not gone any differently than the previous one. She was also a bit confused on why her tiny sissy Asian clitty was still somewhat hard. She had also cum four times, which was much more than normal as two was typically her max. Nothing made sense, but she was fucked so good and was too tired to think, so she began to sleep.

Angelica woke up in an unfamiliar place and was confused by her surroundings. She tried to get up, but found her ankles and wrists chained to a bed. She looked at her body and found words written all over her in red. What was going on? She had never been in this room before. She barely remembered last night, had a headache and felt completely dehydrated. As her vision focused, she began to read what was written on her body.

Whore

Pathetic sissy slut

An arrow pointing to her clitty with the "World's Smallest Clitty" written on top.

Property of Daddy

That's right, she had spent the night with daddy. She then remembered the agreement and the torture devices that were listed. She looked around and saw an assortment of BDSM devices around her. Angelica began to panic. What the fuck did she get herself into? As she was wondering, daddy came into the room.

"D-daddy, what's going on, what are you doing?"

"Mrs. Dev told you about the basement, didn't she?" Daddy said with a confused look on his face.

Daddy then brought out a bottle of water and uncuffed Angelica's arm to allow her to hydrate herself. He then cuffed her back and placed a ball gag into her mouth. Daddy walked over to the assortment of BDSM devices and pulled out the cattle prod. He laugh to himself and walks over to Angelica, barely able to contain his joy.

"Zap!"

"Mmmmmmm!!!!"

"Zap!"

"MMMMMMMMMMM. MMMMMM!!!!"

Angelica tries to cry out but it's no use. Her screams are muffled as daddy begins to prod her nipples with the cattle prod. He then clamps her nipples with spring clamps and pulls on them which causes Angelica to cry out even more. He then cattle prods her tiny little clitty. Each prod causes it to jump up before limping back down again. Daddy can hardly contain himself at this point. He prods Angelica some more which causes even more desperate muffled screams from Angelica. He gets a bit bored of the cattle prod and sets it aside. He walks back to the table and finds a candle which he lights. He places it right next to Angelica Lu's face, so she can see what awaits her next. Once enough wax is melted, he begins to pour the candle wax on Angelica's clitty. The heat causes Angelica to squirm and wiggle out of her cuffs, but she's unable to do so.

"Mmmmmmmmmmm!! Mmm Mmm Mmm."

After a while, Angelica becomes exhausted from the torture. Daddy then goes back to the table and pulls out a can of hot oil which he pours onto his hand. He then begins to rub his oiled hands over Angelica's limp sissy clitty and gradually moves his way down, until he reaches her boipussy. He massages it and almost on instinct it opens up for him. By the time he's able to stick three fingers in, he smiles again. It's ready.

Daddy walks out of the room for a moment, then comes back with a large dildo. He attaches the dildo to a machine and Angelica realizes what's next. It's a fucking machine, and daddy's pulling it towards Angelica. He takes off Angelica's cuffs off her wrists and ankles only to flip her over and recuff her with her ass up in the air. Daddy pours more oil over Angelica's ass as well as the fucking machine. Angelica gulps and tears begin to stream down her face, the dark eyeliner leaving streaks across her cheeks. Angelica tries to struggle and screams at the top of her lungs, but it's no use. She's in a soundproofed basement and daddy was going to have his way with her. Daddy sticks the fucking machine's dildo into Angelica Lu's loose asshole and turns it on. At first, it's a slow and steady cadence and quite enjoyable for Angelica. Daddy realizes this and starts turning the cadence up. It's going deeper and faster and Angelica's little sissy clitty is getting harder and harder. The machine keeps pounding her without rest and before long, Angelica Lu's little clitty explodes. Daddy catches all of the cum into the palm of his hands and drinks every drop.

"Mmm baby, your cum is like nectar. I going to milk every last drop out of you, Angelica Lu."

"MMMMMMMMMMMMMMMMMMMMM! MMMMMMMMMMMMMMMMMMMMMMMMM!!"

The machine kept going. Angelica was seriously concerned over how her body would take this. She had already cum five times in the last two days and it seemed like daddy was just getting started. Angelica's clitty was somehow keeping up as despite all this as it was still as hard as a rock. Daddy began to turn the machine up even more. Angelica began shaking and moaning in her deep voice again, and before Angelica could gather her thoughts, she came again. Once again, daddy caught the cum in his hands and licks it off like if it was candy.

The machine is not stopping. In fact, it's getting faster and penetrating Angelica deeper, but her little sissy clitty is still hard. Angelica is convulsing at this point and she cums again, this time though there is less and instead of an explosion of cum, it drips limply into daddy's hand. Daddy again licks his palm.

Daddy then turns the machine to the highest cadence possible. Angelica's mind and body are completely limp and she knows any resistance will cause pain, so the only thing left is a quiet acceptance of her fate. She cums again and only a small drip comes out, but daddy is there to consume that. Daddy then shows a bit of mercy and turns the machine down. Now it's a slow and steady cadence but it keeps hitting her perfect boipussy spot. After a few more thrusts, Angelica cums again. This time it's a dry orgasm and nothing comes out. Angelica had been completely drained.

Angelica had just cum five times in the span of a few hours and nine times in the span of a day. Her boipussy had been literally and figuratively stretched to the limit. Her makeup was completely ruined; her lipstick smeared, her eyelashes falling out, her eyeliner streaked across her face, and her wig was disheveled and falling off. Yet her clitty was still hard, and she had no idea why.

Daddy took away the machine and uncuffed Angelica Lu. She was completely exhausted and struggling to stay awake. Her mouth began drooling and she would not stop her deep moan. Daddy held Angelica in his arms caressed her body, kissing it and fondling her hard clitty. He continued to fondle and began sucking on her hard sissy clitty until it came again! Daddy was able to get a couple more drops, but it was clear Angelica was about done. He let her rest a bit, and when she was feeling better, he carried her up the stairs.

"Daa Daa Daddy why is my clitty sss still hard?" Angelica Lu could barely get the words out.

"Didn't she tell you about the Viagra?" Daddy said with a confused look on his face.

He carried her to his bed and checked his phone. Mrs. Dev texted him and said she was on her way. When she got there, daddy opened the door and threw Angelica Lu out and shut the door. Angelica was only wearing her black lingerie top with her thong hanging at her ankles at this point. She crawled to Mrs. Dev's car and got in. Mrs. Dev had a look of concern on her face, but didn't say anything. They drove in silence for a minute, until they stopped at a red light.

"Are you okay?" Mrs. Dev asked.

"I'm fine." Angelica Lu answered.

"Look you really didn't have to do this. I know it was a lot of money but I shouldn't have asked this from you. I'm sorry Angelica."

"No it's fine." Angelica said. "I actually enjoyed it."

Angelica looked at Mrs. Dev in the eyes and smiled. Mrs. Dev looked her back and understood. They both laughed as Mrs. Dev drove her home.

Daddy never called Mrs. Dev or Angelica Lu ever again.