The Angelica Lu Sissy Diaries Ch. 01

Hi Everyone, my name is Angelica Lu. I'd like to share with you my descent into sissyology that spans over five years. These are true stories that become increasingly depraved until I was broken and turned into a sissy prostitute. As a sissy prostitute I service men and sometimes women on an infrequent basis. Once in a while, I dress up, pleasure men's penises using my hands and mouth, and occasionally my boypussy. This will be a very long story with multiple chapters and each self contained chapter will be its own separate post. I do not have a total number of chapters as of yet, but I'll let people know which one is the last if you are interested enough in my story.

My sissy nature started in high school, when I first began to watch porn for the first time. I watched a lot of Asian women have sex with various men and little by little, something strange happened. I didn't identify with the men these Asian women were having sex with because they were large and masculine, with large penises. They looked very unlike me, and I couldn't find videos of women having sex with men who did. I began identifying with the Asian women instead of the men, and I thought about pleasuring men. It was just a stupid fantasy, but that thought was stuck in my head. As I grew older, I began to indulge in prostitutes, and I began to find the idea of getting paid for sex exciting. I wasn't making a lot of money, but these whores were. What if I was a whore, how much money would I make? Then the two ideas began crossing in my mind. What if I just became a whore? I would however, have to look convincing enough as a woman, and I wasn't confident in that.

I began to watch transgendered porn, and then eventually transitioned into cross dresser porn. Cross dressing in particular truly excited me in the sense that I realized what was possible. Being in good shape, hairless (or shaved) along with a good wig and make up could make me look like a passable cross dresser! I became fascinated with the lifestyle, imagining doing slutwalks at night, being groped by strangers, and most importantly, pleasuring men for money. I started with the exercises; I would begin by ignoring upper body while focusing on squats and jumping rope to develop my ass and thighs. I bought dark black nylon pantyhose to hide my legs, a corset to hide my belly and to perk up my breasts. Add in a dark black two inch heel for my feet, and my lower body was looking good. Of course, how could I forget, I had to buy a Chasity cage. I picked a small pink cage which locked up my sissy Asian clit but not too tightly.

I didn't know how to apply makeup and was not comfortable trying wigs in a store, so I decided to find an expert, an alternative lifestyle consultant called Mrs. Dev. I met Mrs. Dev online and she had good reviews. I had scheduled an appointment with her and arrived slightly early. She told me to come in and I was greeted by a tall and voluptuous woman with a huge ass, giant perky breasts and long auburn hair. She was feminine yet extremely confident, and she sat me down and began rubbing her hands over my breasts and massaging my pink little nipples.

"Please, describe to me your fantasy in more detail. You told me you always had a thing for cross dressing and you wanted to do that this session? And you want it to be filmed too?" Mrs. Dev asked me.

"Yes Mistress, I replied. I want to be feminized and dressed up. Turn me into Angelica Lu! Angelica Lu is a whore who charges by the hour. She dances for men, sucks and pleasures penises, and lets men fuck her in her tight Asian ass! I want it filmed, and I want to put it up on Onlyfans!"

Mrs. Dev's eyes light up. She knew she had a star. Cross dressers were a small niche in the world of porn, but Angelica Lu could still make her some extra income. "So, Angelica Lu, I like that name. Tell me more about Angelica Lu; tell me how she looks like."

"Angelica Lu has the face of an oriental whore. She's got powdered white makeup, long eyelashes, big eyes with lots of eye shadow and the fullest, reddest lips you ever saw. She's got long black hair like a raven and always wears her black nylons, her corset and her Chasity cage when she works."

Mrs. Dev was really happy to be working with Angelica Lu at that point. She'd been bored of the constant requests for more vanilla customers. In Angelica she saw a customer who would perform more and more depraved scenes that would eventually result in him being completely broken and sissified. Mrs. Dev wanted to turn Angelica into her own sissy pet that she would rent out for a fee. She could have Angelica perform handjobs and blowjobs for cash, and would even let a special client willing to pay extra to fuck Angelica Lu.

For the first scene, as Angelica Lu was new to this, would be just to dress up Angelica and have her perform on a small strap on worn my Mrs. Dev. Mrs. Dev had Angelica Lu put on her corset, Chasity cage, and black pantyhose. She then sat Angelica down, had her face the mirror and began the long process of applying makeup. Mrs. Dev first applied concealer around Angelica's eyes. Foundation powder is then applied over Angelica's face. Mrs. Dev then went to work on Angelica's eyes. She applied eyeliner and fake eye lashes around her eyes. More touch ups using powder and concealer are applied to give Angelica a more feminine look. Finally, Mrs. Dev brought out the lipstick. "Pretend like your wrapping your lips around a big cock," she said. I followed her instructions and she coated my lips with bright red lipstick. Angelica looks in the mirror and she's satisfied. Mrs. Dev then brings out a long black wig and places it over Angelica's head. It fits perfect. Angelica was looking like a real woman, and she couldn't believe it!

Mrs. Dev then set up her camera tripod and placed her camera in the best position to capture Angelica. "Now, introduce yourself for your new clients."

"Hi Everyone, my name is Angelica Lu."

"I'm a sissy Asian slut, I'm here to serve and pleasure men and women. I'm a total bottom and I love to suck cocks for money!"

Mrs. Dev then puts a chain around Angelica's neck. She makes Angelica get on all fours and walks her like a dog to the bedroom. She then puts on her strap on, takes her camera off the tripod and sits on the side of the bed. She'll be POV for this scene.

Angelica Lu crawls towards Mrs. Dev's strap on.

"Suck it." She's not asking, she's telling Angelica Lu to do it.

Angelica slowly puts her mouth on the big strapon. It's huge, Angelica thought. She licks the head with her tongue and swirls it in her mouth. She tries to go deeper, but not even halfway there she begins to gag.

"It's Angelica Lu's first big cock, so she's having a bit of trouble." Mrs. Dev says while recording Angelica struggling with her anaconda.

"It's so much bigger than mines", Angelica Lu says as she stands up to compare her tiny sissy Asian clit with Mrs. Dev's massive strapon.

Mrs. Dev laughs and tells Angelica to get back to sucking her big cock. Angelica has no choice.

Angelica tries wrapping her tongue around it and tries again to deep throat it. It's not possible, it's just too big, she thinks. If this was a real cock, what would I do? Angelica then begins to stroke it with her hands. She rubbed it back and forth while licking the head and deep throating whatever she could. Little by little she could go a bit deeper, and before long, a lot of it was getting in.

"Gulp Gulp, slurp, Ahh!Ahhhh!"

Mrs. Dev herself felt like she was cumming. She could feel herself trying to cum even though it was a strapon. She was very turned on seeing Angelica suck this big cock, her eyes rolled back, gurgling and gasping for air while that huge cock moved back and forth in her mouth. Before long, Angelica's virgin throat couldn't take it anymore. Mrs. Dev recorded the scene and could barely contain her excitement for what came next.

Mrs. Dev exchanged her large strap on for a smaller one. After all, Angelica Lu's Asian ass was a virgin, and she wasn't going to break him just yet. She started by having Angelica Lu lay with her butt in the air. She then began to pour hot oil into Angelica's boypussy. She then rubbed her hands over the oil, and stuck a finger up Angelica's girlhole.

"Mmmm... Uhmmm Mmmmm"

Slowly but surely, Mrs. Dev's fingers began to play around in Angelica's girlhole, getting it looser and looser. Angelica felt a sense of submission come over her. There was nothing she could do but accept that Mrs. Dev's strap on was going to fuck her. While face down, she got on her knees and spread her boypussy to allow Mrs. Dev to fuck her. Angelica Lu was broken at that moment. She accepted and submitted to Mrs. Dev.

Mrs. Dev then sticks the strapon cock inside Angelica Lu.

"Ohhhhh.... Uhhhhhh.... Ohhh...... God ughh...."

It's bigger than Angelica thinks. She's trying to remain loose and submit but it's still difficult and a bit painful. She screams a little in pain and Mrs. Dev stops. Mrs. Dev starts again but more slowly and gently, and Angelica Lu tries to be submissive. Mrs. Dev then notices Angelica's little Asian clit and has an idea.

"Who does this little clit belong to? This cute lil clit!"

"Ugh... uhhhhh.... It belongs to you Mistress. Uhhhh..... Please play with my sissy little clit!"

Mrs. Dev takes the Chasity cage off and pours hot oil onto Angelica Lu's clit. Mrs. Dev begins using two fingers to stroke it and finally it's starts getting bigger but barely. She continues to play with it and rubs it enough that Mrs. Dev can feel it's hard. She begins to rub her two fingers together, slowly at first but then increasing the strokes and pressure. Little by little Angelica's clit becomes harder and shoots cum all over the bed.

Angelica is panting, her heart rate had never gone so high before. This was something she never experienced and was not sure if she wanted to do it again. Angelica became a bit uncomfortable after the scene, but there was nothing she could do anymore. She wanted to embrace who she was, that's why she came here in the first place.

Mrs. Dev would upload the video onto her Onlyfans they worked out a deal that Mrs. Dev would pitch Angelica Lu to her clients if they were interested. If any were interested, they would contact Mrs. Dev would would work out a time for the three to meet. Mrs. Dev was exceptionally happy with her new toy. She could use her toy to earn more money.

Angelica on the other hand, felt odd about the whole experience. She wanted to be a sissy, but the experience lacked something. Maybe it was because it was make believe in the sense Mrs. Dev wasn't really a customer who paid her. She was however, unfamiliar with all of this, so her only choice was to wait until Mrs. Dev had a client for her to take. It would be a long wait as Angelica wasn't sure how popular her Onlyfans intro would do or if it would attract her any customers. She also understood she wasn't sucking a real cock either. I bet it feels much different, I'd love to get cum on my face and just lick it, she thought.

Angelica Lu then booked another appointment with Mrs. Dev a few weeks later.