Daddy Takes Jenna's Virginity

**Note this is a continuation from a previous story**

***

I was fairly confused the moments after Daddy left. I had spent my whole life as the "All-American" typical guy, and here I was, sitting on my couch, in women's lingerie, wearing makeup and a wig, with the taste of an older man's cum now lingering in my mouth. I had done it. I had dressed up for a man and made him cum. For the next 30-40 minutes, I just sort of laid there, trying to process.

After the impact of the event subsided somewhat, I gathered myself and began to undress and take off my make up. It was quite sobering, the act of removing my feminine presentation. Each makeup wipe was an existential confirmation of what had just happened. I had dressed up for a man and made him cum...Something about that fact just kept racking at my brain. It was like a mantra. I dressed up for a man and made him cum.

I think it was perhaps the visceral realization that things were different now. Before, I could always just get rid of my girly stuff and pretend that Jenna was not a part of me. Jenna had never met anyone, she didn't really exist. But now, the internal functions of my brain had shifted. I was a girl, or at least part of me, was a girl. The confirmation coming from the fact that I had dressed up for a man and made him cum.

Daddy did not like boys. He was always very explicit in that he never wanted to see me not dressed as a girl. He ordered me to shave every inch of my body, removing any traces of masculinity. Daddy liked girls. Pretty, sexy, slutty, girls. He lusted for women, he fucked women, who knows how many women...and I made him hard, I made him cum, and I fucking swallowed every drop. In fact, he literally busted a nut before he could fuck me. It was empowering in a way. This big, powerful man was putty in my hands. "This is how hot girls must feel," I thought to myself.

In processing the events that had just happened, I began to realize that this is something I wanted. The potential for fear or rejection was over. I could be a girl with Daddy. My little clitty ached in its dainty pink cage. I had never felt so feminine. I needed to cum so bad, but I needed a cock, a dildo, anything. Fuck, I felt like a girl.

I texted Daddy: "Please cum see me again tonight. I don't know how often we will get this chance with all my roommates gone." Sensing the vulnerability in me, he responded: "Ha! My slutty little girl. I am going to have to punish you for making me cum so fast today." Daddy was interesting in that way, he always seem to get pleasure in my vulnerabilities.

We made arrangements for him to cum by later that evening. He told his wife that he had to go out to dinner and drinks with clients. I always forget about her, his wife. If I was this man's wife, he'd had have no cum to spare, much less cheat on me. She was a prude he always said, religious type.

I took a long nap and then began the process of letting Jenna out again. I was going to get fucked tonight. It was clearly implied. Again, another "girl thought." I am getting fucked tonight.

That thought encouraged me to make the sluttiest, sexiest look I could for Daddy. I wanted this older man drooling over me, begging to lick my pussy...And I did just that.

I looked in the mirror, and I could not believe what I saw. Jenna was a really pretty girl usually, but tonight she looked ready to become a woman. Underneath my skimpy, skin tight black dress, where black crotch-less panties with a big bow on the back, and thigh high fishnet stockings. I went for the longer 24 inch blonde wig. French manicure press-on nails. Oh and a pink jeweled butt plug and a shit ton of slutty perfume. I reeked of femininity...my clitty ached in its cage. I mean it really hurt. Bad.

I was sipping chardonnay when Daddy knocked. I paused again, just for a bit, and smiled...I was going to get fucked tonight. He looked handsome as ever, and something about a days work upon his shoulders gave him a little more musk and appeal. My clit twitched.

I tried to shake my hips as I walked him up the stairs to my bedroom. I loved the fact that he was watching my ass. I was working to get my man hard. I needed his dick, and in a bad way. As he laid down on the bed, I climbed on top and straddled him. "Someone's eager isn't she?" He had no idea, my clit was burning in this god damn fucking cage.

I started grinding against his crotch, and he reach up under my dress and grabbed my ass. Mmmmaahh! I moaned incoherently, it felt so good to have this powerful man grabbing my ass. Smack! The first spank tingled, it did not even hurt, or maybe I liked that it hurt. I was in fucking heat.

I ripped of his pants and began worshiping his cock with my mouth. His cock was magnificent. Thick, 8 inches, circumcised and huge balls. Like the biggest balls I had ever seen. I was in lust. I wanted his dick in my mouth, his balls in my face, everywhere. His musk drove me wild. "That's it baby. You're such a naughty little slut for Daddy."

Encouraged, I slid sideways next to him. Instinctively, he reached for my ass. Pulling out my cute little plug. He grabbed the strawberry lube from the side of the bed and started fingering me while I sucked him. It hurt a bit, and he was kind of rough. But I had completely given in to the moment...I was going to get fucked tonight.

I climbed back on top of Daddy and slowly slid his thick cock in to my ass. My cage was drooling pre-cum at that point. After a few attempts, Daddy was fully inside me. And he was SO BIG. I felt like I was completely filled. I had no idea how this big cock was inside me. My breathes were shorter, with his massive cock altering my entire body.

Daddy was really sweet and encouraging. "Oh baby girl, your pussy feels so good on Daddy's cock." He then began to slowly rock up and down. The pain quickly turned to pleasure, and I mean fucking pleasure. His rhythm picked up, and Daddy was soon grunting like a fucking boar. I was in heaven. "FUCK ME DADDY!!" I screamed!

Without warning Daddy flipped me over and pinned me down. "TAKE IT BITCH!" He grabbed my arms behind me and pinned me down with the shear weight of his body. He slammed his thick cock inside my girl pussy. "YOU'RE MY SISSY BITCH! TAKE MY COCK YOU LITTLE FAGGOT FUCKING BITCH!"

I did not realize it in my state of ecstasy, but Daddy was now pounding my prostate. Like pushing right on it. My clitty was aching and twitching. "OH MY GOD DADDY!" I literally could not believe what was happening to my body. "OH GOD DADDY! FUCK! FUCK! FUCK! I'MMMMMMMMMMM CCCCCCCCUUUUUUMMMMAAAAAAAMMMMIINNNGG!"

Loads of girl juice began gushing out of my cage. "YOU SLUT! YOU DIRTY LITTLE SLUT! LOOK WHAT YOU DID!" I could only mutter some sort of whimper. I was literally high. "I AM GOING TO MAKE YOU A REAL GIRL!" He was grunting really loud now, he almost seemed angry, and then "UGH! TAKE IT! TAKE IT! TAKE MY CUM!" His warm cum flooded my pussy to the hilt.

He slowly pulled out, and I rolled over. "Dear lord baby, that was amazing. I haven't fucked like that in years." You could genuinely tell that he was really happy. A school boy smirk was on his face. I blushed. My pale body had turned red all over.

I had done a good job. I had dressed up really sexy for my Daddy, let him use my pussy, and I had made him cum really hard. I was still a little dazed with my orgasm, or how it had even happened. I was mainly glad that I had made my man so excited. And there it was, another “girl thought.”

I may have been born a man, but with Daddy, Jenna had been born.

More to cum..