Part 1 ended with a man leaving me his contact info after I sucked his cock dry in an adult video store arcade. After a couple of weeks of daydreaming about getting in touch with him, I finally took the plunge and called him up. Part 3 is going to be posted simultaneously, so that I can keep these stories a little bit quicker to read.
Part 2
The card the man threw down to me in the booth said, “Daddy Daryl, Always Ready, Always Loaded, Can Host, Will Travel” and had his phone number and email address at the bottom. I had looked at the card multiple times daily after that night. I would dress up, doll up, have a drink or two, then dial the digits and just stare at the phone before canceling the call out and walking away.
The thing is, I really enjoyed sucking his cock that night. I had been fucking myself silly with the giant vibrating dong I had purchased that night, and found myself taking neighborhood walks at night, so that I could insert and grind on my butt plug as I walked.
Walking with a plug inside of your pussy definitely helped me walk more feminine. I would wear skin tight nylon exercise leggings, which helped me to do pussy exercises as I sashayed down the road, by forcing the plug out of me, then sucking it back up inside of me without breaking stride.
In addition to mineral oil and warm water enemas, I had implemented a high fiber diet, in an effort to be able to clean myself out well so that I could have fun with my toys. I was dropping weight as a result, which is awesome for a sissy, because the less you weigh, the more you can be dominated by a strong man.
Also, being slender allowed me to fit into more sexy, slutty clothes. There is nothing more satisfying than being able to slide into a skimpy dress, then look into the mirror and say to yourself, “It fits.” Well, there is almost nothing more satisfying, and that brings me back to Daryl.
The card Daryl had given me served as an inspiration to make myself as attractive and girly as I possibly could. Hunger pangs became enjoyable, because I knew where that would eventually take me. I was definitely not totally passable, but could slip into dresses, or a skirt and blouse, do my hair and makeup, and go into stores and so forth.
I would typically go shopping at malls that were 15-20 miles away from my part of town, so that I could feel more free and easy about being spotted by people who might know me. Shopping for dresses and lingerie just means more to a sissy. I can definitely see how girls could become shopaholics. They have so many more clothing options than men, and they’re so much more fun to wear!
Living in the south, especially at this time in America, being outed publicly by some douchebag guy or some redneck bitch became a much more legitimate risk, but one thing I noticed about women in retail sales was that they were happy to see me walking up, because they work on commission and know that sissies are spenders.
Anyway, I put on a dress, plugged my sissy pussy, and put on my panties, then drove to Macy’s. I got some panties and a few bras, then made an impulse purchase on a wine colored, keyhole front, open back satin slip dress that was knee length. The lady helping me took my measurements and told me that it might be a little clingy, but it should definitely fit, so I took the plunge and bought it.
I couldn’t wait to get home and try it on! I jumped out of my clothes but left the plug in, put on a nightie, made myself a drink, turned Britney up, did my makeup, then put on some thigh high black stockings and slipped the dress on. I checked myself in the mirror, and was very happy with my purchase!
The panties I was wearing had a ruched bottom to give me a little lift on my ass cheeks, and the elastic around the leg openings and ass gave me a total panty line through the dress, but here’s the thing about a sissy like me: I LOVE panty lines, and also LOVE when my panties ride up my ass.
I made another drink, changed the music from Britney’s, In The Zone, to Britney’s, Femme Fatale, hit shuffle, and went back to my bedroom. I thought it would be nice to take a little puff of weed to relax more, so I grabbed my little pipe off the makeup table, and saw Daddy Daryl’s card again. My heart skipped a few beats, as I grabbed the pipe and the card and went to my back porch.
I took a few puffs, closed my eyes, and got lost in my head imagining my first encounter with DD. He had a really nice cock. Real pronounced veins, about 7.5 inches long, with a big mushroom head. I ran my hand up my dress and started massaging my own cock through the buttery satin that encased my clitty. “Up N’ Down” started playing on the speakers, and I took a little puff. I realized I was really horny for cock, and wanted it immediately after hearing Britney sing the following verse:
“It's alright to say you want it
Get inside my dirty mind
Burns like ice the way I bring it
Again, and again, and again all night”
I dialed the number, like I had multiple times before, looked at the phone for a few seconds, and with my heart beating out of my chest, I finally worked up the nerve to hit the green button and call. He answered on the second ring.
“Hello, this is your Daddy Daryl speaking. To whom do I have the pleasure of talking to?”
I was nervous and hesitant, but replied, “Um, hey, Daryl, this is Katie, not sure if you remember me or not, but,”
Before I could finish the sentence, he interjected and said,
“Cute blonde sissy, adult store, bought poppers, a vibrator and butt plug, then went to the video arcade, and you sucked my cock bone dry through the gloryhole, then I gave you my card, right?”
I was silent, stunned to be honest, and he said,
“Um, Katie? Did I get that right?”
“Yes, daddy,” I replied, “how did you remember all of that stuff?”
He said, “To be perfectly honest, I’ve been thinking about you a whole lot since that night, and I don’t just give my card out to any girl. You’re one of about 3 girls who has ever gotten it, and I’ve talked to the other two, even though it’s been months for one of them, and over a year for the other.”
I was really impressed by this, actually, and it made me feel like I was special, which can have an amazing calming effect on a girl like me.
I giggled in my best little bitch voice and whispered back to him, “Oh daddy, where have you been all my life?”
He gave a brief chuckle, then said, “Where I’ve been is not important right now, Katie. The bigger question is where do I need to be tonight in order to soothe you, hold you, and glorify you as you glorify me?”
I had walked back inside as we were talking, and when he said that to me, I began looking for something, anything, to use as an excuse to slow down how fast this was all going right out of the gate, like a typical nervous sissy bitch. This is the pattern for most sissy girls, by the way. They like to flirt and say slutty things in order to bring everything to a point where the only thing standing between them and a man is their willingness to say yes, and not chicken out. Most of the time, sissies chicken out.
My mind was racing for that perfect excuse, but as I walked by my full length mirror, I caught a glimpse of myself. I looked as good as I would ever look, and after the way he had just talked to me, I don’t think it would have been possible to be as turned on as I was now, so thought to myself, fuck it, let’s do this.
“Do you have a pen, daddy?” I asked, as I sat down at my makeup table to freshen up.
He said, “I don’t need one, just give me your address and tell me when to be there.”
I gave him the address, he thanked me, told me to get those toys out and be dressed to kill in 45 minutes. Those instructions made my clitty crawl up inside of me, and made my back pussy lips flower. I looked at my pretty painted face in the mirror, blew a kiss to myself, and said, “Daddy’s gonna fuck me and give me a baby tonight!” I gave myself a big smile, and went to make another drink.
Femme Fatale was getting near the end. Fittingly, the last song on the record is called, “Don’t Keep Me Waiting.” Daddy was still about 30 minutes away, so I went to go change the music again. If y’all couldn’t tell by now, Britney is my spirit animal when it comes to music and all things girly. She’s the most glittering example of all things feminine, and I love every inch of her music, body, and soul, flaws and all. I would bet my house that even her poots smell like strawberries!
My favorite album of hers when I’m going deep end and feeling like a total slutty whore is Blackout, so I wanted to save that for his arrival. I settled on her 3rd record, simply called, “Britney,” and began to prep my room for Daddy’s arrival. I set the lights down low, leaving only a lamp in the corner on, lit a few candles, and set up the nightstand with my dildo, some fresh poppers, lube, and a few condoms in case we went that far. I looked all over for my butt plug before realizing that it was still inside of me. Silly girl!
According to the clock, Daddy Daryl was still 20 minutes away, so I made another drink and sat down to freshen up my makeup. I did my lips, and was singing along to, “Anticipation,” when I heard a knock at the door. It scared the shit out of me, because Daddy should have still been at least 15 minutes away, and if this was anyone else, things were about to get really weird. I acted like I didn’t hear it, and about 30 seconds later, I heard more knocks, a little bit louder than the first ones.
“Let’s do this, girl,” I said to myself in the mirror, after slamming my drink, and said out loud, “I’ll be right there!”
I went to the guest room in the front of my house and peaked through the blinds, and saw that it was indeed Daddy Daryl. My heart began racing. You could see my tits jiggling with the beat of my heart. I took a deep breath, and slinked my way towards the front door to greet my man.
I turned the porch light off, opened the door, and there he was, smiling and holding a single rose that he extended to my hands and I accepted. We exchanged hellos and smiles before I motioned for him to come inside, which he immediately did. I closed and locked the door, and began talking as I was doing so.
“So, what part of town are you,” was all I could get out of my mouth, because as I turned around, he was facing me, and put his finger gently on my lips, telling me not to speak. He pulled me into him, and wrapped his arms around my body, squeezing me tightly. I reciprocated, and wrapped my trembling arms around him, running my hands up and down his muscular back under his shirt.
We hugged tightly in complete silence other than the excited deep breaths we were both taking for at least 2 or 3 minutes. We could feel each other breathing heavy, like animals. My hands were exploring his back, and his hands were exploring my ass through my shiny, shimmering new dress. He was about 6” taller than me, and I could feel his hard cock bulging through his jeans against my belly. He pulled my dress up so he could cup my ass cheeks with his large hands, and as he pulled them apart and let his fingers wander towards my pussy, he felt the end of the plug.
“That’s a good girl,” he said, finally breaking the silence, and he smiled at me then began kissing me deeply. I was gobbling up his tongue as he was moving it methodically in and out of my mouth as our lips were locked. Our lips were so busy that we were both breathing through our noses. He began gently pulling my pussy plug out, then back in, never letting it fully exit. I could feel every single one of my bodily senses tingling madly as he did so.
We stood just inside my doorway like this for about 10 minutes, furiously making out, squeezing each other, while he played with my pussy. I took one hand off of his back and brought it to his crotch. His zipper was down, and he was wearing no underwear, so I gently finagled his cock through the zipper hole until it was free and at full mast. It’s in the sissy DNA to immediately start sucking a hard cock, so I knelt down and put the throbbing head of his cock into my mouth.
He moaned loudly as I did, and brought one of his hands away from my ass and put it on the back of my head, forcing me all the way down his shaft and making me audibly gag as he did so. With that he immediately pulled me back up to kiss him and began whispering in my ear.
“Don’t do that, you’re too hot and too good at it, and I want to last,” he said. “Let’s head to your room, sweet bitch.”
“Yes daddy,” I replied, and we kissed deeply for another minute or so.
I pointed to where my room was, and told him to get comfortable while I made another drink and put on some music. I offered him a drink, but he refused and asked for a glass of water. He then asked if I happened to have any weed, so I walked him to my room, grabbed my little pipe, and stuffed it with a fresh bowl. I handed him the pipe and lighter as I kissed him deeply and walked him backwards until his legs ran into my bed, then gently pushed him backwards until he fell back on it, and I fell onto him.
I quickly got up after kissing some more and went to turn on the music and make a drink. My entire body was tingling like crazy. My chest was heaving in excitement, as I hurriedly made another drink, made Daddy a glass of water, then scurried to the stereo to turn “Blackout” on and up. As soon as she says, “It’s Britney, bitch,” and those first synth notes of “Gimme More” started permeating from the speakers, I turned and walked confidently back to my room.