Playdate with Daddy

by BillyBoy

26 Jun 2023 5561 readers Score 8.6 (26 votes) PDF Mobi ePub Txt


In town for business, I stayed with my friend, Bruce, in Phoenix for a week. He works a lot so we didn't see much of each other. But it was nice of him to give me a place to stay. He put me up in his daughter's room. It's full of her clothes and underwear. After a couple nights, I couldn't help myself. Yeah, I'm a bit of a perv, I suppose. I was bored and horny. I rummaged through her drawers until I found a cute pair of lace panties. I rolled on the bed and jerked off, wearing them. They are pretty tight. Certainly not my size. But I like the tight fit.  The next night I wore a different pair. I found a training bra that just barely fit me, and I wore that too. I was wearing those and had a couple pairs of her panties in my mouth when I came that night. It was innocent, no one gets hurt, fun.

Bruce was home early the next night. We had dinner together for the first time since I'd been there. He opened a special bottle of expensive 12-year-old Scotch. We drink a lot of it.  Then, out of the blue he asks me if I ever dress in girl's clothing or underwear. What the fuck? "Of course not."

"Well, my friend, I have evidence to the contrary." Bruce is fiddling with his phone, then my phone beeps. I see a video of myself jerking off in her bra and panties. I'm standing in the middle of her bedroom pushing panties into my mouth and jerking off.

"This... This is just some innocent fun, Bruce. I'm so sorry!" What else can you say?

"Well, I liked seeing you in her undies. It really got me thinking. Do you want to try doing it together? You know, the two of us, you in her underwear, back in there, in her room. Together?"

I'm stunned. But I'm caught too. Fuck.

"I don't think that's a good idea, Bruce. Let's just forget it all happened. I'll go to a hotel tonight. OK?"

"No, my friend. You don't have that option. You're going to dress in her clothes today and I'm going to be there. I've got 2 hours of video here. I'd hate to think what might happen if it all got out. So shut the fuck up, get up, and get back into that room. Got it?"

Suddenly he is very angry. I'm really nervous. I'm in a daze. I can't stand up. He does, taking my arm and pulling me to my feet. He is very close to me. The Scotch has made me a little dizzy. He kisses me right on my lips. He gently pushes me toward the hall. "Get in the bedroom, fucker."

His hand is on the back of my neck, guiding me down the hall and into my room. Well, her room. He still has a firm grip on my arm as well. He is forceful and direct. I obey. "Take off your stupid man clothes and put these on." He throws some pink girl's underwear at me. The bra and panties are more my size. Bright pink with shiny sparkles. After I shyly undress and pull them on, he hands me a white pleated skirt and a white tank top. "What the fuck, Bruce?"

"Call me Daddy, bitch."

He pushes me until I fall back, sitting on the bed. He puts his wrists together out in front of him, motioning for me to do the same. He has a pink silky robe tie, wrapping it around my wrists, tying them together. He knots it twice. "Good girl."

From the dresser comes a little pink lip gloss. He brushes on some pink color on my cheekbones. He uses some gel and gently brushes my hair back. He doesn't say much. I let him continue. I can feel the tight bra pinching my skin. And the thong back panty is tight up between my butt crack. I glance to the side, noticing myself in the bedroom mirror.  I'm a cute, innocent schoolgirl in a cute little outfit, being groomed and prepared to be fed to the lions. But I don't complain. I'm confused. I look and feel like a girl must feel. Do I? What the fuck?

Out comes the phone. Click. Click. Click. 

His shirt is unbuttoned. His belt is loosened. This is crazy!

Daddy is fiddling with something on the dresser. The video camera he used to spy on me! He moves it closer to the bed on the dresser. Draping the cold around the back and plugging it in. He checks his phone to be sure the bed, and me, are framed in the camera properly. "Perfect!"

I can't move. I'm still confused and embarrassed. Daddy sits next to me. His arm reaches around me holding me close. "Look at the camera." We both stare at the dim blue light on the front of it. He begins to set the stage, and the tone for the rest of the night. It's suddenly very warm in here. I'm sweating and shaking. It's much too late, isn't it? I let him dress me. I let him make me up like a girl. I let him brush my hair. Fuck!

"This is Cindy. Cindy was my houseguest, Carl. But he chose to dress and act like a spoiled little girl, like my daughter. Now Carl is Cindy. Carl will be Cindy for the rest of the week. Cindy is going to do whatever I tell her to do, and to be my bitch. You are going to do what I tell you, and be my bitch, aren't you, Cindy?

His hand on the back of my neck nods it forward and back. "Good girl, Cindy."

With that, he moves on me. His lips open mine. His tongue slips through. I feel his hands on my body. Holding me close and wandering all over my round and curvy places. I wiggle and try to resist. But I don't resist very much. His hand in in between my legs. He has my cock in his hand. It's wet and slippery. He is trying to get me hard. I open my eyes to see him looking back at me. "Let this happen, Cindy. And remember, call me Daddy."

I'm enjoying this. Nearly as much as when I was jerking off alone in her underwear the night before. I try to speak. He keeps my mouth covered and full with his kisses. Except when he let's me breath and answer his query. "Who's your Daddy, Cindy?"

"You're my Daddy."

I'm hard and ready to cum. I'm so fucking confused. But I love it! I begin to breathe harder. I can tell I'm close. He is working my cock pretty hard. This is going to be a good one. "Who's your Daddy, Cindy?"

"You're my Daddy, Daddy!"

Everything stops. I'm laying back on the bed, my head in her stuffed animals and pillows. My bound hands are up over my head. My hard-on is sticking straight up at the ceiling. What's going on? Daddy has a wide black rubber strap snapping in his hands. He wraps it around my cock and balls. It's really tight! It's squeezing my balls and tightened around the base of my rock hard cock. I'm suddenly in pause mode. Why would he do this?

"Not so fast, sweetie. Now it's your turn to please me, Cindy."

"Yes, Sir, Daddy."

"I'm going to lay back here, turned around." Daddy climbs on the bed, putting his feet up by the headboard, laying on his back. "You're going to get on top of me. Spread your legs and open them over my face. Come on, sweetie." He motions me to roll on top of him, In a 69. I swing a leg over his head and climb up on top of him. His hands are on my hips, helping position me over him. I can feel his bristly beard between my thighs. His legs are spread. His jeans are gone. His long fat cock is poking out of the hole in the front of his boxers. My hands are still tied together. I brace myself on my elbows. His cock is right in my face. I'd know what he wants. But I don't know how to do it. Then I feel him licking my cock. 'Well, here goes nothing!' I think to myself.

Down I go. Open mouth and sucking. It's pretty good. Not as bad or icky as I thought it could be. The harder I sucked the harder he sucked. We kept it up for a long time. Taking a minute here and there for a breather. "Call me Daddy!"

"Yes, Daddy. I love this, Daddy. Lick me Daddy. I want to cum, please!"

"You just keep sucking, sweetie. Only after I'm happy, you can be happy."

His hands were all over me as we sucked. He really liked grabbing my ass and playing with the panties wrapped all around under there. My cock was still slippery from the wet stuff he had used. And eventually, I found he had a finger slipped into my ass. Focused on getting him to blow a load, I hardly noticed it. But it was inside me pretty deep now. Maybe there were two fingers in there? 

"You like me inside you, don't you, Cindy?'

"Yes, Daddy. Will you do more of it, please?'

Once again, everything stops. Daddy has a wad of pink and white panties in his hand. He is on top of me now. The sweet, romantic 69 is over. "Put these in your slutty mouth, bitch."

I slowly stuffed in one pair. Then another. looking him in the eyes the entire time. I was nervous and wondering what exactly he was going to do to me now. He seems different. More focused. Licking his lips like a lion ready to pounce on the helpless gazelle. He is going to fuck the shit out of me, I imagined. I'm standing in front of him, on display. He is looking into the video camera, smiling. I finally get the fourth pair of panties in my mouth. I glance into the camera. I'm sure my expression was not very comfortable.

"You've been a good little girl, Cindy. But I'm going to punish you anyway. Get on the fucking bed."

I'm forced face down with him on top of me. His knees spread my legs out wide. He has a handful of my hair, pushing my face into the pillows. I can feel his long hard rod wiggling between my cheeks. His hand is pointing it up into my hole. Everything is really wet and slippery. It happens quickly. Deep and hard. Fuck! Then deeper. He starts pounding right away. No romance here. He is already gasping for breath. I try to scream. His hand covers my mouth, pushing the panties back inside. "You love it, don't you Cindy?'

Mummphh....Yes Daddy!

Bill

by BillyBoy

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