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Chapter 32 by caitlynmasked caitlynmasked

How does Sadie react to the plug?

Sadie gets plugged, gets rewarded, and finishes getting ready

Sarah promised me that the more I used a plug, the easier it would be to get in. She’d used hers on and off for years and knew it would fit just fine, hence it going in smoothly with just my spit as a lubricant. For my first time, Sarah had me bend over the bed and keep my eyes forward. I nearly jumped out of my skin when I felt her tickle around my pucker. Her fingers circled and probed and finally pushed in, covered with lubricant to make ‘popping my cherry’ as easy as possible. When she was satisfied, and I was left barely able to breath in and out she pressed the chrome plug up against me and started whispering in my ear.

“This is going in. Be my good girl and relax. It’ll feel strange and full, and your natural reaction will be to try to stop it from happening and then to try and push it out, but the more relaxed you are the more smoothly it will go. You might even enjoy it!” All the while Sarah was whispering her wicked words, she was pressing the plug up against me. A little forward, a little back. A little forward, a little back. A little forward, a little back. Each time pressing more forward and less back. Finally, when I didn’t think I could bear it anymore and knew I was going to bear down, it pushed in. My whole world became centered on my rear as I felt it open and expand and grow around the invader that Sarah was pushing into me. And just as I thought I couldn’t possibly take any more, it was over with my own drop-dead sexy grunt.

I felt myself close up around the plug with only its flared end sticking out. I felt full and wrong, yet at the same time I felt accommodating and right. Sarah rubbed up and down my back and couldn’t hide the glee as she whispered in my ear again “That’s my good girl!”

Pulling me to stand upright, Sarah turned me around and gave me a kiss. I still found myself taking deep breaths as I tried to get both my body used to the full sensation and my mind used to the fact that I had a plug pushed into my rear. When Sarah crouched down in front of me, I suspected she was going to check on the plug. When I felt her take my cage off though, my eyes flew wide open.

Somehow it felt wrong. Two weeks ago, I’d have fantasies about a girl like Sarah… hell, about Sarah herself… kneeling before me as I grew hard. But now I’m looking down past my breasts with my long pink hair cascading into view. I’m feeling her hands on my baby smooth skin. And of course, I have a plug shoved into me. None of that, however, stopped me from continuing to grow harder.

Sarah looked up and winked as she grabbed my wrists and pulled my arms behind me. “You’ve been good enough that you get a reward. But no touching. Men touch. Bad boys touch. Good girls stand there and accept whatever pleasure their betters give them! Just keep your eyes forward and enjoy!”

Sarah’s hands left my wrists. And as I kept my hands behind me, she grasped my penis and started stroking it. I started breathing harder and did as she said, looking forward. I thought she simply didn’t want me to see her in that position, but I understood her intent when I saw my own reflection in the vanity’s mirror. Yes, I still saw Sarah kneeling down and obviously giving pleasure, but I didn’t see ‘me’ at all. I saw my pert sexy breasts. I saw my lovely made-up face. I saw my puffy kissable lips and my immaculately styled pink hair. I saw my curves from my narrow waist to my wide hips.

I didn’t see any Nick there at all. I only saw Sadie.

And when Sarah opened her mouth and took my penis in her mouth, Sadie looked so sexy as she opened her own mouth and gasped. I didn’t think there was any way I was going to last. I barely lasted a few minutes when she was teasing me with her breath and her fingers and barely any touch at all, but now she was taking me balls deep into her mouth. And yet, Sarah was still so obviously in command. Not only of the situation, but of my body. When I got close to orgasm, she pulled off and kissed around my smooth thighs for a bit. I tried not to just push my pelvis forward and was rewarded when she returned and started licking the entire length of me.

I let out another loud groan when one of her hands snaked around me and pressed at the plug. It may have only moved a half inch or so, but that half inch was magical and amazing. The pleasure I was receiving up front was startingly matched by pleasure from back there. And so, our dance truly began. Me, standing on wobbly legs watching one sexy girl kneeling before another sexy girl, obviously licking her lesbian lover. Me, feeling Sarah’s lips and tongue and mouth provide magic pleasure in front of me. Me, feeling the plug brush past my special place and provide magic pleasure behind me.

If you told me I could last five minutes of that kind of pleasure, I’d have laughed at you and called you a psycho liar. Sarah was able to keep me from cumming for thirty minutes.

By the end of that half hour I was mad with lust and would do anything to experience the culmination of this ballet. The room was full of Sarah’s licking and sucking and my moaning and pleading. And even at the end, Sarah surprised me. She’d been so intent on taking away my masculinity, on making everything about me being feminine. Surely, she was going to make my orgasm about the pleasure in my rear, about being taken instead of being sucked. But that was only half true as Sarah took me deep into her mouth, my length reaching almost all the way back as she rhythmically pressed the plug, making me cum.

My girly screams of ecstasy were straight out of a porno and I couldn’t care less. The last time I came it was with no touching and barely satisfied my need. The last time I really came was by my own hand in the shower, the morning I first met Sarah. But I don’t know if I’ve ever came this hard in the entirety of my life. Even before I finished spurting, my legs just gave out. Sarah lovingly guided me to fall back onto the bed, never letting me out of her mouth. I let out another orgasmic cry as my tush hit the bed and pushed the plug further into me, causing another full spurt to come out and into Sarah’s mouth.

I wasn’t exactly clear eyed when I laid back on my back and Sarah released me from her mouth. She climbed up my body, but I swear she looked as pleased as I felt. She looked happy and satisfied enough that I couldn’t have sworn she hadn’t experienced her own orgasm. As she laid down on me, her breasts pressing onto my tingling nipples, she came in for a kiss. I opened up to her as I always do and always would and accepted her tongue into my mouth.

I probably shouldn’t have been surprised. In my defense though, I was still mentally experiencing the best orgasm of my life when Sarah kissed me and started pushing all of my spent cum into my mouth. I’m sure in one world or another I could have expressed my dismay at this swapping of cum, of tasting any cum let alone mine. But this isn’t one of those worlds and the bliss I was experiencing let me just lay back and take what Sarah was giving me. Our tongues swirled and played with the mouthful of cum for several moments, making sure it coated the entirety of my mouth before Sarah broke the kiss and sweetly, lovingly even, said “Swallow.”

And I did.

Nothing physically about the cum was necessarily bad. Its taste was slightly musky and a bit sweet. Its texture was thin, somewhere between thin jelly and runny eggs. And while it wasn’t the easiest thing I’ve ever swallowed, it went down in two gulps. Although she didn’t ask for it, I felt compelled to open my mouth and show Sarah that I’d followed her command. That I’d swallowed everything I’d given her and everything she’d then passed on to me.

While I was still trying to catch my breath, Sarah scooched over and laid next to me. With her arm lying across my body, just below my breasts, she kissed at my neck and said “You’ll pay me back for that later. You’ve deserved that little reward for a while now.”

By the time I was recovered and felt like I could slip into slumber, Sarah stood up, took my hands, and pulled me to stand up as well. As if we’d simply shook hands, Sarah returned to the business of getting me ready. Slipping the gaffe up my legs she moved behind me and pulled my still limp penis between my legs after gently pushing my testicles up into my body cavity. Held in place like that she pulled the gaffe up and pulled it tight, its rear portion sliding between my cheeks.

The sensation was… strange. I felt a pulse of blood rush to my penis from getting handled but didn’t feel myself grow. Sarah seemed to recognize that I needed a moment and let me explore for a bit. I repositioned my hips in several poses and even took a few steps, frankly, marveling at how the gaffe kept my penis pulled back and soft. Looking in the mirror I saw a woman. There was now no asterisk to that vision. No ‘… but with a penis’ or ‘…but with a bulge in her panties’. All I saw was a woman with a cute face, smooth feminine curves, proud breasts, shapely legs, and a smooth panty covered crotch.

Once I was ready, we continued getting me dressed and made up. We did have to clean me up a bit as I was a little sweaty after Sarah’s ‘gift’ but otherwise putting on my panties and bra, my skirt and tube top, my stockings and heels, all went fine. We touched up my makeup and hair and even took photos of the two of us, like I was going out on a prom date or something.

Wearing heels had automatically given me a feminine walk. Or at least it had in my estimation. But now, with the addition of the plug and the gaffe, my entire body posture and movement became more attuned. More female and graceful. Each movement of the plug made me adjust on the fly. The lack of any movement in front of me made me feel more confident and able to present myself more fully. My back was more straight and my breasts were more pushed out.

We finished off the look with some jewelry. Sarah had a cyberpunk inspired mech style choker that fit a bit snug but comfortably enough. Its white iridescence matched the look I was wearing. Adding in several white gold and silver rings as well as a pearl bracelet and matching ankle bracelet finished off the look. The final touch, or rather scent, was a few spritzes of Sarah’s perfume. I’d never smelled her wear this before and it smelled divine. As she was putting the perfume decanter away all I saw that it was from Coco Chanel.

Only on the drive to the coffee shop did my worries start to return. Yes, this was just going to be a joint stream while we were out in public, but both our audiences were likely to see it like Sarah. A date. When we pulled up at Bean There, Done That, Sarah leaned over, gave me quick kiss on the cheek, and reminded me “Remember, just play the part. You’re not on a date. Sadie isn’t on a date. Princess BabyDoll is. Imagine there’s a camera pointed at you and play to that camera! And…” another quick kiss on the cheek “… have fun!”

How does the stream go?

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