It beckons me and I step in front of it to inspect my appearance. I'm wearing a short sweater dress, stockings and heels. My clothing doesn't matter on this trip. I just wore something comfortable to travel in. Anyway, for our first meeting you have requested that I greet you not wearing anything. You want me unadorned and need to see all of me at once, this first time. You've assured me there will be other times with different clothing requests. That will only happen if I please you today.I pull off my dress, step out of my heels and lay them on a chair. I'm dressed now in just a plain white lace bra, matching panties and white stay-up stockings. My hair has been cut recently and I styled it simply. I have minimal make up, except for the deep red lip stain I added to my mouth. It's your request: I don't normally wear lipstick.I roll down my stockings, pull them off, shrug out of my bra and slide down my panties. I fold them and lay them neatly on the chair along with my dress. I. I tried to shove my cock in again, but she wouldnt budge. Kaitlyn, you have to relax. It will feel good once Im all the way in, I reassured her. Unngh&hellip,It still hurts! She was biting her lip. Once the pain goes away, itll be easier, I said. She nodded slowly, then spat on her fingers and rubbed my dick. Okay&hellip,Im ready, she said hesitantly, taking a deep breath. My cock was harder than ever now, so I didnt wait a moment. Squirting some more lube on her asshole, I pressed up to it again. Now my head could slide all the way in. She held her breath, clearly in pain, so I let my head stay inside her for a minute. Then I started pushing the rest in. I could feel the muscles tremor, then release as she let out cries of bliss. My dick eased through the first sphincter, which squeezed tight around me. I pushed more and more into her ass as it opened up, until I hit her second sphincter. Instead of trying to go even deeper, I started pushing in and out just to try and work her out.
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