…My opportunity to reveal my feminine side to Devin had finally arrived so I took total advantage of it, not knowing when it would come again. As soon as I reached my bedroom, I stripped out of my t-shirt and blue jeans. I’d already laid out a sexy outfit, having hoped things would turn out as well as they had so far. I sat at the edge of the bed, curled up one leg of my sheerest pair of black stockings and smoothed the soft fabric over my painted toes, up my calf and thigh , repeating the process with the other silky stocking. Then I stood up to pull the hose up my thighs, over my stiffening cock and around my hips. I wriggled my body into my favorite short, low-cut black lycra minidress which showed off the large points of my nipples and showcased my long smooth legs. In the bathroom, I put on a little makeup and lipstick and smoothed some finger waves into my hair with a little styling mousse. I was completely satisfied with my feminine look in my reflection in the mirror and it was now or never.
I slowly entered the study with my hips swaying ever so gently, awaiting Devin’s reaction.
“Oh my God, I almost didn’t recognize you , “he exclaimed. “Damn, you look hot.”
I let out a long sigh of relief. He asked me to turn around and I pirouetted with as much grace as I could muster.
“I always knew you’d look beautiful this way, but I didn’t expect you to…”
“…You’ve thought about seeing me dressed like this?”
“Yeah, but, wow. Even your voice sounds different now. How do you do that?”….
….”I have a confession to make, “he offered shyly. “I dress up and try my best to look like a real girl, too, but I could never look as good as you do.”
“What are you talking about? You look like a girl even when you’re trying to look like a guy.”
“Well, I’ve never tried to completely transform myself. I have brothers and sisters at home, so there’s not much privacy.”
“Would you like to try it now, Devin?”
“You’ll help me?”
“Of course I’ll help you, silly. Come with me,” I said, making my way to the bathroom off my bedroom. I turned on the bath and told Devin to take off his clothes.
“Oh my God. You’re going to see me naked.”….
….Inside my closet, I found a pair of one of my most feminine, strappy high-heeled sandals from Via Spiga for Devin to try on. When he slid his feet into them, I fastened the delicate straps around his tiny ankles and had him stand up in them. The height of the heels strained his calves tautly, stretching his long firm thighs and elongating the symmetrical orbs of his plump, protuberant ass. Looking downward, he said, “I love the way they make me look, but I don’t know if Ill be able to walk in them.”
“It’ll take some practice, ” I admitted. “No one’s born knowing how to walk in high heels.”
I put on an equally tall pair of heels to guide him around the house until he learned how to move about with a sexy little sway. Then we spent the next hour or so changing in and out of various sexy outfits, doing each others hair and makeup and posing before the mirror together. At one point, I just couldn’t seem to stop staring at Devin and began to think of him as her….
….”I love your complexion,” she purred. It reminds me of caramel.”
My cock was straining against the snugness of my panties and I felt a strong sense of relief when I worked them downward to let it spring out into the open air. I clasped the base tightly to pronounce the thick veins bulging around the shaft, extending its normal length.
“Oh God, hon. I’m so hard for you,” I breathed.
“I did that to you? ” she asked innocently.
“Mmmm, yes,” I gasped. “I’ve never been so turned on before.”
“Can I touch it?” she asked.
I was dizzy from the wave of excitement that surged through me when she asked that. “Go right ahead. “It’s all yours.”
For the first time in my life, I felt another person’s hand on my sex. She caressed my cock gently and clear streams of pre-come began to flow from its tip. “You can squeeze it harder if you want to,” I offered and she did.
“This is so strange, “she said, staring mesmerized at my cock as she stroked its hard length. “I’ve never touched another penis before. In fact, I never even thought I would.”….
….In the dim light, her ass looked so inviting, the shadows making its soft curves even more alluring. She reached back and spread her ass cheeks widely apart for me, displaying her tiny, wrinkled rosebud. I moved behind her with a trembling fist clasped tightly around the base of my throbbing hard on. She looked back at my swollen cock and a worried look came to her face.
“I’m not going to hurt you, Devin,” I whispered. She smiled back at me with a renewed sense of calm and assurance, a lock of hair dangling across her face prettily. “I’m not going to lie to you, though. Actually it might hurt at first.”
“I know, but I think I’m ready.”
I guided the head of my cock to her tiny rosette and pushed forward. It took several moments of patient care and a bit of lubricant before I managed to sink the entire length of my shaft inside. “If it hurts, let me know and I’ll stop.”
With my hands firmly grasping Devin’s hips, I began to move in and out of her with measured strokes, establishing a steady rhythm.
“Oh, God, I’m getting fucked! “she cried out, not in disbelief but in emphasis. I hadn’t imagined that she’d take to my penetration so quickly and with such unbridled enthusiasm. The inner muscles of her ass tightened around my pumping cock periodically, stretching my member out to its full length, drawing on it like a hot, hungry mouth. I reached beneath her and grasped her cock, which was every bit as hard as my own. As I shoved myself in and out of her, manipulating her erection in time with my thrusts, her cock felt like almost an extension of my own…..
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