A different feeling

One night Drew and I were hanging out, and of course I had on a little outfit, black skirt, pretty top, light make up and borrowed some of moms jewerly. We were sitting on the couch watching tv, just hanging out like a normal guy and girl. I had got some snacks and sodas out for us, taking on the roll of being a girl, his girl, was becoming much easier. So after munching on some snacks and watching tv he reached over and held my hand. By now I pretty much expected something to happen any time Drew and I were alone and sometimes even when mom was home. A couple minutes went by and the show we were watching was ending, still holding my hand he stood up. He reach out for my other hand and helped me stand up. He turned and headed for my room, which I thought was odd because he never really cared about where we did what. So we reach my room and he spins me around and sits me on the edge of the bed, then lays me back. He takes a pillow and places it under my bottom, then slowly hiked my skirt up past my waist. He smiled as he glanced at my little bulge in my pink thong which he had slowly slipped his fingers into the waist band of and was gently pulling it down. Leaving me in all my glory as he stood next to the bed undoing his pants. Before he let his pants drop he pulled out a small bottle of lube, not a condom, lube... He stood at the foot of my bed as he lubed himself up, he slowly climbed on to my bed, effortlessly making his way between my legs. I could feel the slippery head rubbing on my bottom, finding the spot he gently pushes, the head pops in, I let out a soft moan. He inches himself into me, slowly picking up speed to a steady pace. I lay there moaning and whimpering. My body and mind are racing with thoughts and emotions. Then out of no where he presses his lips to mine, shooting his tongue into my mouth, my eyes go wide and he gives one final pushing, holding it in deep... I feel that familiar throb. He moans loudly as we make out while he fills my body with his seed throb after, after throb... after throb. I couldnt help but wrap my arms around him and hold on to his now hot and sweaty body. We stopped kissing and he took a deep breath, we locked eyes as butterflies quickly filled my stomach. I layed there, under him as he slowly fell out of me, eyes still locked. Then it hit me... do I? am I? did I just fall in... love with him? He stood up and picked my thong up off the floor and handed it to me, I blushed. He walked out of my room and went in to the bath room to clean up. I stood up and walked over to my mirror holding my thong. I felt special, like I was officially at girl status no longer his sissy or boi bitch.

First Car Ride

So one night I was over Drews and  his parents were down at their shore house so like usual we were playing house for the night. I had picked out a pretty floral print sun dress, thin straps, zipper in the back and pair of cork wedges from his moms closet. Just the right outfit for a warm summer night. So we we're watching a movie cuddled up on the couch, when the movie was over he suggested we go for a drive. I nearly fell off the couch, "I cant go like this! what if someone sees us?!" He told me "Dont worry its dark, no one will see us." So before I knew it, I was holding his hand heading for the front door. I scurried to his car while he locked the door, of course he didnt unlock the car until he walked over to it, leaving me standing there in a panic as the breeze gently ruffled my dress. He chuckled as he unlocked the car and quickly got in. He started the car and reached over and put his hand on my thigh and looked at me "Calm down Krissy, your my girl" It was surprising how reassuring that was to hear. So we drove around for a bit and I calmed down, we were signing to the radio, goofing around. He started to head for the edge of town with alot of woods, an area with a reputation of being a couples spot. We get there and I gave him a nervous look, he again told me "Your my girl". He leaned over and began kissing me, which was followed by making out. It was so scary and exciting to be there at that spot making out with him. His hands on my chest, squeezing my padded bra as if I had breast. After some serious making out he started to undo his pants, pulling out his manhood, with out hesitating I leaned over and took it into my mouth. Well after a bit of tongue and lip work he put his hand on my head to stop me from moving up and down, he pushed down a little bit and held me there as I felt his manhood spasm, squirting his load down my throat. I sat back up and blushed as we starred at each other for a few seconds. We drove back to his house holding hands, we pulled into the drive way. He told me not to get out right away, he got out and walked to my side and opened the door and stuck his hand out for me. I took his hand as he helped me out of the car, he put his arm around me as we walked to the door together. I stood on the porch as he unlocked the door, still tasting his load feeling my dress sway with the breeze....I was his girl...

First sissygasm

Do any of you gurls remember the first time you had a sissygasm while having sex with a real man? Were you embarrassed? Excited? More confused maybe? I was all of them. I remember very well as he pumped in and out, moaning. By now I had gotten use to being the girl so to speak, still very confused and tried to tell my self I didnt like it. He had me bent over my bed when I involuntarily let out a very girlish "oooo", shocking my self I thought oh my what was tha... another "oooooo" but this one was longer. Oh my god Ithought, he was on the verge of giving me my first orgasm from sex. I tried to fight it so hard, a few pumps later my back was arched, my head was back as I moaned as my body twitched and tingled, feeling sissy juice drip from my clitty. Listening to him tell me to cum like the girl I am as he picked up his pace right before filling me with his seed, his sperm. I went to bed that night with more of his cum in me then my own.