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.

First bikini

It was a hot summer night and Drew and I had been at his house for a better part of it. Well night time finally came and Drew asked if I wanted to go for a swim, his parents had a beautiful in ground pool put in the summer before. "I don't have a bathing suit with me" I replied. He grinned playfully "Im sure you can find one of my moms" I blushed as I walked towards the steps to go up stairs, he smacked my bottom gently as I walked passed him. Trying to hide my excitement and not run up the stairs, I got to his moms room and closed the door as he watched from the bottom of the steps. I knew where she kept her bathing suits having been thru her closet and dressers, the challenge would be finding the right one. I tried on a hand full and decided on a teal bikini with little white palm trees design. The top had some padding giving the illusion of a small bust and the bottom had ties on both sides and made my butt look very cute. I open the door and heard a splash in the back yard. When I got to the kitchen I looked out back to see drew already in the pool. I scampered over to the back door and stepped out side. A rush came over my body, I had been out side dressed before, but wearing much more then a bikini. I could see Drew smile "The water is great". I walked to the edge and stuck my toes in, seeing anticipation growing in his eyes. I slowly walked down the steps and in to the water. He came right over and gave me a deep kiss, I wrapped my arms around his neck. His hands dropped to my butt, squeezing softly. I started to feel something under the water poking and brushing between my legs. I slid my hands down his back and under the water and realized he wasn't wearing any swim trunks. I began to play with his manhood, feeling the warmth coming off of if under the water. Listening to him moan as we continued to kiss deeply. I felt his hands move up and to my waist. He gently tugs on the ties for the bottom of the bikini, a little bit at a time until he got them undone. My little clitty moving freely under the water. He pushed me against the wall, pulling my bikini bottom out of the water and tossing it on the side walk. His hands move to the back of my thighs, lifting me and spreading my legs. I wrap my legs around him, feeling his manhood rubbing on my bottom. He reaches under and lines it up, pushing gently. The head pops in making me moan, followed by him working the rest of the shaft deep into me. My arms around his neck, holding onto to him as he thrusts in and out of my body. Shivers run thru my body causing me to moan. His grip tightens as he moans, suddenly he begins to kiss me deeply as feel him throb inside me, thrusting with each throb. Finally letting out a long moan as he leans on me, pinning me between him and the wall, his manhood twitching occasionally as he begins to let it slide out of me. He slips out of me giving me one last deep kiss and heads for the steps to get out. I stay against the wall as I watch him, naked and semi hard get out of the water. I grab my my bikini bottom and put it back on under the water and re tie the sides. I make my way out the pool and dry off before heading inside. It had gotten kinda late at this point so Drew said once I get changed he would take me home. We went upstairs, he went to his room and I went to his moms room. While I was taking the bikini off I realized I didn't want to go home, I wanted to stay with him for the night. So instead of putting my normal clothes on I found the drawer where his mom kept all her nighties. I picked out a  nice black satin and pink lace nightie. I walked down to his room and stood in his doorway. He turned and his eyes got wide and his mouth fell open. I couldnt help but blush and kinda look down as I said "I was kinda hoping I could sleep over..." "uh uh uhh of course, sure, yea" He replied. I walked over and kissed him on the cheek, it felt so good to make a man speechless for a few seconds. I called home to let them know I was sleeping at Drews for the night. I got in bed first followed by Drew who immediately put his arms around me. Laying there, drifting off to sleep in the arms of the man whos seed was ejaculated into me not an hour before...something clicked in my head... I was falling for him and falling fast...

"Dad wont be home till later..."

Drew and I had left his parents shore house early one week end, his mom was staying an extra day and his dad wouldnt be home until after dinner. So I knew what Drew's plan was, taking me to his house where no one would be home, I mean come on lol. So we pull in to his drive way and before we even get out he tells me to go inside and find something to wear. I quickly obey. I go into his moms closet and pick out a really cute black dress that zipped up the back and found a pair of strappy silver heels. I walk down the hall way to Drew's room where he was unpacking his stuff. I stand in the door way blushing as he looks me up and down with a big smile. I walk over to him and turn and ask him to zip up the dress. Such an amazing feeling to have a man zip you into a dress. He spins me around and kisses me deeply, I instantly had butterflies in my belly. "Lets go down stairs and make lunch." He says. We walk down the steps holding hands. We get to the kitchen and he sits down at the table while I get the lunch meat out of the fridge. Of course I make his sandwich first, get him some chips and something to drink. He smiles at me and says "You're such a girl." I giggle and respond "You made me this way!" So we get done eating and I clean everything up, he pushes me against the counter and we start making out, feeling him getting hard against me. Drew takes my hand and leads me back up stairs to his room where we continue making out. The making out didnt last much longer once we got into his room. He turned me around and guided me to his bed, where I knew what to do. I slowly bent over as I could hear him pulling his shorts down. He caressed my bottom before seductively pulling the dress up and hooking my panties with his thumbs and guiding them to my knees. Next I see a condom wrapper land next to me on the bed, hearing him roll it on I cant help but blush. His hands firmly grasp my hips as he lines him self up. Feeling a slight pressure for a second and then he pops in, just the head at first, slowly pushing the rest in. I moan as his throbbing balls touch my bottom. A few minutes later we hear the door bell, naturally I get nervous and Drew didnt miss a beat. Well next thing we hear is "Hey Drew?" in his dads voice at the bottom of the steps followed by foot steps coming up the steps. Drew tells me to hide before answering his dad, I make a break for the his closet in four inch heels and stuck in a dress I cant unzip. Standing in the closet I realize I left my boy clothes in his moms closet. Hoping he didnt have to go in ther for any reason. A few minutes pass and I hear the front door close and Drew come running back up, I come out and we both kinda laughed and said how close that was. He pulled me back over to his bed and we finished what we started.

"The condom broke..."

One night Drew and I were having intercourse, it was one of the first times we were actually having sex so I hadn't got to the point of really enjoying it and getting use to it just yet. We started making out and he took my hand and led me to my bed. Slowly turned me around and gently kissed the back of my neck as he pulled my skirt up. I couldnt help but shiver as his thumbs hooked the waist of my panties and gently tugged them down. He let them fall to my knees before he softly bent me over my bed. I hear him undoing his belt and pants, letting them fall down. Rubbing his manhood against my bottom as he opened the condom wrapper. I lay there nervously awaiting the brief pain of the initial penetration. I feel him line the head up and firmly push, naturally I tense up. He leans down and whispers for me to just relax (Its easy for men to tell us gurls to "just relax", they're not the ones getting it in their bottom!! lol). So I take a deep breath and relax, feeling him slide into me, I cant help but gasp and moan as he pushes in deeper. He begins to work himself back and forth, hearing him moan and breathing heavy. Feeling my limp clitty wiggle with every thrust. Finally I feel his grip tighten on my hips, by now I had learned what happens when a man tightens his grip on you. He gives one final thrust and moans and I feel him throb as he lays his chest on my back, breathing heavily on my neck. He stays like that for a moment before pulling out. Followed by the words no real woman wants to hear..."Uhm... the condom broke...". I jumped up and turned around to look, it was true. I looked up at him and he immediately apologized. I pulled up my panties and fixed my skirt not knowing what to say. He left not long after, I had been inseminated like a real woman. The next day I woke up feeling more feminine then ever before. As soon as I saw Drew pull up out front to pick me up for school, I blushed so hard my mom asked me why I was being so giddy. I felt like I HAD to carry and protect Drew's cum in me. It really changed me towards being a better Krissy and gurlfriend to Drew.

Panties 24/7

Few post ago I had mentioned Drew requested I start wearing panties all the time. Wearing panties 24/7 has some major feminization effects lol. I had been wearing boxers for a long time when Drew said he wanted me in panties all the time. I went from boxers to panties over nights, surprisingly, for me they took a little getting use to wearing all the time. Going from the loose rough fabric of boxers to the tight delicate smoothness of panties. Feeling the lacy trim and bows and ribbon under my boy clothes was a solid reminder of what I was on my way to becoming. Drew would love to check to see what panties I was wearing for the day too and would often make requests. Panties got me starting to think like a woman in my everyday life. I would think out my every move to make sure my panties didnt show. If I bent down or squatted I would always put my hand on the back of my pants to hold them up, just like a real woman does. I was terrified a hint of lace or thong strap would pop out for the world to see lol. Now gurls if you dress often but dont wear panties full time and want to become more feminine, start wearing your panties 24/7. Women if you want to make your "man" more feminine, or just punish him, put him in panties for a few days, he'll come around lol.