First Cock for a Crossdresser
In high school we used to party every weekend. One friend was a heavy drinker to the point he would blackout. He was good looking clean cut guy who partied too hard. One weekend at my parents house we were partying in the basement. As it got late in the night around 2AM, everyone was slowly leaving. I was still up playing video games when I realized it was down to just he and I. He was wasted and out cold. I was tired of playing single player and realized it was almost almost 3 AM I turned off the game and tried to wake sleeping beauty up. He wouldent budge. He was completely out. I even rolled him off the couch on to the floor. That didn't even stur him. I reached down and cupped his penis in the palm of my hand. Noting not a flinch. So I began rubbing his cock a little, still nothing. My heart started beating so hard. I knew what I wanted to do. I pulled his pants down a little and his dick looked so nice.
I went to my stash of women's cloths. I am a closet crossdresser and was already shaved smooth all the time. From my girly stash I grabbing a leopard print bra and panties, black thigh high stay up stockings and dark red bodycon mini dress. I got dressed rolling my stockings up my smooth legs. the excitement was causing me to shake. finished off with my long brunette wig and C barest forms. At touch of makeup and I was fully dressed, slipping into my pump heels, I looked at the clock it was almost 3:30AM. With a final girly adjustment of my brestes I went out to the TV area to find he hadn't moved. My heart was pounding out of my chest. Here I was dressed as girl about to take advantage of my buddy. I tried shaking him and calling his name. I thought how do I explain me being dressed like a girl if he wakes up? But he was stone cold out...
I helped him back up onto the couch and turned the lights down. Snoring heavily, I reached into his pants and wrapped my had around his boxer covered penis, giving it a little squeeze. I looked him in the face and asked can I suck your cock. A mone and deep snore said yes, my hand slowly finding its way thru the boxers hole touching the warm soft flesh of his penis. I tried to masterbate him but his jeans were too restrictive. I undid his pants and pulled them down. His cock was starting to get hard. Grabbing the elastic band of his boxers pealing them down off his growing package. It was a nice size cock. I looked up to make sure it was clear. I was trembling and scared. I took a deep breath and said to myself now or never you sissy faggot. I moved my face down to take him in my mouth. My lips touched the soft head of his penis, my tongue wetting his dick letting it slide the rest of the way into my mouth. Without much sexiness I was suckIng my fist cock. It smelled a bit. I could feel it getting larger in my mouth, that got me over the smell fast, it made me feel sexy. Up and down, he was getting rock hard. I was rubbing my hands over my stocking coverd legs and squeezing my fake tits. Slurping on his shaft bobbing my head up and down on him. I came up for some air, loosend my throat and went all the way down, deep throating for the first time. My cock was bursting out of my black lacy thong panties. Feeling the the panties pull up my ass. Suddenly, his hand is on the back of my head pressing me down on him. OH MY GOD HE IS AWAKE! I picture him realizing what I was doing, everybody finding out I was a crossdressing faggot cock sucker. Me getting my ass beaten at school. My life is over...everyone will know about me. Now he has both hands on my head thrusting his hips sliding his dick in and out of my mouth fast. He moans oh yeah baby. Suck me.
I feel him forcing my head up and down. I was worried he was going to pull my Wig off...I started to gag...and these were no girly gags. He had me all the way down on him so his pubic hair was going up my nose. My eyes a watering snot is running out of my nose and I think to myself how do I get out of this situation? How did I stupidly put myself into this situation? I had never touched a guy before and in the last hour I was dressed as a girl deepthroating a sizable dick. He calls out the name Ashly, the name of a girl who actually had hair color like the wig I was wearing. She had been chilling with us earlier in the night. He thinks I'm her! I don't know what his relationship was with her, but for a moment I felt relieved he doesn't know it me. I have to get away from him with out him seeing me. So many thing running thru my brain when BAM he starts cumming in my mouth and down my throat, gagging me instantly. Swallowing a large gob of cum. I pulled off his dick only to get the next shot of cum in my face. I flinched hard...with my eyes closed my face got lapped by two more warm streams of cum. Wow I just got my first facial too! Instinctively I want back down on his cock, sucking up his cum licking his shaft clean. Now I just have to get out of here. I got up and went for the bathroom. He was basically still sleeping on the couch with his cock out.
Once in the bathroom I was wiping a large amount of cum from my face and hair. It was everywhere all over my, dress, in my wig, on my shoes, everywhere. I looked up in the mirror at myself and felt sick to my stomach over what I had just done. I undressed from my girl cloths as quickly as I could. just sitting in the bathroom replaying what just happend. Does he know it was me? Did he really think is was Ashley? After sitting there for awhile I looked at the time 5:30AM. Somehow I just spent two hours on his dick. I quietly opened the bathroom door trying to figure out if it was safe. I hid my girl cloths and went back to the TV room where he was fast asleep on the couch. I tucked his dick into his pants and pulled them up. Went to my room and layed down in my bed staring at the ceiling as dawn broke. I felt sick with myself. Im not gay. I keept saying to myself. but I just sucked a guys dick dressed as a girl and took a load of cum and loved it but I don't want to be gay. I love girls and pussy, I love them so much I want to wear their clothes. Then I think oh how I wish I could dress back up go down for a second round.
About 10AM I went back downstairs to find my friend was gone. I have no idea what he thinks happend.
Several days later I saw him at school and he told me how he banged Ashly at my party. Then he proceeded to tell me what a good fuck she was. I laughed and said I bet. Later on i heard Ashly blast him for telling everybody they fucked, when they didn't. Then he admitted to everyone that they didn't have sex but still claimed she sucked his dick. She continued to deny it...he was so confused. But she couldn't deny being at the party.
Things eventually settled down but he and her were never friends again. He still stood by that she sucked his dick. She denied it. only I knew the truth, and the truth was that his cock smelled and his cum tasted horrible. But I would do it again it I had the chance. He still thinks it was actually her bobbing her head up and down on his cock but the reality is it was me dressed as a girl. Sadly it never happend again.
I really want to play with other crossdressers like myself. Whenever I'm dressed as a girl, I want is to suck cock and get cum shot on my face. I will never suck a dick unless I'm totaly dressed up as a female. One of my favorite things to do in life is crossdress.
I went to my stash of women's cloths. I am a closet crossdresser and was already shaved smooth all the time. From my girly stash I grabbing a leopard print bra and panties, black thigh high stay up stockings and dark red bodycon mini dress. I got dressed rolling my stockings up my smooth legs. the excitement was causing me to shake. finished off with my long brunette wig and C barest forms. At touch of makeup and I was fully dressed, slipping into my pump heels, I looked at the clock it was almost 3:30AM. With a final girly adjustment of my brestes I went out to the TV area to find he hadn't moved. My heart was pounding out of my chest. Here I was dressed as girl about to take advantage of my buddy. I tried shaking him and calling his name. I thought how do I explain me being dressed like a girl if he wakes up? But he was stone cold out...
I helped him back up onto the couch and turned the lights down. Snoring heavily, I reached into his pants and wrapped my had around his boxer covered penis, giving it a little squeeze. I looked him in the face and asked can I suck your cock. A mone and deep snore said yes, my hand slowly finding its way thru the boxers hole touching the warm soft flesh of his penis. I tried to masterbate him but his jeans were too restrictive. I undid his pants and pulled them down. His cock was starting to get hard. Grabbing the elastic band of his boxers pealing them down off his growing package. It was a nice size cock. I looked up to make sure it was clear. I was trembling and scared. I took a deep breath and said to myself now or never you sissy faggot. I moved my face down to take him in my mouth. My lips touched the soft head of his penis, my tongue wetting his dick letting it slide the rest of the way into my mouth. Without much sexiness I was suckIng my fist cock. It smelled a bit. I could feel it getting larger in my mouth, that got me over the smell fast, it made me feel sexy. Up and down, he was getting rock hard. I was rubbing my hands over my stocking coverd legs and squeezing my fake tits. Slurping on his shaft bobbing my head up and down on him. I came up for some air, loosend my throat and went all the way down, deep throating for the first time. My cock was bursting out of my black lacy thong panties. Feeling the the panties pull up my ass. Suddenly, his hand is on the back of my head pressing me down on him. OH MY GOD HE IS AWAKE! I picture him realizing what I was doing, everybody finding out I was a crossdressing faggot cock sucker. Me getting my ass beaten at school. My life is over...everyone will know about me. Now he has both hands on my head thrusting his hips sliding his dick in and out of my mouth fast. He moans oh yeah baby. Suck me.
I feel him forcing my head up and down. I was worried he was going to pull my Wig off...I started to gag...and these were no girly gags. He had me all the way down on him so his pubic hair was going up my nose. My eyes a watering snot is running out of my nose and I think to myself how do I get out of this situation? How did I stupidly put myself into this situation? I had never touched a guy before and in the last hour I was dressed as a girl deepthroating a sizable dick. He calls out the name Ashly, the name of a girl who actually had hair color like the wig I was wearing. She had been chilling with us earlier in the night. He thinks I'm her! I don't know what his relationship was with her, but for a moment I felt relieved he doesn't know it me. I have to get away from him with out him seeing me. So many thing running thru my brain when BAM he starts cumming in my mouth and down my throat, gagging me instantly. Swallowing a large gob of cum. I pulled off his dick only to get the next shot of cum in my face. I flinched hard...with my eyes closed my face got lapped by two more warm streams of cum. Wow I just got my first facial too! Instinctively I want back down on his cock, sucking up his cum licking his shaft clean. Now I just have to get out of here. I got up and went for the bathroom. He was basically still sleeping on the couch with his cock out.
Once in the bathroom I was wiping a large amount of cum from my face and hair. It was everywhere all over my, dress, in my wig, on my shoes, everywhere. I looked up in the mirror at myself and felt sick to my stomach over what I had just done. I undressed from my girl cloths as quickly as I could. just sitting in the bathroom replaying what just happend. Does he know it was me? Did he really think is was Ashley? After sitting there for awhile I looked at the time 5:30AM. Somehow I just spent two hours on his dick. I quietly opened the bathroom door trying to figure out if it was safe. I hid my girl cloths and went back to the TV room where he was fast asleep on the couch. I tucked his dick into his pants and pulled them up. Went to my room and layed down in my bed staring at the ceiling as dawn broke. I felt sick with myself. Im not gay. I keept saying to myself. but I just sucked a guys dick dressed as a girl and took a load of cum and loved it but I don't want to be gay. I love girls and pussy, I love them so much I want to wear their clothes. Then I think oh how I wish I could dress back up go down for a second round.
About 10AM I went back downstairs to find my friend was gone. I have no idea what he thinks happend.
Several days later I saw him at school and he told me how he banged Ashly at my party. Then he proceeded to tell me what a good fuck she was. I laughed and said I bet. Later on i heard Ashly blast him for telling everybody they fucked, when they didn't. Then he admitted to everyone that they didn't have sex but still claimed she sucked his dick. She continued to deny it...he was so confused. But she couldn't deny being at the party.
Things eventually settled down but he and her were never friends again. He still stood by that she sucked his dick. She denied it. only I knew the truth, and the truth was that his cock smelled and his cum tasted horrible. But I would do it again it I had the chance. He still thinks it was actually her bobbing her head up and down on his cock but the reality is it was me dressed as a girl. Sadly it never happend again.
I really want to play with other crossdressers like myself. Whenever I'm dressed as a girl, I want is to suck cock and get cum shot on my face. I will never suck a dick unless I'm totaly dressed up as a female. One of my favorite things to do in life is crossdress.
7 years ago
