My First Night of Being a Sissy CumdumpWell I first started dressing when I was about 14. One thing that I always noticed is that putting on slutty clothes makes me an absolute whore for cock and cum. Throughout High School I dressed in my alone time but never acted on my slutty urges from fear of being caught by my parents. When I moved to college that all changed though. As soon as I got settled into my private dorm room, I thought it would be nice to spend the evening dressed like a little slut. I decided to wear my schoolgirl outfit that night. So I took a nice hot shower and shaved myself smooth from the neck down. I went back to my room and started to get dressed. First I rolled my white stockings up my legs. The nylon felt great on my smooth skin. Then I put on my mini-skirt which barely covers my ass and pulled on a pair of white cotton panties with pink trim with the word slut written across the ass. I put on my button up schoolgirl top with my hot pink bra underneath. I slipped on my short black wig and was almost ready. Next I topped off the outfit with my 5 inch stripper heels. I looked in the mirror and saw a slut begging to be fucked. I knew right then I needed to be filled so I pulled out my butt plug, and after lubing it and myself up, I slowly began to insert the plug into my wet hole. As soon as it was fully inside of me I sat down at my computer and the slut inside of me took over.I got on craigslist and created an ad that said I was a total cumslut and needed a daddy to put me in my place. I included a picture of my ass bent over ready to be fucked. It was only about 20 min later when I got my first reply. It was a guy in his mid fifties with an 8 in cock and a place to host. That was all I needed to hear to reply that I was ready to come right over. While I waited for his address I took off my wig and heels and put them in my backpack. I slipped on a pair of sweat pants and a hoodie over my schoolgirl outfit and I was ready to go. I checked my mail and there was his address. I picked up my backpack replied that I was on my way and walked out the door. About 10 minutes later I was pulling into his driveway. I walked up to the door and it opened before I even knocked and I was greeted by a middle aged man with dark hair and glasses. I walked in and he pointed me to the bathroom to get ready. It didn’t take long since I only had to put on my wig and heels. I also put on some bright red lip-gloss for the finishing touch. I walked out of the bathroom and found him on the couch rubbing his obviously hard cock through his shorts while watching a porno on the TV.I waste no time and get down on my knees in front of him. First I licked and sucked on his smooth balls then I licked up the shaft till I türbanlı kocaeli escort made it to the tip. Then I took all of him that I could down my throat in one quick motion. I was about an inch away from taking the whole thing down my throat. I eased off and gave him a nice wet blowjob for about 10 minutes. Around that time he wanted to get a little rougher and grabbed my head and forced me all the way down on his dick until his balls were pressed on my chin and I was choking. He released me and shoved his 8 inches back down my throat about 10 times and the said “its time for you to get fucked.” I was so ready to be fucked.I stood up and reached around to make sure I was still well lubed and realized that the butt plug from earlier was still inside me. I was so excited to come get fucked that I forgot to take it out before I left. I slipped it out and got on all fours on the couch. He handed me a bottle of poppers and I took 4 huge whiffs and held it in. just as I was exhaling he shoved the full length of his cock inside of me in one swift motion. I closed my eyes and let the poppers work their magic. It felt absolutely great. He was fucking me hard, fast and deep. The whole time he was calling me names like slut, cunt, whore, and slapping my ass hard. He pulled all the way out and plunged all 8inches deep inside of me, where I felt him twitch and let loose stream after stream of hot cum filling me up. I collapsed feeling the cum trickle out of me little by little. I thank him for the cum and shoved my plug back into my freshly fucked cum soaked hole. After getting dressed I said goodbye and told him to email me anytime he needed a cumdump. I got into my car and picked up my phone to see 3 new messages all from guys who want an ass to use. At that point I made it a goal to fuck until I was completely exhausted and filled with cum. I replied yes to all three messages and got back 3 addresses. It was time to really exercise my inner slut.So I was driving to the next guy’s house and I still had my wig on and I was also still wearing my heels. Right then I decided to not even try to hide the fact that I was a cross-dresser cruising for cock. I pulled over about 10 minutes from the next guys house and took off what i had on top of my schoolgirl outfit. I thought I might as well go all out. As I walked up to the next house, I could feel the cum from the last guy soaking my panties. I love having a wet slippery butt. It is my favorite feeling, especially when it’s a nice big load of cum that is making me slippery. So the second guy answered the door fully naked and hard as a rock. This was my favorite stop of the night because he wasted no time at all. He took my türbanlı kocaeli escort bayan hand and led me to the couch, bent me over and took out my plug and dropped it on the ground. I swear that before the plug hit the ground he was balls deep in me with a nice 7 inch tool. He never said a word the entire time he was violating my ass as hard as he could. I felt right at home with my face buried in the couch cushions while he was drilling me. He must have fucked me for at least 10 min and it was deep and hard the whole time. This guy’s balls were rock hard so I figured he was packing a pretty big load. So I couldn’t wait for him to fill me up. When he finally blew, I felt like a rocket had gone off inside me. There was no way to keep it all in, and I immediately felt it running down my legs. He picked up my butt plug and put it back in my wet dripping hole. His first and last words to me were “thanks slut”. I said you’re welcome and walked out the door as I pulled up my cum soaked panties.Well at that point I had no intention of stopping and cock number 3 was only about 5 min away from the second guy. So I was there and ready in no time but this guy had special instructions because his wife was asleep inside, so he wanted to fuck me in his garage. Who am I to say no to some late night cock in a garage? I parked two houses down in the driveway of a home-for-sale. Then I walked down the alley to his house. Anyone could have looked out their back window to see me walking down the alley dressed like a slut. I got to his back gate and he was there waiting to let me in. The next thing I knew I was on my knees getting him hard so he could use my ass. I got him hard pretty fast but I like sucking dick so I gave him a nice slow blow job for about 10 min. After that he was ready to ram me. He laid me down on an air mattress and put my heels on his shoulders. I left the butt plug in the car so there wouldn’t be anything in his way. The only reason I was even wearing panties at that point was to soak up some of the cum. He pulled my wet panties aside and plunged all the way into me. It felt so good I could barely stay quiet. Then he pinned my arms down and went to town on my now loose hole. I love feeling helpless and controlled, so being pinned down was a huge turn on. After plowing me for about 5 min I could tell he was getting close, so I clenched up to make myself as tight as possible. About 3 seconds later he let loose in my slutty hole. His was probably the smallest load of the night but it was still enough to drip down my leg. I pulled up my panties to soak up some more cum and I was off to guy number 4.On the walk back to my car as I felt cum running down türbanlı escort kocaeli my ankle, I looked down to see multiple very visible cum stains running all the way down my stockings on to my shoes. Even my shoes were covered in cum. Now the events of the night were really setting in and I realized how nasty I had been up until that point. Just as I was about to call it a night and go home to rest my soaked hole, guy number 4 messaged me asking if I was still up for another load. He also said he had a friend who could give me a load too if I wanted. At that moment any guilt I felt for the cum in my ass and panties was gone and I was ready to add to it. The whole drive over to cocks number 4 and 5 I was examining all of the places on my clothes and body that were soaked with cum. By the time I got there the list was pretty big, and now included my car seat and any other place i sat down. I walked up to the door ready to be double teamed and was about to get just that. When I knocked at the door I just heard a guy yell COME IN! I was really hoping I wasn’t at the wrong house. As soon as I walked in I knew it was the right place because I could hear the porn already. I walked into the living room and there were two rock hard cocks waiting for me. They were both around 6 and a half inches but really thick. I wasn’t worried though. I probably could have fit a fist at that point. I was ready to go and neither of them wanted a blow job. They were very clear in the email that they only wanted to fuck my ass. I take orders very well so I went down to the floor and put my face down and ass up to let them decide who was first. I am still not sure who was first but it was deep and hard, I know that much. One guy would fuck me as hard as he could for about 5 min and then pull out for the other guy to pound for a while. These guys really worked my ass over. It’s like they had gotten together beforehand and planned out the best way to use me. This went on for about 45 min. We were all covered in sweat and breathing heavily. Both of these guys promised me huge loads so I was really anxious to feel them unload inside me. When the first guy came I couldn’t believe what I was feeling. I didn’t know someone could produce that much cum. I looked down and there were already two little puddles of cum forming at the bottom of my heels. I was lubed with a fresh load and ready to take my last filling of the night. There was still a lot of cum inside me that was dripping out when guy number 5 shoved his hard on as far as he could into me. I felt the cum being forced out of my hole as he fucked me as hard as he was able to fuck. His load was just as big as the other guy but it came out in huge spurts. I tried to keep all of that last load in until I was in my car so I could enjoy feeling it slowly trickle into my panties the entire way home. I thanked both of the guys and told them to email me when they needed a cum slut.After that night there was no turning back. Since then I have had a lot of nights ending in cum soaked panties. One thing is for sure I will always be a cross-dressing cum slut.