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The First TimeI had bought myself a woman's outfit a few weeks ago from an online clothing shop. A black tank top and mini skirt, with a pair of hot pink panties and a hot pink push-up bra. The clothes weren't too expensive and nice and soft. The intention I had when buying them was maybe to wear for some guy whenever I decided to give into my gay side. Whenever I saw ads for bottoms on Craigslist though, I always chickened out. I had never done it before and was understandably nervous. I had never been with a guy before. I had only used toys. I wanted to know what a real dick in me felt like and of course, not being in control. I was staring at them one night, thinking about returning them, since I thought "I was probably never going to use these anyway". They were still brand new. That night, something snapped. As I was staring at them in my closet, I decided "Fuck it, let's do this." I went to my computer, got on Craigslist and posted the following ad: "First time bottom looking for a top. We can pretend I'm a girl and I'll come dressed as the part. Send me a text, I'll send you a pic and we'll go from there." I posted it, no hesitations, not really expecting anything to come of it, but I also didn't set any high bars. After, I went straight to the bath, shaved my legs and made them nice and smooth. I then used my homemade enema kit as I usually do before I played with a toy. As I was shaving off my growing beard my phone buzzed with a random number. The message just said "I'm interested, send a pic." I gulped, the nerves creeping back in. I shook them off though, and once done shaving, dressed up in the clothes, made my already short-medium length curly hair a bit poofy and sent a pic. The person didn't reply. I didn't have any make-up, so I wasn't really expecting anything. The nerves were dying down again. Then, after a few minutes, my phone buzzed again. Same number. This time saying "you look hot," then a picture followed. I couldn't really tell how tall the man was, but he was white, buff and had an enormous dick. At least nine-inches and from the looks of it, as thick as my arm. I gulped. "Thanks, you too" I replied with a winky face, shaking off my nerves again. He then texted me his address and said, "come on over. Let's have some fun." "This couldn't have been how these things really worked", I thought. I looked at his kadıköy escort picture, the butterflies in my stomach having a party, then I saw myself in the mirror, and the same "fuck it" attitude came back over me "no one'll know.". So I looked up his address in my maps app and replied back, "I'll see you in thirty minutes." His reply "can't wait". I arrived at his place a little earlier than expected. There had been hardly any traffic and I had gotten all green lights. I can't say how many times I walked up to the door and then ran back to my car. Again after fighting back the nerves, I finally rang the doorbell. It felt like an eternity. I was standing there, on the dark doorstep, the butterflies still partying in me. I didn't hear any movement from within. I wondered if I had gotten the right place. I rang again. Still nothing. Just as I started to pull my phone out from the skirt's pocket, I heard the lock unlatch. I gulped again. The door opened. He stood there. He seemed enormous to my tiny five foot one stature. He was at least six eight, if not nine. He was incredibly buff. Muscles bulged from under his tight tee-shirt. I wasn't small framed, my shoulders barely made up half of his torso. I looked up. "Hi,"I said nervously, feeling my self blush. "Hello," he said, his voice deep. "Sorry to have kept you waiting. Come on in." As I stepped in he whistled. "Dayum, look at you." I felt his arm on my hip and involuntarily flinched. He removed his hand and stepped a little back and apologized. "No, no, I'm sorry," I replied, "I'm just a little nervous" I said with a shy giggle and coy smile."Don't be nervous baby," he said, his voice like silk, I had never been with a guy before, I was nervous, but his presence and his voice just put me at ease. "Damn you're smaller than your photo made you look," he said. Stepping closer to me again. "I hope that's not a problem," I said. "Not. At All." He replied, putting his hand on me again, and running it down my side. His one hand fit entirely around my side. I shivered slightly as he ran his hand down me. I felt myself growing hard. I stepped closer to him this time instead of flinching. I put my hand on his enormous chest. "That's right," he said, "like it?" "Yeah," I replied shyly." I put my other hand on chest too and ran them down beylikdüzü escort his sculpted abs. I closed my eyes. I felt myself getting harder. I opened them again and looked up at him. His eyes had a knowing look in them. I stood on my tippy-toes to try and kiss him, but I still couldn't reach. He chuckled."Come here" he said and picked me up, my legs danged around his thighs. We kissed. It was my first time kissing a guy. I wasn't sure if I liked it or not. Was that a good sign or bad?" I can't back out now though" I thought, and kissed him deeper. We pulled our faces apart after what seemed like ten minutes and he carried me to the couch and almost threw me down on it. He sat down next to me and ran his hands over my legs. He went under my skirt. I shivered as I felt his hands pass my balls and reach my butt. "You like the way my hand feels huh baby?" He asked."Y-Yes," I stammered. "I'm liking that ass too," he said and turned me over easily. He lifted up my skirt then and rubbed his hands all over my small, but somewhat juicy butt. He slapped me I yelped, but not in pain. It felt great. "Did that hurt?" He asked."No," I replied. He slapped me again then and again and again. I yelped every time. He pulled down my panties then and spread my cheeks. "Damn you look tight as hell," he said and went to stick one of his huge fingers in me. I moaned. It felt like one of my smaller toys. I was rock hard by this time. He was barely able to get his finger in me, but he forced it in. I moaned louder and louder. "Fuck, I can barely get my finger in." He said. He fingered my basically virgin hole for a bit then had me turn around. He shoved his finger in my mouth, I gagged but willingly sucked on it. It tasted kind of good. He held my face to his dick and I could tell how big he was through his pants. "Take that out and suck it," he said. "O-oh, okay" I said and unzipped him. His dick was longer than my face and just as thick as my arm. "Holy shit," I exclaimed. "This is huge." He laughed. "Better make it nice and wet for that tight ass of yours," he said to me. I sucked it for all I was worth. Trying to mimc all the girls I had seen in porn videos. I think he enjoyed it because he moaned for quite a bit. Finally after what seemed like hours he told me to stop and strip. I did as I was told while taksim escort he jerked his cock. "Damn baby, you're tight" he said looking at me naked. He stood up then towering over me. His pants fell all the way off and he picked me up. I felt his dick sliding against my ass as he carried me to the bed. The sensation nearly made me cum. He threw me down on a super soft bed and told me to spread my legs. I did. I watched him as he aimed his cock for my asshole, I felt the tip hit and I felt him push. I almost screamed, but I kept it to a moan. "It's not going to fit" I said impulsively."It'll fit, I'll make it fit" he said, as he pushed deeper in me. I screamed then as I felt it slide in."Is that it?" I asked after a couple minutes."That was only the head," he said as he pulled out. "But damn, i'm going to need some lube." He headed over to where I saw a bathroom and grabbed something. I saw him come back with a large bottle of something. He opened, rubbed some gel like stuff around and in my asshole and all over his dick. He tried going in again. I felt no pain this time. He slid right in. I let out of a moan worthy of a porn-star as his cock slid deeper and deeper into me. He then fucked me. Thrusting, going half way out and back in. It felt so good. I had never had anything that big before. I felt my eyes rolling. After what seemed ages, he pulled out. He told me to get up, so I did and he lay down. "Sit on it," He told me and I did. I screamed this time. It slid all the way in me. I felt all nine-inches at least if not longer of his cock go up my ass. I shuddered as I hit his balls. I tried to ride him like do my toys but I could barely move. My entire body was shivering from the experience. He grabbed me and forced me up and down as he started pounding me. As I came back in control of myself I took over, rocking up and down on his enormous dick. We fucked for hours. I loved his cock. I've heard on the internet, that once the tip goes in, that's the point of no return. You'll be forever a cock-lover. But I wasn't too sure about that. As much I loved his cock in me, I also still loved women. Maybe more. It was an experience though. I had finally sated that craving. He came inside me after fucking me doggy style hours later, I had came many, many times by now. He pulled out and flopped down on the bed."Suck it," he told me, I put my lips on his cock and he moaned, shooting another load in my mouth. I gagged slightly, but I was used to cum. I loved my own after all. I swallowed it while looking at him. I went to get up but my legs were shaking so much I merely flopped down right next to him. He held me with one giant arm and we fell asleep...