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Ass

My first time with a shemaleMy First Time2009, I was stationed in Camp Pendleton, CA at the time, just back from having been in Iraq and Kuwait for the previous 9 months. I had been looking at transsexual porn for a couple years at this point, having stumbled upon it somehow almost by accident. Still don’t know exactly how it got on my computer in the first place; probably one of the many hard drive contents exchanges that happened while deployed. Either way, moving along, when I returned, I began thinking more and more about the idea of a beautiful woman with an amazing, thick cock just pounding the absolute shit out of my throat and little white asshole. I’ve loved shoving things up my asshole since I was a small boy and have become somewhat of an ass expert if I do say so myself. If it can fit between my butt bones, for the most part I can take it. And I can take a good 11 inches or so up my ass in an average fuck session and fuck myself repeatedly for a half hour or so, sometimes switching toys or combining one of my dildos and a vibrator to really stretch my little faggot ass out.So anyway, one day, probably 3 weeks after returning stateside, I began looking on Craigslist for a girl with a nice big dick to fuck me. I was a probably somewhat typical first-timer. I had a few shots of Jaeger and started watching some good old fashioned shemale on guy porn, Mia Isabella was one of the main attractions that night if I recall correctly, and I began looking up possible escort sites. I don’t know exactly if I it was just because I was so inexperienced in searching things like that or what, but it took me for absolute ever to find the correct search engine or whatever. Anyway, I settled on this white woman, a bit on the heavy side, but she had a magnificent cock and I wanted my first one to be positively delicious. With my heart beating in my chest a mile a minute, I called her up and a husky sexy voice answered the phone. After a short talk which didn’t amount to much other than her understanding I wanted to meet, I was instructed to come to her apartment and text when I arrived. Even though I was a bit inebriated, I still remember the feeling I had on my drive down from Oceanside to San Diego. My head was spinning with anticipation at the first sincan escort real cock to ever enter my mouth or ass. When I finally arrived, she was standing outside the door in a short silk night robe which barely reached past her round ass. She was in heels and something of an Amazonian woman. Her breasts were huge with big, sexy nipples poking through the silk in the cool night air. I wondered at the time, but it turns out she wasn’t wearing any panties under that nightie, and it was only about 45 seconds before I was exhilaratingly aware of that fact. Even limp, her cock was a good 5 inches long. Her huge smooth balls swung low as she shifted her weight and invited me to come have a taste. She sat down on the edge of her couch and told me to get naked for her. It took me about 4 seconds flat to be completely nude. I was ready for her to dominate me with that big cock. She told me to come over and get on all fours with my bare ass up in the air and kiss her cock like a good little faggot. I crawled over to her, my cock rock hard. I’m sure my eyes were as big as saucers and my mouth was literally salivating. Her cock wasn’t hard yet and it was d****d over her large balls and over the edge of the couch. “Just kiss the tip of it like a good boy, baby”, she whispered to me. I slowly and tenderly kissed the tip. It was warmer and softer than I had imagined. I was in love and I was addicted. I wrapped my lips around the big head of her cock and felt it swell inside my mouth, so wide I could feel it pushing out both sides of my cheeks a little bit. She placed her hand on the back of my neck and called me a little cocksucker. I arched my back and licked down the shaft of her cock to her big balls in response, trying my best to show her how much I loved her cock while giving her the best possible view of my little 22 year old ass. God I wanted her to fuck my asshole so badly, but I never wanted her cock and balls to leave my mouth again. “Get my big dick nice and wet for me baby, I’m going to fuck your ass soon”, she purred. “Have you ever had a real cock, sweetie?” I shook my head shyly, the head of her still growing cock leaking precum in my mouth. I started sucking eagerly, and her big cock grew in keçiören escort my throat. She smiled and shook her big boobs back and forth. She asked if I liked her tits and asked me to suck on them. She arched her back as I scooted up to nibble on her big nipples. Just as my lips made contact with her nipple I felt my cock touch hers and I can’t really express the sensation I experienced. She moaned and reached down and began massaging our cocks together. By this time her cock was fully hard and seemed to be at least half again as big as my own 6, decent size cock. Hers was nearly 2 full inches thick and 9 inches long. She grabbed the back of my head and shoved my mouth back onto her cock, ramming the back of my throat. I gagged and loved her for it. She pulled my head off her cock with an audible ‘pop’ and I thanked her with involuntary tears in my eyes. She smiled and her eyes gleamed a little it seemed and she forced her cock back down my throat. I guess she didn’t feel like she had enough leverage sitting on the edge of the couch though, as she stood up and dragged me between her legs and began throat fucking me, her precum draining down my throat. “Turn around, faggot”, she ordered, “I’m gonna bring you out to my friends in assless chaps and let them turn you out.” She sat back down and guided her cock to my ass, spreading lube on her bare cock and my little asshole. Working a finger inside me she laughed at how tight I was. I was panting like a bitch in heat and wanted her huge cock to fill my ass. She lined up the head of her cock with my asshole and ordered me to fuck my ass with her cock. I quickly began working the head of her thick cock in my ass. Just as the head slipped into my asshole she grabbed my hips and thrust forward sinking half of her cock into my gaped asshole, stretching me out as I groaned in delight and whispered, “yes, please fuck my ass”. “I’ve done half for you, now you work the rest of my cock all the way into you”. “Back up all the way onto my cock now baby.“ I pushed back as hard as I could, feeling her huge tool stretching me out even more as I neared the base of her somehow seemingly still growing cock. I could feel every inch of her wonderful cock inside my mamak escort ass. My head was spinning as she began fucking my ass slowly. Moving her cock all the way out until just the tip of her cock was still being clenched by my asshole and then deliberately sliding her cock back into my ass, letting me feel every granite ridge and curve. “Flip over on your back”. She placed a pillow under my ass and pushed my knees apart and up past my chest. My little asshole had never been so exposed to another person. I felt so vulnerable to her and her huge cock as she thrust two fingers deep in my ass feeling how much she had just loosened me. I tightened my asshole on her fingers to show I could still work her cock like a good little faggot cocksucker is supposed to. She grinned at my effort and congratulated me for knowing to tighten my asshole like that. Sqeezing her big tits together, she knelt up, her gorgeous cock jutting up in the air. I reached down and squeezed it as she squirted lube onto her fingers. Working the lube into my winking hole she lined up her cock and with one push drove her cock deep into my ass. I must admit, I’m a loud little faggot bottom and I howled in pleasure and begged her to fuck me hard as she pounded my prostate, stretching out my little white ass with her thick cock. I don’t know how long she pounded me like that, but after a while she pulled out with a loud pop and told me to stay there. Without another word, she leaned back and picked something up. She laughed and waved a dildo that was at least two and a half inches thick and told me I needed something bigger to stuff my gaping asshole with. Grabbing my leg to keep it back, she began working that big dildo in my ass. “Start jerking your cock, little faggot”, she said. “I want to watch you cum while I fuck you with this dildo; I can only take the head and you’re taking it almost all the way to the balls!” I started jerking my rock hard cock. It didn’t take long and I was cumming all over my stomach. Leaving the dildo propped on the floor and lodged in my tender ass, she moved forward smearing her cock around in my cum and forced it back in my mouth. Arching her back she squatted down jerking her cock and shot her load all over my face. As unceremonious as that ending is… Once we had finished we pretty much just cleaned up and I got out of there. Not sure if I should have done different at this point, but I was new and that was about it. After I got home tho, the party started again. I was so horny I immediately ran to my room and grabbed my biggest dildo and rode it till I came again.

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