My Second First Time (True Story)

My Second First Time (True Story)I’d been with my first man but I had yet to truly lose my virginity. I was still twenty-one and nervous as all hell, but my sex drive had zero patience for anxieties. I returned to AOL chat and started talking to a guy from out of town. He was staying at the Radisson a few miles from my place. I showered and cleaned everything extensively. I tossed on a pair of tight jeans and a T-shirt, no dorky dress-up with slacks or polished wingtips this time. I kept it relaxed. So relaxed that I skipped putting on underwear. I felt sexy with my tight little ass being hugged by denim and the breeze groping me on my way out to my car.Walking through the lobby and heading up to his room I noticed random strangers looking at me and wondered if any were checking me out. I never really felt attractive beyond an average guy who had extremely feminine features like naturally full lashes and puffy nipples. Growing up these were the very attributes other guys would mock me for or bully me over. I even started to wonder how many of those guys had wanted in my pants. I was building my confidence but was still a ways off from shaving my legs and trying out panties. For now I was a twink heading to see an older man. I had always loved my men older and still do.He answered the door wearing nothing but a towel. I could smell the freshness on him from his own shower. My first experience had gone a bit slowly, building up to things. This man however was ready as soon as he locked the door. He dropped his towel and grabbed me tight. He put his hands all over me, digging them into my back and grabbing my ass. He grunted as he realized I was going commando, as they say. He grabbed my cock and balls through my jeans and sucked on my shoulders. He was smooth all over and in very good shape. He was insanely good looking and groomed güvenilir bahis like a true professional. I was hard already but he was still soft.“Get on your knees.” He whispered and pushed on my shoulders. He was thrusting as soon as I began to lick his cock. It started to grow in my mouth, my tongue hungrily lapping around it as he pumped in and out of my mouth. I loved this sensation. I loved feeling a man’s cock grow inside of me. I stroked him with my spit lubing his shaft while I licked his swollen balls. I was scared to suck on them until he ordered me to. I was moaning so loud. He was breathing so heavily. The sounds of his aggression never scared me once. I loved the fearlessness I had discovered inside of me from caving in and going for the cock. I knew I wanted to be out of my own closet eventually but the thrill of these secret trysts added to the pleasure.“Get up.” He grabbed me as I stood and yanked my jeans off. I tossed my shirt aside. He pushed me down on the bed, face-down. He was on me right away. I felt his thick cock pressing against my bare ass. My eyes rolled back into my head. I was already seeing flashes of brilliant colors in my mind as it went blank. He sucked on his fingers and started playing with my pussy hole. I felt one go in and yelped. “You’re so fucking tight.” He growled.“It’s my first time.” I told him. “Oh wow.” He got off of me and flipped me onto my back. “Best this way then.” He winked as he lowered himself. I felt his rough tongue licking me down there. He started to move up and licked my balls, working his way up to suck my cock. I was in my own personal heaven.“That feels so fucking good!” I grabbed the sheets and clawed into them, ruining the housekeeper’s work as I pulled at them. He kept going until I was ready to explode. “You’re gonna make me cum!” I squeaked. He stopped and moved türkçe bahis up so his cock was rubbing against mine. I was dripping like a fountain, but only precum. He kissed me hard and continued to grind on me, our bodies both squirming. I wrapped my legs around him tight. He spit into his palm and reached down to ready my hole. I felt two fingers spreading me and parted my legs wider for him. He spit in his palm again and stroked his cock. “I have a condom.” I told him. He looked unhappy about it but grabbed my wallet out of my pants and retrieved it. I didn’t want to take any risks even though stopping him wasn’t even on my own agenda. I was completely lost in the moment. “Probably a good idea but I’m clean.” He popped the wrapper and rolled it on. He grabbed a bottle from a drawer near the bed and squirted some lube out. I felt him rub it all over my cheeks and my twitching pussy, then two fingers went back into me. I was ready. He greased his gloved cock and positioned himself. I felt the tip already pushing in. I closed my eyes and bit my lip as all eight inches (give or take) filled me. It hurt in such amazing ways. I’d already been toying with my dildo for a month before meeting him. He fucked me hard.I kissed back as his tongue widened in my mouth. I sucked on it. I tasted him as he fucked me. I was finally doing this! I watched his handsome face contort and turn red. He was sweating. I grabbed my ass and spread myself open further. He grabbed my ankles and leaned back so I could admire his glistening chest. He suddenly pulled out then slammed it back into me. I could barely take it but it felt so fucking good. He pulled out again only this time he snapped the condom off and shot rope after rope of thick wonderful cum onto my cock and my ass. It was dripping down around my balls and coating my freshly deflowered hole.I güvenilir bahis siteleri thought it was all over but he went down and sucked me until I erupted in his mouth. This forty-something stud just took my load. I came so much. He spit it out all over me and rubbed it together with his own seed, our juices mixing and coating my ass. He still had not finished. I had not reason to rush him as I twitched and cried. Tears of joy painted my face. He started to lick me again, his tongue pushing our cum into me. When he’d finished he crawled back up me and grabbed my face, squeezing my mouth open. He opened his and extended his white tongue. I looked into his eyes as he fed me our cum. I left my lips parted and showed him the sperm in my hungry mouth. “Swallow.” He demanded. I closed my lips tight and did as I was told. “Good boy.” He kissed me deep again. We made out until he shot another smaller load. “That was exactly what I needed.” He told me. He let me clean myself up in the bathroom and I got my jeans and shirt back on. I remember strutting out of that hotel like a princess, knowing how sexy I was. The haze would fade after I got back home to the reality of my secretive double life. It was all good. I chased the cum with a shot of Cuervo Gold and relaxed with some rave music. I closed my eyes as I thought back on what had just transpired. I touched myself through my jeans and squirted almost immediately. It’s so odd even to this day how shy and reserved I am in the streets, yet I’m so endlessly insatiable and wild in the sheets.My next step was cross-dressing. I knew that. It would happen a few years later. I sort of retracted and stopped exploring at that point, but the wild woman inside of me would emerge regardless of my introverted boy alter ego. Though it wasn’t until the guy arrived with bondage gear after I’d started having men over to my place that I’d truly free myself. I had no idea how wild I truly was until he changed my life forever.Those stories are yet to come, but much like me in a tight pair of jeans flying free of my briefs, they soon will.