First Time Gay HookupThis is the story of the first time i hooked up with a guy. feel free to comment/question. Let me know if you like it or would like to hear another story. Included a picture of his dick for reference.So i started getting a little curious about guys when i was younger. I didn’t feel i was gay but i would sometimes think about sucking cock while i was jerking off, only to feel ashamed of it after i had blown my load. I didn’t find men attractive, so much as I just enjoyed the deviant idea of sucking a guy off. This fantasy was expanded on when i discovered the craigslist personals ads. I was amazed at how many local guys were posting for random, anonymous hookups with other guys. I would masturbate while i fantasized about answering these ads or making my own. I decided to create one just to see what kind of response i might get, not expecting much. I was amazed at how many responses i got. It really turned me on hearing about what these guys wanted to do with me, and how hot they thought i was. I started checking it all the time, even getting to recognize the troll/regulars who were on there constantly and where probably bad news. Eventually i decided to go through with it, and carefully combed through the ads and responses for a few days. I knew i would have a chance to hook up coming soon and wanted to set something up. I settled on a guy who was white, 42, divorced… He was named Jack and had a nice looking cock and a sexy daddy look. He was tall and broad, kinda stocky but not fat, salt and pepper hair and a well trimmed beard. Most importantly, he had a discreet apartment where we could play, and he could pick me up near my home. We talked about what we wanted to do. Mostly i just wanted to start off by sucking his dick, and told him I’d like to wear some panties/girly stuff while I did it. He was definitely into it too and now i was really excited. I had been experimenting with cross dressing and it always made me super hard. I couldn’t wait to be the girl on my knees for this man. We messaged back and forth for over a week, both getting hornier by the day.When the day finally came i packed up my girly clothes in a bag and nervously checked my email all morning. My fam was gone for the weekend and no one was going to question what i was doing. When i did get the word that we were still on for the meet i felt a rush of lustful energy run through my body as i realized that today i would finally suck a cock for the first time. The plan was to meet at a local shopping center near my home, where Jack could pick me up and take me to his private apartment. I knew what he would be driving, a big, red, quad cab chevy pick up truck, which he parked discreetly in the lot next to a tree. My heart raced as i walked over to his truck, hoping i had the right vehicle, hoping i wouldn’t chicken out. As i opened the passenger side door he greeted me with a warm smile and said, “HI!, glad you could make it, hope you haven’t been waiting long.”“No”, I said meekly, “not much of a wait”I was looking down as i spoke to him and couldn’t help but notice his left hand resting on an obvious bulge in his jeans. He saw my hungry eyes looking at his lap. He gripped it tighter and i could see his cock throbbing back in response.“You can check it out if you like” Jack said assuringly, “windows are full tint and no one can see us”He was right, the truck sat up high and the windows were dark. No one could see us. I reached over and gripped his cock through his pants. It jumped in my hand and i was a bit surprised and embarrassed but Jack was cool and helped me out by undoing his fly and shifting his jeans down. He than hooked his thumb in his boxer briefs and pulled down, causing his full erection to pop out right in front of me. It was a great looking penis. Good size, 7 inches long, girthy, cut, with a nice set of balls.He told me i could play with it on our way over to his place if i wanted. I very much did and stroked and fondeled the first cock besides my own i had held during the short ride to his apartment. I wanted to go down on him right there and then in the truck but was still just a little nervous about it and also wanted to get changed into my clothes. I was wearing a pair of panties that my dick was already pressing tightly against but besides that i had my girly clothes in my bag. I didn’t want him to cum before i got a chance to get changed and fully enjoy it.We got to his apartment, a 2 bedroom in a complex that was neither nice nor bad. I followed him to his door where he let me in, cupping my buttocks as i walked past him at the door. He locked the door behind him and for a second i got a little scared then thought i would rather have the door locked too…so i went back to nervous horniness. He asked if i wanted to get dressed and i nodded and said yes….asked him where the bathroom was and he pointed the way. Once in the bathroom, i took a güvenilir bahis deep breath and calmed myself down. I opened my bag and got out my girl clothes. Today i had brought some stripped thigh high leggings with a short skirt. On top i wore a pink spaghetti strap tank top. I didn’t wear make up or do a full dress up, but I put those clothes on and i felt like a sexy slut ready for action!I left the bathroom and walked down the hall to see him sitting on the couch in the living room. He smiled when i walked in, saying “you look really cute!”I was happy to hear that and it gave me a little confidence. next he gestured to a whiskey bottle and glasses on the table and asked if i needed an icebreaker. I took the drink, it was awful but i pretended it was good, its warm effect was anyway. I stood there awkwardly for a moment before he asked me if i wanted to come sit with him on the couch. With a nervous laugh i made my way around the coffee table to sit by his left side. He had since changed into a pair of sweat pants which i could see he was grabbing his semi-hard cock through. My own member was surprisingly flaccid. Usually I’d get hard right away when i put girly clothes on but up to this point the nerves had seemed to keep that in check.That changed soon after. As i sat down Jack reached around my back with his big, strong arm and pulled me against him at his side. He was much bigger and taller than me, so i had to turn my head up to look at him. When i did he smiled, pulled me tight to him, cradling me by the small of my back, and leaned down and kissed me. At first i was a bit shocked. We had talked about kissing and i was definitely interested to do it but when the time came I wasn’t expecting it. That moment of shock faded away pretty quickly however, as i felt my dick grow hard in seconds! I felt a wave of lust and endorphins wash over me as i kissed him back. He reached over with his other hand and gripped my left thigh. From there he slid his hand back and forth on my leg, causing my dick to scream against the panties i was wearing. At one point he brushed against my throbbing penis, causing me to let out a little involuntary girlish moan. I felt slightly embarrassed for a brief moment but by now I had given myself up to him, and my lust.My hand found its way to his dick as we made out. It was super hard and leapt up to meet my fingers. I stroked his thick manhood through the sweatpants slowly but with pressure, causing him to moan a bit and grip at me tighter. With the hand at my back he reached further to cup my ass and pull me half on his chest as he leaned back. His other hand ran up the inside of my thigh but this time instead of going back down his hand came to rest on my cock. I thought it was going to explode when he touched it and thrust my hips toward his grip. As he rubbed my cock I laid my head against his chest and looked down at the outline of his hard-on, overcome with the desire to pull it out and pleasure this man.As if he was reading my mind he took his hand off my panty restricted penis, and pulled his waistband down, freeing his cock. It sprung out, as before and swung over to rest on his stomach. It looked beautiful. It was big and thick and had a great head on it, the tip of which was glistening with a bit of pre-cum. I wanted to taste that pre-cum, but I had fantasized about this for so long i wanted to fully enjoy it. I grabbed his awesome prick and began to stroke it.Very softly, i worked my fingers up and down his pulsating cock, causing it to twitch and jump. I loved it. I had fantasized about this day for so long and now I had this guys dick in my hand. I squeezed him a little tighter as i worked my hand up and down his shaft. In response he started rubbing my ass and gave it a little smack. This really turned me on.“Oh, yeah” I whimpered, embarrassed briefly again by being so lusty.“Yeah? you like that huh?” , He chuckled to me, “you’ve got a great little ass on you”I loved hearing that and it made me feel sexy. He gave it another light smack sending a small euphoric wave through my body. When he reached down under my little skirt to pull my dick out I was already extremely turned on and horny, but it set me over the edge. I wanted this mans cock so badly. I wanted to be a dirty cock slut. I wanted to be this mans girl. I wanted to be sexy. Now i was getting my chance.I leaned over to bring my head towards his lap.which also gave him a better angle on my ass. I had tucked my erection between/behind my legs as i shifted, allowing him to reach down and play with my cock and balls as well. With his naked cock in my face i took a brief pause to enjoy the moment before taking his bulbous head into my mouth. I had often fantasized about how i would do that, usually involving teasing up and down the shaft and all that but in the end i didn’t even think about it. i just wanted it in my mouth.I loved the way the head türkçe bahis of his dick felt in my mouth, i just wanted to suckle on it like a lollipop! I sucked at the tip where I had seen his cum oozing up. It was my first taste of cum and i liked it. He moaned a bit when i did that, and started rubbing my body down faster and with more a****l lust than before. I could tell he was really getting turned on and it really turned me on to know i could do that. I proceeded to bob my head on his wonderful cock. It was a little difficult to get in my mouth because he was fairly thick so i took it slow at first. Trying to get more and more of it inside me without gagging or scrapping. It was harder than i’d imagined it’d be but it didn’t take long before i was getting the hang of it.As i began my training as a cock sucker, Jack had gently placed a hand on my head while still leaving the other back at my ass. He began running his finger along my crack, tickling my hole. At one point i felt moisture on my anus and realized he must have wet his finger and was massaging my ass hole. I had limited experience with butt play up to that point. I had experimented with my fingers and a few small items but that was about it. I had been curious about anal and butt play but now that i had someone doing it to me i knew i definitely liked it.“mmm, thats nice, you’re so sexy” Jack said, “You’ve got a nice boypussy!”That turned me on so much hearing him say that, i took my mouth off his member for a moment saying,“You like that pussy? that slutty gurl pussy?”“Fuck yeah i do” he said, giving it a slap, “You’re a hot little slut girl!”I was super hot for all of this and started trying to take his cock as deep as i could, but only getting a few inches. I was cradling his big balls in my hand while i slurped on his shaft when i felt him starting to put pressure on my hole with a wet finger. I moaned as he slipped the first knuckle in and started to finger my ass. At the same time he reached under and started tugging on my cock slowly. I was loving it to the point where i was neglecting his cock so i started sucking the head while i stroked the shaft. This was easier to maintain so i could fully enjoy these new sensations.I was disappointed when he pulled his finger out but that sensation was soon replaced by the feeling of a cool liquid on my hole. I looked back and he showed me a small bottle of KY liquid that he presumably had nearby. I was glad he was prepared even though i came in there with no real expectations. I went to licking his balls as he slid his finger back into my pussy. He quickly worked a few knuckles in me, saying,“Good gurl, take that.”I was pushing my ass up in the air to him like a needy slut. I had read about anal online before and tried doing what i had seen, relaxing my ass, pushing out etc., a total amateur, but it felt awesome! I was glad I had tried to clean my ass out as best i could with the shower head at home in case we got to this point. Even though Jack had big, thick fingers he seemed to get them in with ease with the lube. As he finger banged my boy hole he used the other hand to alternately rub/smack my ass and play with my cock. I was so turned on and almost came at one point but held back, I didn’t want to cum yet. I was kind of afraid that if i came i might not be into it anymore, and i wanted to enjoy finishing him.His next move was to get up, pick me up in the process, which i thought was hot, and set me down on the couch. He then spread my legs out and up, elevating my ass on the edge of the couch. I grabbed my legs, with the black and white striped leggings just past the knee, and i pulled them back to give him easy access. He then began to lick my ass which was awesome! he worked his tongue up from my ass, over my taint and balls and up my shaft. I thought i was going to cum right there but he pulled back and started fingering my ass again while licking my balls. As he fingered my pussy i felt like i never had before. I knew my place was to be this mans slut girl and i was loving every minute of it. He suddenly took my rigid cock in his mouth and started sucking on it hungrily with a groan. It only took a moment before i was ready to explode, and i told him in a whispered tone that I was about to cum. He took my dick deep in his mouth as i blew, clenching my anus around his thick finger and dumping what felt like the biggest load of my life into his eager mouth. He groaned in approval and greedily drank it all up. He pulled his finger out but continued to nurse my cock a bit.As i lay back in ecstasy, i realized that i still needed to get him off. Although i had feared i would feel guilty/bad after i came, i found as i looked down at him pulling on his semi hard prick, that i was still very horny and still desperately wanted to suck my first cock to completion. I wanted to taste his manly cum.“we can take a break if you need to” he güvenilir bahis siteleri said smiling. “There’s no rush’.But i was ready. I sat up and grabbed his thick member, pulling it gently toward me, causing him to stand up in front of me. He smiled and moaned as i took the head in my mouth and began working my head back and forth like i had seen in porn. Again, i had to concentrate a bit on my technique around his fat dick, but soon I was working a good rhythm while stroking his shaft with one hand at the same time.He started talking dirty to me:“yeah, thats a good girl, suck that dick”, “you’re a good little slut”, “you love being daddies little cocksucker don’t you?”This all set me off and made me super horny again. I loved being his slut girl. This was everything i had dreamed of. He then held my head still while he began fucking my mouth. I loved feeling his thrusts into my slut mouth, loved being his cum slut. He was really getting into it, bottoming out on the back of my throat, causing me to gag from time to time, which i also thought was hot as hell. I was loving choking on this mans cock. His pace quickened and i thought he must be close when i felt his dick seize up and spasm. He gripped my head hard as he shot a big stream of cum into my hungry mouth. I could actually feel the string of cum hitting the back of my throat, warm and heavy. It caused my to gag a bit and pull back, causing the next shot of cum to blast me in the face. It was a huge shot that hit me right between the eyes, but wasn’t the last. He jerked his cock in front of my face while letting out a deep, guttural groan, sending blast after blast of heavy man seed onto my slut gurl face. I recovered from the initial shock and greedily took his dick into my mouth so i could taste the rest of his sperm. He still had a bit of his huge load left and finished it off in my girly cocksucker. He apologized with a laugh for cumming so suddenly in my mouth without asking, but i told him it was awesome and i liked it. In truth i both wanted to swallow a load and take one on my face and couldn’t decide which i’d rather so i was glad he made the choice for me and that he had enough to do both. He said he hadn’t cum in over a week and it showed!I excused myself to the bathroom to clean the cum off my face. When i got in there i was super turned on by seeing my slutty, gurly self covered in a mans seed in the mirror. I wiped some off and tasted it, committing to memory its sweet taste. I was surprised at how much i liked the taste or i guess that it wasn’t totally gross…laughing a bit to myself as i wondered what his diet was like. He knocked on the door after a bit to ask if i needed anything. I told him i was going to shower up before i left and he asked if he could join me.This was another fantasy i had so i was happy to oblige since we were there. We showered together, exploring each others bodies and making out. He started fingering my hole a bit again and said he wanted to take my ass. I told him i wasn’t really ready for that and that he was probably too big. He laughed it off, saying it was no problem, maybe next time. I did however get on my knees and begin to suck him off again. The water in my face was kind of annoying (shower sex is a bit overrated, lol) but eventually I brought him to orgasm again, this time taking his whole load down to my belly.We got out and got dressed with a little smalltalk. He mentioned maybe trying other stuff when i’m ready and meeting up again. I agreed that would be great and was already secretly excited about the next meet. He asked if i wanted to hang out for a while longer but i said i should get going. It was getting dark as he drove me home, which made me feel strangely safe, like i had gotten away with something bad. The whole ride back the impact of what i had just done was sinking in. I felt so horny and slutty and girly. I felt proud of myself for doing something i had fantasized about for so long. I wanted to pull his cock out and make him cum again but i resisted, not wanting to seem to eager. We parted ways back where i had been picked up. He thanked me for a great time and said we should do it again, to which i wantonly agreed. My cock was rock hard again, and during the short walk home i couldn’t stop grabbing at my erection as i replayed the events in my head. I couldn’t wait to get home and jerk off while I recalled it. I felt i could still feel where is cum landed on my face, and could still detect the aftertaste of his ejaculate in my mouth. As I got to my house i saw the neighbors outside getting ready to go somewhere. They waved in a friendly manner and i got super horny thinking they had no idea what a slut i had been. I ran up to my room, put some panties on and jerked off furiously while reliving my adventure and looking at pictures of Jacks awesome cock.That was my first experience, and looking back i think i was lucky to have had such a good one. I was lucky to meet Jack and that he was a hot, chill guy and not some psycho. I’ve had less pleasant experiences since but generally good. That first one was amazing and from that point on i knew i was hooked.