Having previously only ever been with a trans escort, I found my mind wandering and fantasizing again some months later and curiosity was starting to get the better of me again. I didn't have the funds to go and visit another escort so I decided I would try downloading grindr in the hopes of finding a man to hook up with now that the first time was out of the way, I didn't feel so nervous about being with an actual guy although I still wasn't sure if I would enjoy it or if it was purely shemales I was into.
I quickly set up my profile, setting my name simply as newbie, writing a brief bio explaining my inexperience and that I was looking to just suck someone off and set my position as vers bottom in the hopes it would attract the right guys to look at my profile. I began messaging every top & vers top that was online within a reasonable distance and not too soon after began recieving replies. I started chatting to a couple of them that didn't immedietly come off as too pushy with wanting pictures or for me to go round to theirs or give them my location straight away with the usual how are you/what you upto etc. before progressing into what had I done so far/what was I into and what got them off...
Before I knew it one of the guys I was chatting with started asking me for photos, he wanted to see me fully naked standing up, then asked me to lie on my back with my legs spread and finally wanted me bent over so he could see my ass spread open. The way he took the lead and started ordering me about was turning me on so much more than I already had been, he told me the pics had got him super hard and he was stroking so I then asked if I could see a pic too. He obliged and oh my god he was HUGE! nice and girthy, about 7 inches, quite smooth and I could see he was already leaking precum!
Seeing that cock of his sent me wild and before I even knew what I was doing I had replied "do you want me to come suck you off daddy, I want to feel you exploding in my mouth" and almost instantly he sent his location, he was staying in the ibis hotel in Glasgow city centre. We sorted out the logistics as he would have to meet me outside the hotel to take me up to his room and I quickly got ready and made my way into town.
About 30 mins later I was walking down the street towards the hotel and could see a guy in his early 40s standing outside, quite stocky with ginger hair and as I approached he introduced himself as gavin, he knew what I would be wearing to look out for me. As we entered the hotel and got into the lift we started chatting and he was telling me how much he enjoys teaching curious guys and corrupting them, he could tell I was a bit nervous but he had quickly put me at ease as he led me to his hotel room. Once we were in the room it didn't take long for him to strip down to his jock strap and lie back on his bed as I got down on my knees at the end of the bed and started to feel his bulge with my hand, kissing it over the material until he eventually pulled it out, it was still quite flacid at this point but it was still huge looking. He asked me if I liked daddies cock to which I replied yeah, it looks amazing before he told me to have a taste!
I took the base of it in my hands, cupping his tight balls and started to lick it up and down the shaft, swirling my tongue around the tip as i felt him begin to swell in my hand and so i began sucking and teasing his massive bellend. he kept repeating that i was a good boy, that got me really turned on too and i could feel myself starting to get hard. i began taking more of him into my mouth, still cupping the balls with 1 hand and playing with them and using the other hand to stroke his shaft as I began sucking him properly. he continued to call me a good boy, telling me how good I was at sucking daddies cock and asking me what made me want to hook up with him, was it how big his cock was? which of course it was!
I was on my knees at the end of his bed sucking him for maybe 10 minutes when he told me to get naked and start stroking myself for him as I sucked him off. I quickly obliged, stripping to nothing in front of him as he continued to stroke himself and then dropped back to my knees in front of him giving him a good view of my ass in the mirror behind me. before i knew it i was moaning and leaking precum everywhere as i continued bobbing my head up and down on his huge dick, feeling him leaking loads of precum onto my tongue as he bagan moaning and thrusting his hips gently into my face. he told me he was getting close but didn't want to cum yet so told me to get up and lie on the bed with him with my head resting on his stomach. he told me to start stroking him again as i felt him put his arm round me pulling me close to him and his hand began to stroke up and down my back before eventually coming to rest on my ass cheek and i began sucking the tip of his dick again.
it felt really intimate being snuggled up next to him on the bed, resting my head on his stomach as i sucked him. he was again telling me what a good job i was doing and what a good boy I was for him as he began letting his hand that had been resting on my ass start to explore some more, I could feel him starting to feel between my ass cheeks. we had agreed i would just suck him to completion but he had gotten me so horny that i wasn't going to stop him now, i could feel his finger starting to probe my hole gently and then he asked me if i wanted daddy to stop, all i could say was no daddy and that was all the consent he needed to lube up his finger with spit and begind to slide it into me fully, fingering me as I was fucking him. at first just 1 then he slid 2 in stretching me open as i moaned with his throbbing erection in my mouth still sucking him.
This lasted a few minutes when he stopped suddenly and told me to grab the condoms he had left out on the desk. I was so turned on i complied straight away and then he told me to put it on him with my mouth, i'd seen this in straight porn before so I took the condom out placed it on the tip of his cock and put my mouth around it begining to move it down his shaft with my mouth as he began to finger me again. i knew what he wanted and even although we hadn't agreed to do more than sucking him I wanted it as well. then he asked it "do you want to feel daddys cock in your little fuckhole?" i whimpered back between moans as his fingers were rubbing against my prostate "yes daddy, I want you to fill me up"
He didn't hesitate to get off the bed and get round to the end where I had previously been kneeling, telling me to move onto my back with my ass hanging off the edge. he began rubbing my now slightly gaping hole from having his fingers in me with his cock looked directly into my eyes and told me he wanted to hear it again, tell daddy you want him to fuck you! and of course I obliged begging him to stretch me open with his big daddy dick.
He started sliding into me still holding eye contact the whole time and still telling me i was his good boy as his full length slowly but surely dissappeared inside me and he began to thrust in and out. Once he found a steady rhythm and was able to go all the way in he pushed me back on the bed a bit and got up onto it on his knees, pushing my legs back with his shoulders as he leaned in and began to kiss me as he increased the pace of his thrusts. we were both moaning into each others mouths and he started asking me how much I liked feeling daddy inside me? at this point my cock was throbbing and leaking everywhere as it was being rubbed between us with every thrust and I moaned back" yes daddy, you feel so fucking good"
He could tell how turned on and horny I was and then used what I had told him about my previous experience to push me further... He knew the first time I got fucked the trans escort I had been with had taken the condom off when she came over my ass but then used her load as lube to slide back into me raw and it sent me over the edge. so he pulled out and told me to take the condom off, I was a bit hesitant at first but i eventually reached down and rolled it off his cock and he quickly spit on his fingers rubbed it over the tip and guided it back into me bare. we both moaned uncontrollably as he began thrusting in and out of me again, telling me how much better i felt now he was unprotected and then he asked something that completely sent me over the edge and had me shooting my load all over my stomach, he asked me if I wanted daddy to breed me, to shoot his fertile seed into my little boypussy. I didn't even need to say anything as soon as he seen me starting to cum and felt me tighten around his shaft he bagan pounding my hole hard, fast and deep looking right into my eyes and within about 2 minutes told me he was about to cum and told me to beg for it. "yes daddy cum for me" I moaned, "fill me with your seed, breed your little boy" i could feel him starting to twitch and throb inside me as i continued "please cum inside me daddy, I want to be filled with your hot load" and he let out a massive moan still looking deep into my eyes as he told me he was cumming, i could feel his massive cock twitching inside me as he shot ropes of cum into me, feeling really hot and wet inside all of a sudden.
Once he had finished he leaned in again still keeping his cock in me and began to kiss me again before he scooped up my load from my stomach and got me to eat it for him.
once he pulled out he collapsed on the bed next to me and we ended up laying there spooning for another 20 minutes or so before we both got dressed again and I made my way home.
I had a few more sessions with this guy but it never got as hot as this first time for me so we eventually stopped but I'll always remember my first proper breeding with daddy!
