That was the only time
6 Nov 2022 3245 readers Score 8.6 (29 votes) PDF Mobi ePub Txt
We were going on vacation together. My straight, thuggish best friend and I, he’d just finished with a girl who he clearly had caught way too many feelings for, as he does, so obviously it was over, and me being the doting best friend, I had to pick up the pieces. we’d been in this cycle since we were young, sometimes it ended in me sucking his cock, until his post nut clarity kicked in, as it always did. Sometimes in the past, it would be a few drunken nights of him asking and getting blowjobs until he remembered he was completely straight, start seeing a girl and he’d completely stop it happening again. I never pushed for more, though I think he knew I was willing and waiting for the opportunity every single time. Until we hit our twenties, he developed a very fit body and he seemed to have a girl waiting to take the last ones place, not needing me anymore.
The latest one though, was different, the breakup was a little rough, and he seemed a little down, so lucky me was asked to join him instead of some girl like he usually would. I accepted, although wasn’t sure what to expect but the hotel was nice, It was a last minute name change so I had hopes for a shared bed to be honest, as I ended up filling in for the girl he ran away from. but the room when we arrived had two double beds and plenty of space for us to relax, I checked if he felt comfortable and he made a joke about him finishing in my throat a few times over the years made it clear he didn’t mind sharing the room. We did what every holiday maker does and decided we wanted to explore (check where the best place to get drunk is) and grab some food before we return to shower and make some bad decisions.
It was a short walk before we found a strip of clubs which helped us decide where we would be that night. We found a little place to eat before we returned to the hotel room, I had been good and made sure I ate a bottoms dinner but he was his typical self, hopefully perking up from his bad state of mind, we headed for the hotel while he told me about all his plans to destroy and breed as many girls as he could, I wasn’t sure what we would get out that night so had hopes it wasn’t what he expected and being bred myself.
As we arrived back to the room we sat on the balcony, took in the view and I was given a fashion show of my best friends outfits as he begged for advice on what would get him the most ‘pussy’ that night. We discussed shower arrangements, who should go first, but ended up sitting on our own beds, him completely naked and me trying to glimpse at my favoured object, until we clearly took in too much cheap wine, sea air and heat and passed out for a few hours, I awoke later that night checked the time and realised it was midnight, I cleared my throat, drank some bottled water and decided to wake him, he jumped straight up when I shared the time with him and started putting his outfit together. I went to the bathroom and turned on the shower, I made sure I was fresh, douched and ready for anything. I wrapped my towel around me and started my getting ready in front of the mirror ritual. He came in, stomping around like a rhino, dancing around, shadow boxing and informing me how excited he was for the night ahead I could clearly see his excitement, and motioned towards his hard dick. He started laughing, chugged down what was left of the cheap wine and told me to hurry up, he jumped in the shower as I finished off, I was brushing my teeth when he got out the shower realising he had left his towel in the other room he declared he was gonna use the one around my waist, he yanked and I held on for my life, he pulled me in to him, laughing and jostling around he had loosened the towel, and I was flashing most of my ass trying to hold on to what little towel I had left to protect my dignity. I had gotten hard when he started pulling me around, and I was a little embarrassed. He told me to let go but I just couldn’t allow him to see that he got me excited so I refused, he thought for a minute before slapping his clearly semi, thick, long shaft across my ass cheek making me instantly shocked or overexcited and allowing him to pull the towel away from me and seeing what he had caused.
The next few days had him getting more and more playful, we were three days in, sharing a room and spending a lot of time together, I couldn’t help but flirt and tease, I’d had him many times before in our youth, and I noticed he had gotten flirty, playful and had hit/shook his either hard or semi cock at me, I knew if I kept it up, it was coming.
He hadn’t pulled a girl once this whole holiday bar some flirting, kissing and teasing action. He was clearly full of frustration and on more than one occasion told me about his blue balls. I decided I would push it a little more, I know when he’s too horny he can be a real ass, and everything that goes wrong is my fault as he often had these mood swings until either me or his next girl helped him with some relief, I planned to tease him and hopefully taste him again if he didn’t pull anyone that night. Luckily or unluckily for him, we both returned together. Drunk, giddy and definitely horny. I started telling him how shocked I was that he still hadn’t pulled, and how any girl would be so lucky to get someone like him, how his body was enough never mind his amazing personality. He played up to it, clearly flattered, he flashed his body a few times and smiled, I decided we needed a few more drinks and made sure to pick up some on our walk back, by the time we got back to the room we had downed a couple of beers, and was attempting to shot a bottle of vodka, straight from the bottle. I continued with my compliments, pushing it each time, he was telling me how he wished I was a girl and how he had always wished it, how we had such a good relationship and how he would have married me, telling me how many times he would have put a baby in me. I took that as my chance to compliment his cock. I told him how he was the only guy to make me gag, how I always swallowed his loads but would often refuse others. I told him I’d never tasted anyone as good as him, even after a heavy night out. I noticed it was working, he grabbed his crotch a few times, a defined bulge was visible in his shorts, I started to strip off and got down to my jock that I’d worn for the night out, he followed suit, standing in his boxer shorts, hand inside them, gripping his semi hard, thick shaft, I grabbed the vodka and sipped from it, after I teased him and started telling him to take his shot, he took the bottle and took a big drink, gulping it down he laughed, and dribbled some out, it started running down his body I took a chance and grabbed his waist, sliding my tongue up his body, making sure to hit his nipple and follow up to his neck, then face and stopping close to his lips, I laughed and thanked him for sharing. He knew I had a soft spot for rough play and being spat on. We carried on drinking but quickly ran out, we decided that was enough and brushed our teeth, he wanted to piss at the same time as me brushing my teeth, I couldn’t dream of stopping him. He saw me staring through the mirror at his cock, the stream coming from it was heavy, once he slowed pushing out the last dribbles he shook his cock splashing my leg with some, and laughed a really goofy laugh, reminding me of when we used to get drunk in our teens. I slapped his ass cheek and he slapped my bare ass with his cock, splattering some more piss on my cheek, then he winked and put his cock away, before brushing his teeth with me. We got in to bed, the room lit by the lamp next to my bed and was talking, I began reminiscing about our teen years, still slightly hoping I’d get a chance at tasting him again, but unsure if I would, I started talking about the stories he told, the naughty things he had done, and how sexy it was the amount of times he had fucked someone in a public place, thinking of the times he had told me stories that aways got him hard, so he’d use my mouth back then, he was clearly enjoying the chat as I noticed his hand slide down in to his covers and a lump appear in his crotch where his hand must have taken ahold of his cock. He asked if I remembered a girl that he had fucked at a party we both went to, how he had cheated on his girlfriend at the time with her and got caught pounding her against the wall in the garage, how he had managed to work it in to her ass and he’d always wanted to fuck anal and how tight it felt, he started telling me how she moaned so loud when he managed to force his thick cock passed her tight hole and just as she was enjoying it as much as him it was all over when his girl walked in the garage, so didn’t get to finish, how we had to leave the party because her brothers were going to come kick his ass, how we had to get back to mine so he wouldn’t have to go to his place that night and how I always made sure he showered and we slept naked. Then how I went down on him and finished him off in minutes. He started to smile and laughed a little at how I always made sure his toes curled and I’d been the only person back then to take every inch of his cock. He pulled the covers back, pulled his cock out and continued to masturbate, his hand sliding up and down, before I could offer to help his load shot out, I counted seven shots before it started dribbling down his shaft, he laughed and told me that would help for now but he needed to fuck soon or he’d go crazy. He got up to clean himself off but stopped in front of me, called me a perv and wiped his cum covered finger across my lips laughing as he went to the bathroom, I quickly swiped at the cum on my lips remembering how good it tastes and hoped I’d get it from the source soon.
The next day we woke up as normal, hungover, and both with morning wood, him unashamed waving it around as he shadow boxed his way over to the water and pain killers, and told me to get my ass up for the day. We spent the rest of the week together, me making sure he didn’t get to play with his dick, as usual, and I spent the day dreaming of wrapping my lips around his uncut cock head & hoping I could still deep throat him like I used to until we got to our last full day and night on our holiday. We decided we would go out earlier that night, make the most of It and visit more clubs and hopefully both get lucky. We got dressed, playing around as usual and headed out for the night. We bumped in to some other group of lads, all clearly out to get as much pussy as possible as they had told us both many a time, they started telling us how they’d all had the same girl the previous night and were hoping to find another girl as eager tonight, one of them asked if I was gay, I didn’t hide it and asked why he wanted to know, his friend laughed and told us how ‘every hole was a goal’ and everyone likes a good blowjob, as we drank more, I noticed my friend talking and dancing with a girl, the drunk jealous side came out so I wanted to get a hook up as quick as possible, I made sure to try it on with all the lads, flirting, joking and even grabbing a few crotches as they cheered each other on, they were all clearly straight though and I gave up, I noticed he had started getting closer and saw his hand across her body leading in to her very short skirt, as they kissed and he stood closely behind her, her hand clearly tracing the outline of my desire. He smiled at me and gave me a thumbs up, and I smiled and signed I was going back to the hotel.
I checked the time and realised It’s late, we’ve both been drinking for a few hours and if I had drank more it would definitely hurt in the morning. I returned to the room and stripped completely naked, I climb in to bed and remembered the week, slightly annoyed I’d spent all week chasing my straight best friend, hoping we would re live our youth and I’d get one more taste of him, I started to get horny remembering how close I’d got to him using me and decided to play with my hole, I grabbed my lube and bullet from my case, and began to tease my tight hole, I used extra lube and wanted to make sure I was Atleast fulfilled once this holiday. I came pretty quick with the images of his cock, how his big hand didn’t even cover half of it, how I’d actually taken every inch in to my throat in the past, and remembering him wipe his cum covered finger over my lips sent me over the edge, I cleaned up and got back in to bed, not bothering to clean my lube covered hole, and I was out cold pretty fast, still naked in bed.
My straight best Friend was still out, he was getting lucky but as quickly as he had touched the girl, she orgasmed and left pretty quick, the girl he just fingered left his fingers covered in her juice and she decided to go, leaving him in the club, late at night cock swollen & balls blue. Frustrated and knowing it’s too late to try it on with another girl when he took a quick look around and saw how empty the club was, he decided to leave and start stumbling back to the room. As he got to the hotel he must have remembered I left a while ago so he pushed open the door and managed to be silent, when he got in he would have done his usual stripping drunken routine, go straight to the bathroom to piss, stripping on the way, throwing clothes in his path, making a mess and pissing all over the toilet seat as I found in the morning, then making his way to the bed.
As he walked in to the room, completely naked, dick still kind of swollen and balls aching for release he later told me how he stood and debated jerking off before going to sleep, but when he stumbled in to the room he noticed me, laid naked, ass in the air, hole slightly glistening from being wet from lube and he said how his mouth watered at how he knew he was my alpha, he said how he grabbed his dick as it started to harden completely and started to jerk off, he was getting frustrated and knew he wanted more, he used his hand to slide across my ass cheek, and squeezed harder. He spat in his hand and used the spit to spread it over his length, he moaned and swiped his wet thumb over my glistening tight hole, and watched it wink at him.
He told me how his dick throbbed, and the veins were so prominent, he moaned and couldn’t take it any longer so he spat on my hole and slightly dipped one of his fingers in to me, circling and spreading me open, before he leaned forward face first in to the hole and used his tongue to make the hole wet, and loose, He managed to work his tongue in making sure it was completely wet, soaking it, forcing his finger in to me, his cock was aching to feel some tightness after all this week, his mind was completely taken over, so grabbing it in his hand and spitting on it, he rubbed it slowly around my hole, then the head across it, he told me how he had been wanting to fuck me when we were younger, the hole was getting more inviting, his cock aching, with one more swipe across it and seeing it winking back, the wetness takes over and with one last push it forces its way in, getting impatient and finding he can’t take the temptation anymore, he wasn’t sure if he wanted to wake me up to find him inside me, using my hole, being raped but his cock was thick, and he can’t control it any more so he grabbed my hips to hold me in place and forced it all the way in completely, his pubic bone hitting my cheeks, I have never had a cock so big and thick so as it stretches me completely open I start to moan and wake, I’m wriggling around and he started getting frustrated, struggling to stop and hold back, cos all week he’s wanted to fuck so he threw himself on top of me, wrapping his hand around my face covering my mouth, and his thick arm around my waist keeping my writhing body still as he forced his cock back in as deep as it goes.
Knowing he was all the way inside me now, I’m waking and moaning, but it’s muffled sounds because my mouth is covered, I wasn’t sure what was happening until I felt him slide his tongue from my neck to my ear and whisper in how he knew it’s exactly what I’ve always wanted, how he was going to use me as a hole to get off in to, he’s going to leave my tight hole gaping and filled with cum, how wearing sexy underwear gets a fuck toy treated. He told me how he should have been using me all the fucking holiday, realising what’s going on, feeling stretched and extremely horny I start to moan, as he started to pull his thick, long cock back, just as the head of his cock is about to leave my hole he holds it for a second, I feel his head and shaft start to throb, and he decided to slam back in deep. I’m panting, crying and struggling to take it all, but it’s what I’ve always wanted, he moves his hand from my mouth and let’s me catch my breath, panting he laughs and pushes in all the way, I start to feel the pain of a stretched aching hole loosening up, and turning to pleasure, my prostate clearly enjoying it and notice how hard I am, I feel it throb and vibrate like I’m about to tip over the edge. He withdraws again and I feel his length forcing it’s way deeper than anything has been before, getting faster and faster each time. I’m starting to feel pure ecstasy and i feel my hole completely relax, he pushes my head in to the pillow, and comes back up on to his knees pulling my ass up in the air, he lifts a leg up to stabilise his assault, and starts fucking hard, pounding me, stretching me further and All I can do is moan in pleasure, I grab his hand and tell him to choke me, I beg for him to spit on me, and open my mouth, waiting, he leans forward, spits and laughs, calls me his little whore as my hole starts to clench, i beg for him to fill me with his cum, he tells me how good it feels and how he just can’t take it, he’s getting close, he pulls back and his thick cock pulls out, slapping in to his abs, he grabs me, holds my waist and slams it back in, deep, as deep as his cock can go, I feel it buried inside me, against my stomach, he starts to throb, then moan, his toes curl tightly, then start to clench in quick motions, he pulls back one more time and it sends him completely over the edge, he forces it in one last time and his thick cock throbs inside me, he moans in a hushed voice straining against his orgasm how he’s feeling the tightest clenching he ever felt around his cock, he spurts out a hot thick wad of cum in me, holds it in deep, slowly sliding back as the second, third and fourth load is filling me up, he manages to pull back all the way, a shot hits my ass as he grabs me and turns me around, opening my mouth and sticking out my tongue I catch another shot before you grab my chin and pull me in to your cock so you can feed me the rest, I’m licking up the last few drops of cum as he rolls to the side, turns over and collapses on to his back, he laughs and tells me “that was the only time”.
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