Jacob

I can not believe what I just agreed to do, I am in shock with myself.

I am 25, I own and run a little gym in leeds and I have a good clientele. A mixture of men and women but mainly men. I was in a two year relationship with Clair, but that ended 18 months ago. Her, spotty, little brother Danny started to come to the gym shortly after and he’s really come on. Got rid of all his fat and has turned into a fine young man. He’s 19 now and I sometimes give him private coaching. For the last few weeks though, something hasn’t seemed right, he’s missed sessions or he’s not been focused, I have asked but he’s said everything of fine. I didn’t push him. Since Claire and i’s break up I’ve just gone from girl to girl, one night to three nights, tops. Nothing serious.

That bring us to now and I’m just sitting in my office and Danny text, ‘can I see you’

‘Sure, in office, here for another hour before close up for the night’

Knock on the office door

‘Come in, wow, that was quick’

‘I was waiting in the corridor’

‘Yea, that was a joke. What’s up Dan’

I need your help, I’m in trouble and this is, or rather you are the only one that can help me’

I went over to Dan, who was clearly upset with something, and put my hands on his shoulders.

‘Danny, Dan, of course. I will do what I can. What is it you need’

Have sex with me’

I let go and stood back, I was in shock

‘You want what?’

I’m sorry, that’s not what I meant’

I stood back a bit further and mover towards my desk ‘I think you got the wrong impression Dan, I’m not into guys. I’m sure a good looking fit young guy could have and fella they want....’

No, Jacob, I’m not gay. I just...’

Jacob had a tear in his eye

.... I’m going to jail, Jacob.’

What?’

My solicitor said I should expect a ‘custodial sentence’’

Dan actually used air quotes

‘What the hell for’

Employee theft they called it. It was only a few bits, Jacob, and everyone does it. My solicitor said they want to make an example’

‘So why do you want me to.... you know’

‘It’s obvious, you’ve herd the tales of young guys in jail. Haven’t you?’

‘Well, yea’

‘And, are any of them good?’

‘Well, no’

I’ve never been in a fight, I don’t know how to defend myself and if the stories are true I’ll be raped on a nightly basis. Having my virgin ass fucked till I bleed and having to give nightly blowjobs to big fat hairy arsed trucker guy in the bottom bunk’ that response made my eyes widen with the shock of how graphic he spoke

‘Dan... I’m sure its....’

‘ no Jacob, that’s exactly what it’ll be like’

I noticed the time ‘look, I gotta close up. I’ll be back in 15, stay here. There is coffee in the pot’

I left Dan in my office, everyone had gone and there was things that needed to be done at close to stop fungus n mould, what with all the sweat and bodily fluids that fly about a gym. I was hoping, in the back of my mind, that it was all a joke and Dan was gonna laugh and say GOTCHA! When I returned to my office Dan was stood by the window, armed crossed, he turned when I entered.

‘ I thought you had left’ he said with a mini smile

‘ no’

I walked to my desk and opened a special drawer, inside was a bottle of Jack and I grabbed two glasses and poured two good measures. Not saying anything I held one out and Dan took it and we both downed it in one. Dan was looking at the floor.

‘I need you to do this for me, Jacob. There is no one else I can trust with this. I’ve never touched another guys cock before and I know that when I do get locked up then I will bottle it and then the guy will kill me. Or worse..... rape me’

Dan looked up Ito my eyes, his eyes were pale blue and I had never before seen them look this sad. He truly need my help.

‘Why me, Dan. Why come to me?’

He looked down to the floor again ‘there was a night, when you was with Claire, I had been out with some friends. I was supposed to be sleeping out but we had an argument and I came home, and when I came home you were having sex. But you two weren’t alone, there was a guy with you’

‘Dan, you did not! You heard us having sex?’

I heard Claire saying to you, ‘give it to him Jakey, shove his cock in him cos it turns me on’’

Dan, you mean you think because of that one night I have sex with guys?’

‘No, Jacob, not at all. I know you don’t, I just need your help for this one thing and I thought, I hoped, that because of that one night that you’ll be able to get me ready’

I did understand what he was trying to say and I thought on that night, Claire had suggested it and it was good. 1 threesome she said, it was the end of our relationship, she wanted to do it again and I didn’t.

And now, I knew I had to help Dan so, I had no choice.

‘What would u want me to do?’

‘You mean you’ll do it, you’ll help me get used to it it so that I’ll not be raped?’

‘If that’s what you need’ I could not believe I was saying this ‘I’ll help you. I think we need to take it slow, I need another drink, you too’

I grabbed the bottle and poured two more large JD’s and without talking we finished it in one again.

‘So’ I started ‘let’s start with the beginning. I think that if you just hold mine, get used to it then we can move on from there.’

‘If you don’t mind, Jacob, I’d like to get it out. I’d have to get use to doing it so why not do it now?’

‘Oh, ok’ I was standing by my desk, moving to a seating/standing position I put my hands on the desk with my ass resting on the edge. I’m a tall guy, 6’2 and I have a good size cock so if the jail guys are smaller then it might not be such a shock to Dan. Dan approached me and dropped to his knees, not saying a word he slowly raised his hands to my belt and released the clip, then he popped the buttons, on my jeans, one by one. I always wear briefs cos I find my dick is under control, as Dan moved his hands to the waist band of my underwear, I strangely feel movement in my cock. It had been 5 days since I last shot my load and my cock knew something was happening now. Dan reached inside my pants and took hold and then he snapped back

‘this is weird, I don’t mean your dick is weird just the situation’

‘Thanks, I think. Are you ok, you want me to...’

‘No, il do it. I’ll have to get used to it I guess’

And he reached again, taking a firm

Hold and pulled my dick out, into the open and just stared at it.

‘Well, that’s that done’

And we both just started laughing,

‘This is not what I thought I’d be doing tonight’ I said bringing us back in the room.

Dan was kneeling at my feet, looking at my cock,  he looked up at me, back to my cock and then he went back in my pants and brought out my balls. I was out on display and I wasn’t uncomfortable about the situation.

‘Do you mind if I just touch it, you know, to get used to the feeling of it’ he was sounding quite nervous

‘That’s what he’s out for, touch him’

‘Him?’ Dan looked up at me again and gave a little chuckle. I smirked back.

Dan was cupping my balls and rolling them in one in hand and the other he palmed my cock and it knew it cos my dick was swelling up in his hand.

‘Looks like I’m doing it right’

‘It looks it cos you are’ I was enjoying everything Dan was doing, and my cock was nearly full hard. The only thing missing was precum and I knew that my cock always has plenty so that’ll make an appearance shortly. And it did.

‘How does it compare to yours, Dan?’

Yours it different, it’s thicker and a bit longer. Your balls hang lower too and you leak more precum to me’

‘Yea, I do tend to ooze that stuff. Well now you’ve done the touch bit it’s getting late. Why not do something else next time, eh?’

‘Next time, oh, ok... I just... ‘

What you mean’

I was just, I mean as we’ve just started and... look’ Dan sat back on his heals and looked up in my eyes ‘can I taste it? I need to do this, why not go to the next bit?’

‘Are you sure cos if this is too much for you then I could be worse’

I’m sure, I have tasted my own and your already, ready...’

‘Sure, if your ready then obviously I am’ and with that ok from me Dan got back up to face my now semi hard, precum leaking, cock. As he approached it he took hold of my shaft and aimed his tongue at the leaking hole. Once he connected with the soft pink tip, his tongue gave it a good lick and his lips moved closer and he gave the slit a soft suck. I gave a little judder, what Dan did was very nice.

‘Mmm that doesn’t taste like mine at all, it’s heavier, a little thicker ‘ he leans in again, this time he covered the tip of my cock with his lips and sucked the precum out and he squished my balls at the same time. I was liking this very much, I was, in essence, getting a blowjob. Albeit from a guy. I accidentally gave a moan.

‘You want me to stop, Jacob, I want to make sure I can do everything ‘

‘Erm’ I actually did not want Dan to stop, Guy or not, he was turning me on ‘do what you need to Dan’

‘I can’t thank you enough Jacob’

Dan got close to my hard cock, grabbed my shaft in his hand and started to wank it, his other hand took hold of my balls and his mouth enclosed around the pink helmet of my dick. Inch by inch his mouth was gliding over and then back off, then again till he was able to go half way down my throbbing, pulsating cock. ‘Oh, man, you are not gonna disappoint anyone you do this to’ Dan stopped for a moment, I was a bit disappointed

‘You dick is so Big, Jacob, I’m just glad I’m doing it right, I wanna see how much I can take’ Dan was making my hard cock even harder, keeping it wet while his firm grip beating my shaft. Dan was picking up speed and I was building to a climax. I couldn’t help but give him direction. ‘Keep doing that, Dan, yea. Now cup my balls a little tighter and wank me and spit on my cock, make it wetter and oh yea, that’s it, right there. Fuck Dan, your gonna make me cum’ Dan didn’t slow his movements he started getting faster and faster, twisting and turning his mouth and hands, and my cock got harder and my balls tighter and then I exploded. Once, twice three times in his mouth and Dan caught it all. I nearly screamed. He wasn’t letting go either, he was still sucking when my cock was softening, I had nothing left in me when Dan sat back on his heals and looked up at me,

‘Jacob, that was the most intense thing I’ve ever had done to me’

‘Dan, that was the most intense thing that anyone, and I mean anyone, has ever done to me. Oh my god’ I practically fell back in my desk and just closed my eyes. ‘Dan, can I just say that I’m sorry I won’t be in jail when you get locked up, I would do time for a crime if that’s what was waiting for me’ I couldn’t help but give a little giggle at my admission.

‘I can’t believe myself, I mean I have had your cock in my mouth and swallowed your cum, and I liked it. It tasted, Erm, good’

I laughed again, not knowing how to acknowledge the comment

‘Well, I’m sure, with talent like that you won’t be beaten up or raped. If anything there will be a queue for a service’

‘What about the rest though, Jacob?’

‘Rest?’

‘Yea, you know, the sex bit!’

I looked at Dan for a while, gradually what Dan was asking of me sunk in ‘You still want to.... have.... sex’

‘Well, yea. That’s what I need you to help me with, I need you to get me ready for the guy that will make me his. If you do it for me then I will get used to the cock in me and then I’ll be ok’

‘But Dan, is that really how you think it’ll be’

‘I don’t wanna take any chances, Jacob. You are my only hope, please’

I was leaning up on my elbows and I had to think about this. I got up, pulled up my pants and jeans and walked over to the mini sofa.

‘I dunno, Dan. It’s a bit drastic, I mean doing what we just did then sure it will help but actually fucking’

‘I need this, Jacob, don’t let me be one of those news stories you hear about ‘young guy beaten and almost killed in local jail’’

Looking over at him I knew he was serious and he really believed that us having sex was the only way. But could I do it. I mean, yea I did fuck that guy but I was also with a girl too.

‘I need a drink, you want one?’

‘Yea, I think I better’

We had three, one straight after the other. The warm liquid sliding down my throat and I was telling myself ‘you can do this Jakob’

‘Ok, Dan. I will do it, how about Thursday?’ Today was Monday

‘Thursday? Why not now, we are both here and I have a feeling if I let you think on it some more you’ll back out’ he was right, I probably would’ve made an excuse.

‘Now’ another drink down the hatch ‘why the fuck not’ Dan was smiling and he said he was so pleased.

So, I was thinking to myself, how do we start. If Dan was a woman I’d know exactly what to do. I’d start to lick her pussy to make her wet and that always got me hard, even if I had just cum.

Dan got up and then he said ‘why don’t we settle on the sofa and then I can get undressed, you can get me ready for your.... ’ Dan nodded towards my slightly swollen dick.  

I couldn’t help but agree, it was a plan, simple but good. Dan had done just what he said, he was on the sofa taking his trainers and socks off and then his shirt till he was just sitting in his boxers. The time Dan spent in the gym over the months has shown in his torso. He was no longer the weedy kid I knew. He had definition. He had rippling abbs, his thighs were defined as were his shoulders and arms.

‘Come on Jacob, you promised you will do this for me’

‘Yea, a promise is a promise’ and I walked to join him. As I approached the sofa Dan shuffled to me and began to take off my jeans. I hadn’t fastened them up after the blowjob so it was just a case of letting them fall to the floor and I kicked off my shoes. I took off my t-shirt and threw it to the floor. I myself was well built, been compared to Joe Wicks on more than one occasion except for the annoying Essex accent and the long curls.

Now we were both in our underwear, Dan in boxers me in briefs. My cock was still quite thick from the blowjob and the bulge was catching the eye of Dan

‘I can’t believe I’m gonna have that in me’

‘Your not the only one, Dan’

‘Let me get you started’ with that Dan began to rub my cock through my pants with one hand and I could see his other was rubbing his own. Dan was humming satisfaction as he was rubbing me and then he started to lick the bulge that was my cock. Up and down the shaft he went, making the fabric wetter with every lick. Dan worked on the tip of my cock and I could see the wet patch that was a mixture of Dans spit, my precum and the last squirts of cum from earlier. He was working my ass cheeks too, kneading them with his firm hands. Dan was working me good and my cock was getting harder. He  was sucking and licking my dick and squeezing my balls. my cock was growing once more. Dan was rubbing his own cock through the fabrics in his boxers, getting himself worked up and I could see that he was packing a good size cock himself.

‘Lick my hole, Jacob, get me ready’

‘Get up’ the alcohol was taking away any and all doubt that what I was doing was a bad idea ‘on the back here’

Dan got up and knelt on the sofa, with his elbows on the back and his knees on the seat, I knelt behind Dan and pulled his shorts down. His ass was practically hair less except for the area I call no mans land. The area that goes from your balls to your ass hole, which he had trimmed. Looking at Dan’s ass as it was there in front of me I couldn’t help but lick my lips. I remember the guy I fucked those years ago and how I liked it when I got him wet for my dick. And now I was doing it to this for young man. Dan had reached back with one hand to open himself up and I dove right in. My tongue began an onslaught of his hole that made him lose his breath. The break between him verbalising the pleasure and him being silent was acknowledgment of my ability to turn him on and I was getting turned on. My cock was thickening, leaking and wanted to be where my tongue was. But I wasn’t finished. I was enjoying myself and I wanted to make sure I would have no barriers when fucking this tight, virgin, hole. Wetting fingers I probed him, I licked him and I spat at his hole. My cock throbbed, almost painfully, shouting to enter Dan’s ass.

‘Do it now Jacob’ Dan was eager ‘I want it, please’

‘This is not gonna be easy for you, I will be careful, Dan’

‘I know you will, I want this’

A few last spits and licks to make sure there will be no problem gaining entry into this young mans hole. I got up behind Dan and aimed my cock. Pre cum leaking cock in my hand aimed it for the hole, one last spit on my cock for good measure, and I pressed lightly. Dans ass was attempting to hold on to his virginity for the last few seconds but then, with more pressure from me, it opened up.

‘Oh’ Dan was surprised

‘You ok’

‘Yea, I’m fine. Was just a little shock’

‘There is a lot more you know’

‘I know, don’t stop Jacob ‘

I was pushing my cock in a little more, pulling out slightly. Taking out less than was invading his ass. Dan was arching his back and moaning through gritted teeth how it was feeling.

‘Oh Jacob, oh man that’s a big cock, keep going’

Two more inches in and then an inch out, two in and one out. I paused a little.

‘How you feeling, Dan’

‘This is intense, Jacob. Your cock is so big and it’s doing something to me that is wow!. Is this how it’s supposed to feel when a girl gets your cock’

‘I dunno, your ass it tighter than anyone I’ve ever put my cock in’

Holding onto Dan’s hips I was almost to the hilt but I don’t want to go all the way, I thought just three quarters for now and then he’ll say enough. And that’s when I started to do my fucking. Sliding my cock in his ass from tip to almost all of me. With sounds of ‘OMG!’, ‘Oh fuck!’, ‘your so fucking huge’ and I’ll never sit down again’ just egged me on.

‘Fuck Jacob, I can not believe how big it is, and it’s all in me’

(Cock in ass still fucking )

‘It’s not quite all in, it’s your first time, I don’t wanna hurt you Dan ‘

‘I want it all, Jacob, Don’t hold back. Give me your fucking cock man’

Dan was almost annoyed but I complied,

‘You want it, you got it’ and I began an attack on Dan that he would never forget or want ask me to fuck him again. Fucking his ass with such power that I was slamming all the way into him. His tone changed to that of need, like he would die if I stopped.

‘Fuck me, yea. Gimme that fucking cock’ he yelled and I too got into it

‘Your gonna fucking beg me to do this again, you fucking love it don’t Your my fat dick in your ass ready to blow my cum in you’

‘I do, Jacob, I want you to cum in me, I always have. Fuck me man’

‘Yea you have, now get on your back and spread your legs I’ll show you what else I can do with this monster, get on the floor’

Dan laid on the large rug, grabbing a cushion from the sofa for his head. He opened his legs with his feet on the floor.

‘Come on man, fuck me and cum in my ass, make me cum’

I moved in between his knees and my rock hard cock was glistening wet with Dan’s ass juice, my spit and precum. Looking at him laid there was a turn on, it didn’t matter that it was a guy.

I was about to off load a wad of cum in his ass. I was back in him fucking for what was just a few minutes, looking at him with his eyes focused solely on me

‘Your so fucking sexy, this is amazing Jacob, just how I thought it’d be like’ that was the second time he said something that made me think but I was focused on something else. I leaned forward and grabbed the back of Dan’s neck, locking my fingers. I was about to do my signature move, this always made me shoot and shoot I was gonna do. I started slamming my cock so hard, and fast, in his ass that he almost started singing.

‘Ahhhhhhhhhh’ he yelled. He was pulling me so close to himself that our faces were centimetres apart and then.... we were kissing. Full on tongues. And it started, my balls gave the signal and then boom. Cum exploded into Dan. His ass took the lot. I broke off the kiss and leaned back. Still fucking Dan, an both of us out of breath

‘Keep doing that, I’m gonna cum too’ he started to wank his own cock, I could feel him tense on my cock. ‘I’m gonna cum, fuck yea’ and he did. Powerful shots up his torso, up past his head and some landing on his face. ‘Oh Jacob, keep your cock in me’ more shots, it was a sight to see.

‘Fuck, Dan. That’s a lot of cum’

‘That was cos of you, you basically fuck the cum out of me’ he giggled a little. ‘Is THAT what guy sex is like? OMG’

‘I don’t know, it wasn’t like that before’ and I collapsed on the floor beside Dan. Some of my cum just showing on my cock. Dan laid there, his cock bright red, cum all over him (and in him). His chest heaving.

‘That was everything I thought it’d be, so worth it’ Dan looked at me with a strange look of concern.

‘What do you mean ‘everything you thought it’d be’’ Dans comment wasn’t one of this’ll help me out.

‘I’m sorry, Jacob but what I said before isn’t exactly the truth’

‘What isn’t?’ I was getting mad ‘you mean, what you said about your job and going to jail?’

‘Well, no, not exactly. I am in trouble with work but not jail time just the sack. I got caught whacking off in the staff room by a manager and I’ve a disciplinary meeting which will result in the sack’

‘What the fuck Dan, you used our friendship, you lied so that I’d have sex with you?’

‘That was not how it was supposed to go’ I got up off the floor and went to get my clothes ‘I came here to ask you for a job’ Dan was nearly tearful, I almost felt sorry for him, if I wasn’t so mad ‘I bottled it and then I remembered you and that guy and how I have fantasised about you ever since. I have wanted you to do that to me for the last 2 years. I wanted you to be my first’ Dan tried to continue but the look on my face said stop.

I went to pour the last of the Jack. I was furious. Neither one spoke as I poured us both a drink. Walking back over to Dan, still on the floor, he had turned onto his front and was followings me with his blue eyes. I gave him his and I sat on the sofa, shaking my head as I drank.

‘That was... ‘ Dan opened his mouth to say something but didn’t. I couldn’t form a sentence properly as I was Thinking bout the betrayal and lies made me do out of the friendship we had ‘you can start on Monday, you will clean out , you will wipe and muck in, you will do anything and everything I want. You can use the facilities free of charge and I will use your ass’

Dans face lit up, he smiled from ear to ear.

‘You won’t regret it, Jacob. I will do anything you want me to do, out there and in here’

‘Yes, you will, now, let’s go shower’