Up for getting fucked

"I am up for anal, as a bottom, that is" You respond.

"Wow up to get fucked on your first time with a man? Color me impressed i thought you would stick close to home and top" He says, a tone of surprise and excitement on his voice.

"Yeah, well, i am trying new things right? So why don't i go all the way in, or at least that's what i think" you say, taking a sip from your drink.

"So" He takes the rest of his drink on one shot "Do you wanna go to a motel or what?" Asks Justin, his cheeks a little red and a smirk on his face.

Taking the rest of your drink you grab Justin by the hand and getting out of the bar he tells you where a close gay friendly motel is.

Sure enough walking for a minute or two you enter the motel with Justin and both pay for a room.

"Ok, so, you can start preparing and, oh shit do you know how to prepare?" He asks as he started going to the bathroom.

"Yeah, i mean, i have an idea of how to do it" you say and while you've never done it yourself you have read about it, once or twice just to saciate your curiosity.

"Ahh you don't have a clue do you? Ok follow me into the bathroom and I'll guide you so you can do it yourself later alright? Alright, come" You follow him into the bathroom were he takes out an enema and explains to you how to use it and once he gives you the ok you both return to the bedroom.

You turn around, unsure of what to do and find the fit naked body of Justin closing the distance between you and him.

"Arms up above your head" you do as he tells you, not really knowing why until you feel your shirt being taken off.

"Bend over the bed" maybe it's all the drinks you had over the night or that you simply feel comfortable with Justin but you keep doing as he demmands.

You hear the sound of a cap opening and feel something cold on your rear "Relax, if you tense it'll hurt a little bit more" His fingers stop near your entry until one of the go in.

You release a breath you didn't know you were holding in, the finger inside of you starts moving side to side, up and down, on circles, until your ass adapts to the foreing limb "I... I think i can take you" you say in between shudders.

"No you can't! , if i go in like this you'll bleed like a girl on menstruation, don't worry... We don't have any rush or do you dislike me that much that you only want my dick?" You can't see his face but you can hear his worry and then his playfulness.

"I... I guess you are right and i'm more... nervous than i thought" you close you eyes trying to relax your sphincter further until you feel a second finger coming inside like butter on a slide.

"You are getting nicely stretched so in a minute or so you won't have to be too nervous about taking me inside you" his fingers open like scissors "and if it's about doing it with a man for the first time then there is only one thing i can say".

"And that is?" You ask, feeling a third finger coming in and gasping on the sheets of the bed.

"You already have three of my fingers in your ass" he says in the most deadpan voice you have heard him use which makes you chuckle.

"I guess you are right, i already sucked you off and now i have three of your fingers in, i can't back down now" A sudden burst of confidence fills you, no longer worried about the what ifs.

"Attaboy, now get up on the bed and take your most preferred position" He takes his fingers off and lightly slaps your ass.