You will never know gratitude more than the gratitude bestowed on you from a well-endowed guy who you’ve had bum sex with! Especially if it’s his first time with anal.
There’s no two ways around it, his cock is pretty big, it’s also really fat. So I have no trouble believing that he hasn’t to date found a cailín willing to attempt it. But if I was able to manage one giant cock up there, I was pretty sure I could manage it again with another. I was adamant that I was going to be the one to take his length up my arse, I wanted to be the girl who did that for him.
Who is this lucky now but unlucky before chap?
He’s been a great lover to date with no agenda not trying to sneakily slip it in all the time (always good when they don’t try this) Seemingly only showing interest in it when I did. In fact he hadn’t really brought it up except to say that he’d never managed it with anyone and would be keen to try it but as if he’d written it off. And just like that he sowed the seed; that I would be placing myself above others if I was the one to do it. To give myself some credit I don’t think this was a very conscious or considered ploy on my part. I just wanted to do it for him. And to give him credit, even if this was a cunning masterplan, it’s always better if I think it was my idea!
Bit of background
My history with anal sex hasn’t been the most illustrious, some terrible mistakes early on have shaped how I view it and approach it. It’s possibly best summed up by likening it to how women in the 50s treated regular sex; I need to really like you, to really trust you and REALLY believe that you’re not going to judge me for wanting and liking your cock in my arse. A lot of guys want anal but they also want to reserve the right to think less of the girl that gives it to them*
We’ve been at it all night and we’ve had some really fantastic sex, but it’s now the morning and my cunt could maybe do with a break. I’m relaxed, I’ve come a few times and he’s had his fingers in my arse stretching me every now and then too. So I’m very comfortable with how’s he’s treated it. I know that as keen as he is to do it, he is more keen for me to enjoy the experience.
Handing the lube to him I bend over and just tell him to use plenty. He has the lid popped and his hand covered in it before my head hits the pillow. Grabbing my hips he pulls my arse up to him and wriggles two fingers slowly into my arse. It feels tight and slippy and arouses me.
But he has lubed up his other hand and now has his cock primed and ready. This is probably a bit soon, and with hindsight, where we went wrong. He asks if I’m ready and I say I am, because I think I am.
I am not.
While his fingers felt great in there, they are incomparable to his cock and things are too tight and too stretched. This is just pain. He goes slow, very slow, staying close to my ear and whispering encouragement. He is edging ever slightly more in, but at no point does it feel good enough for him to be able to actually fuck me. And when he pushes a fraction to hard I have to stop.
It’s very sore, and I think I’m slightly panicked but I want to keep going. So I remember what I read on another blogger’s website about how she prefers to do anal and I describe this to him.
Ok, according to Girl on the Net, if I curl up on my side, and you spoon me from behind this should make it easier?
Are you sure? I don’t want to hurt you?
Yeah, I’m sure, I want to do this. And if it doesn’t work we can give it a rest and try another time.
He lubes up my arse again with his fingers and then his cock and places the tip of it just at the opening. This is now perfect so that I can sort of edge myself down onto it and control it. With the head squeezed just in, I move over and back on it, so that I’m fucking his cock slowly more into me with each stroke.
Gently and gingerly at first but as it starts to feel good I go further getting more of it in. He is lightly holding my hips and leaving all of it to me. Soon it feels like it’s nearly all in and I feel so stretched and tight, I’m really enjoying it, so he starts to move with me, to fuck me a bit harder.
I ask him is it all in and as he says Not. Quite. Yet. He presses hard and shoves the last bit of his throbbing hard on into me. This hurts more than I was expecting but only for a sec and then it feels great to have his huge, pulsating dick in me and thrusting.
My cunt is throbbing and I need something at it. But what comes out of my mouth is: Oh god this is fucking good. And his voice is very different when he responds, yeah it really fucking is! And in it I can hear how elated he is, how much he is enjoying it. I need something at my cunt, I tell him and notably gleefully, he slips a hand around my waist and starts to circle my clit.
With my ass filled and my cunt being played with I am in overload. I push back on him and beg him to fuck me harder, it’s deep in my arse and it feels spectacular; amazingly tight yet sliding with apparent ease now.
The harder we fuck the more I want and with his fingers on my clit it isn’t long before I come. Shouting his name and genuinely fucking thrilled with how this has turned around.
My orgasm in turn brings on his and he says,’Aw fuck yes, I’m gonna come, I’m gonna come, right, deep in your arse’. And he grabs my hips hard for the last final thrust. And I feel him empty himself inside me.
It really was delicious. Possibly the best bum sex I’ve ever had.
And I’m pretty sure he’s been wanking over it ever since (it was only 2 weeks ago though so it’s probably gonna feature highly for a while I think).
*please don’t @ me with any ‘Not all men’ narratives, I know ‘not all men’ do this but enough do that it makes girls wary. Girls = Me