Losing my butt cherry.

All parties in this story are 18+.
Long story warning, first time posting here, please be kind 😉

Continuing on with the adventures with my best friend, I guess by this point I should give us names, let's say I'm Eric, and my friend is Marc for the purposes of these stories. Eric is actually a name I use with casual encounters now.

It's the late spring bank holiday weekend and my family has gone away to our holiday home in France for a few days, but as I'm studying for my exams in June I don't go with them. I've got the house to myself and I've invited Marc to stay for the long weekend, mainly to study together, but also just to have fun weekend.

We'd been way more open with eachother since my last story and didn't feel uncomfortable with either of us initiating sessions just masturbating and occasional oral.
After all we were still just friends, but we knew we weren't really straight anymore, but still loved the girls and watching straight porn, I don't know what we were.

Marc comes over Friday night and takes his stuff up to my room.
It's a big room, with my double in the centre, and another single bed over to one side. There's a big picture window overlooking a large back garden.

We get on with some studying at the kitchen table, and I order a pizza with money I'd been left by my parents.
The pizza arrives, we close our books up and take the pizza into the living room.
I put the TV on and we settle on the sofa to eat.

After we finished we sat for a while and watched the remainder of a film.
When it finished I said, we really gotta hit that biology stuff again, we've got a lot to get through.
He looks up grinning and says "I definitely wanna hit some biology with you!"
I laugh, and say, "not now, we really have to study dude".
He gets up looking disappointed and walks to the kitchen in a bit of a huff.
I follow him in an put my hands on his shoulders and said "later, ok?"
A little dejected he replies "yeah ok".

We finish our studying about 11, my eyes and head are aching, and he is yawning. "I'm so shattered, we need to go to bed" I said.
"Yeah we do" he said with a smile on his face. "Seriously I'm shattered, can we do something in the morning please?"
He looks at me pissed, and gets up saying "yeah whatever".
I feel really bad but I'm too tired to care.

We get up to my room and he strips down to his boxers and gets into the single bed facing the wall, he doesn't say a word to me from then on.
I strip down to my boxers, I climb into my bed feeling bad but I'm just so tired. I turn the light out, in no time I'm asleep.

Probably 3 or so hours later, I wake to hear Marc has got up to use the bathroom. I'm drifting in and out of sleep, when I feel my covers move and lift away slightly. Marc got in the bed and pulled the covers over him, laying right behind me, pressed against me. He puts and arm over my side.
I turn my head and in a sleepy voice said "sorry about earlier, I didn't mean to upset you". He said "it's ok, just sleep".
Now we've shared a bed before, but never cuddled in it, he's spooning me, and it feels nice, bit gay, but nice.

I start drifting back to sleep when I feel something hot pressing on my back.
His warm hand started tracing down my chest and smooth tummy to my dick. I wasn't hard, I was still tired.
I opened my eyes abruptly, realising that hot thing sticking in my back was his hard cock, I hadn't realised when Marc went to the bathroom he'd slipped his boxers off.
I tilted my head and said "Marc". He quickly shushed me, pressing himself hard into my back squeezing me tight with his arm, his hand rubbing my dick in my boxers.
Despite being tired, clearly my cock wasn't, it didn't take a second to get fully hard, as Marc grips it and starts jerking me, nuzzling into my neck. I just couldn't resist him, I relented and slipped my boxers down, as I pressed my butt against him filling the line of my crack with his shaft, feeling a shudder go through me.
The feeling of his hot cock against my butt crack, had me feeling so horny all of a sudden, I started grinding it on him gently.
We writhe together like this for a few minutes, when he whispers through his breath in my ear "I want you".
"I open my eyes turning my head a say "what do you mean?" He shushes me again, leans away slightly, and rubs my butthole with a finger.
"Oh!" I exclaim with a little squeal, a wave hit me as I felt a finger push into me.
I'd never even touched my own hole let alone someone else, I shook a little, so many sensations.
My breathing quickened, this was a nothing like I'd ever felt before. It felt weird, but so good, did I like having ass fingered? Seems so, as I can feel my dick leaking precum like mad.
I take my hand and reach behind me and grab his cock hard, stroking it fast, I'm so caught up in this, I'm lost in the moment, I've never felt so turned on.

Marc, leans away and opens my bedside draw, and pulls out the lube I use to masturbate with, and proceeds to cover his fingers with it, and plunges right back in with 2 of them.
I can physically feel the precum streaming from my dick, as he's finger fucking my tight virgin hole. I'm moaning loud, backing myself into his fingers. He says, "you ok to go on?" Oh god yeah!" I cry, not quite certain of what's to come.

With that he takes his fingers out, and pumps more lube on his hand, and rubs it all over his rigid cock, and a bit more on my knot.

He leans in and I feel it pressing on my hole as it slips just in side, it felt enormous, I cry out, and he paused. I take my hand and reach back to hold his dick, and press it harder into me. I can't get any grip with the lube on it, but he gets the picture, he presses a little harder.
It's really uncomfortable and hurting a little, I'm panting heavily in anticipation, not knowing what to expect, when I feel a pop, and he slides further in. I scream out "oh fuck, that hurts!"
He stops immediately as I placed a hand on his hip, pressing him back.
He takes his hand and places it on my chest "you ok?"
"Yeah I just need a minute", the gravity of what we're doing hits me as the pain gradually subsides.
I take my hand away from his hip and put it on the back of his hand on my chest and say "go easy please". "Of course" he replies, and with that he gently inches further in, stopping now and then to let me get used to it. I feel his balls on the bottom of my butt cheeks, and I know he's all the way in. I feel full, I feel weird, I feel like I need to poop, but it's a satisfying feeling at the same time, he rests there for a minute and embraces me tightly.
I gently pull my butt away and slowly, and then slide it back on to him, taking him in my tight hole again.
He groans a little as he starts to take over the short strokes in me.
He places his hand back on my now totally soft dick, and says "oh, don't you like it?"
"No, I like it, you can start to go a bit faster if you like" gripping his hand and pulling it back up to my chest and direct him to my nipple.

His strokes slowly get faster and longer, but not hard, he's still being really gentle, and holding me tight. The feeling of him pressed against me, with his cock filling my hole is total bliss, I'm starting to grind back on him as he pushes in, I can feel my cock getting hard again.
As we're both breathing hot and hard, grinding against each other, I take a hold of my dick and start stroking it in rhythm to his trusts.
He takes his hand and grips my hip so he can pushing harder and starts to go faster, my cock absolutely streaming with precum.
We're both moaning, and groaning really loudly, just as well nobody else is in the house, I can't contain my pleasure, and neither can he.

He starts to really press in to me hard and deep with each stroke, feeling his cock stretch me out, balls hitting me, the pleasure is out of this world, like nothing I could have imagined.

I start whimpering and whining as a stream of cum runs from my cock, pressing harder into him, as he speeds up even more, his balls slapping on my ass cheeks.
I grab his ass and squeeze it hard, gripping for traction to squeeze his shaft with my hole as I continue to orgasm. Totally out of breath he says "I need to cum". Reach back and put my hand on his ass and pull him in. "Let me pull out" he gasps. I pull him harder and desperately say "argh, cum in me, CUM IN ME" as I'm cry out like a girl.

I feel him thrust in as hard as he can one last time and holding me really tight. I feel a warmth fill me, as he started pumping shot after shot deep inside, groaning at the top of his voice, "oh fuck yeah, oh my god!"

We lay there totally worn out, with his dick still inside me twitching a little, as we regain our breath.
He slowly pulls it out as he kisses my neck, it pops out and I feel empty and gaping, a warm sensation covers my buttcheek, as his cum dribbles out of my raw hole.

I feel totally used and fulfilled, but totally satisfied, oh god, I think I actually love getting dicked, am I actually gay, bi, what?? I damn well can't say I'm straight anymore.

As he's holding me tight, gently panting in my ear, he softly says "Are you ok? That was amazing, you are amazing, I, I….lo…" he paused and said "thank you Eric" as he kisses my neck again.
I turned over to face him "No, thank you, that was the best I've ever felt, I think I really love it, I mean, you fucking me in the ass" I said shyly.
He takes me in his arms holding me close, and kisses me passionately, our legs intertwined, sweaty bodies pressed together, cum soaked dicks rubbing on one another.
I pull away and said quizzically "are we boyfriends or something now?"
He looks at me with a really cute look, his eyes glistening in the moonlight, and says "I don't know what we are, but it's doesn't matter, as long as we're still friends". "Oh yeah, we're definitely still friends" I chuckle.
I lay back in a daze, and say "guess I've gotta wash these sheets now".
He just bursts out laughing and says "oh, you're so cute!".



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