*This is not necessarily how I would recommend going about trying anal, but it’s the story of my first time.*
We had a pretty instant sexual connection the first time we hooked up. He put his hand up my dress in the Uber and then bent me over his kitchen island, fucking me hard while I grabbed the edge of the counter. My face and tits cold against the marble, pussy and ass hot from his fucking and slapping.
He had this beautiful apartment overlooking a nice part of the city. Meanwhile, I was working three jobs and living in the kind of apartment where the kitchen is so tiny you can’t open the dishwasher and stove at the same time.
He texts me to come over a couple days after I stayed over for the first time.
I’m on my period, but he’s a good cuddler and the thought of just hanging out on his couch watching a movie sounds really nice. Who knows, maybe I’ll give him a blowjob in the morning.
*I did not end up giving him a blowjob…*
I go over to his place and will myself not to say anything about his apartment or generally nice life. *Act cool. Act cool. Act cool.*
We’re cuddled up on his couch, and he starts feeling me up. I figure I need to give him the heads up I’m on my period.
“That’s okay,” he says, waiting a moment before finishing his thought, “I want to fuck you in the ass anyway.”
I’ve never done that before. Not because I’m opposed, just no one has ever asked.
I turn the question over in my mind as he’s pressing his thumb against my asshole. It feels pretty good actually. No one’s ever done it to me.
“That feel good?” he asks. I’m squirming under his thumb.
I moan and say yes.
He’s circling his thumb around my asshole. His other four fingers are cupped around my pussy and I start grinding my clit against his hand.
“Get yourself close for me,” he says.
I squeeze my eyes shut and feel… anticipation. I can’t wait, actually. Something new. Nerves are all on fire, thinking about doing something I’ve never done before. I’m whimpering and rubbing myself hard against his hand. I’m pretty sure his thumb is hooked inside my asshole now, I’m rubbing into that too. My hips move forward to press my pussy against his hand and then backward to feel his thumb deeper inside my ass. I rock between both pleasures, I have to go slow because if not, it would be too much.
He slowly pulls his hand away, making me gasp when his thumb pops out.
“You miss something in there now, don’t you?”
I nod my head.
“Do what I did,” he says.
He covers one of my fingers with his mouth and wets it before lowering it and pressing it to my asshole. We lock eyes while he starts moving my fingers around my asshole.
“Stretch yourself out for me,” he says.
My finger is in my ass now. I feel the tightness of pushing inside and imagine what it must feel like for his cock.
“Good,” he whispers in my ear. “Keep going.”
He gets up to go to his bedroom and comes back with a bottle of lube. He stands above the couch and tells me to lie flat.
“Spread it for me,” he says.
I do as he says, wanting to open wide for him. He gets ontop and puts his cock against my asshole. Then, lube all over everything. His hands, my hands, and his cock, all spreading lube all over my ass. One hand is on my lower back, the other guiding himself in. It’s too tight and he can’t get it in yet.
“Put your fingers inside,” he tells me.
I do it. I want him to fuck me in the ass so bad now, I push my fingers inside, opening myself up for him. I feel his cock against my hand and slip my fingers out. Immediately, he presses the head of his cock to my asshole, filling in the hole left by my fingers. My asshole tightens around his shaft like it’s swallowing it whole.
He presses slowly until he’s balls deep in my ass. The sensation almost makes me come right there. When he starts pulling out… fuck, now I get it. This is what getting fucked in the ass feels like. All I can do is moan and spread my asscheeks for him.
His strokes are slow, letting me get used to it.
I look over my shoulder and say,” you can go harder.” I’m ready.
His hands replace mine on either cheek. He thrusts hard and and an electric feeling goes through my entire body. There is no other place I could be.
This is not like regular sex, where your mind can wander if you want. You can think about other people, other fantasies. If you’re not into it, you can think about your grocery list or whatever other boring thing is going on in your life. With anal sex, *you are present*.
My entire being feels like it’s pivoting on his cock. His whole body is against my back now, pushing me into the couch. I know I’m a mess, I’ve been moaning and pressing my face into the cushions the entire time.
I’m so turned on by getting fucked in the ass, I’m already there. I rub my clit for not even ten seconds before coming so hard with this mans cock in my ass. As soon as I come, it’s like a spell breaks and the sensation is too overwhelming. I need him to come. I beg for him to come in my ass, to fill it up like it should be filled.
I can tell this is putting him over the edge. I turn over my shoulder and watch him about to come. His grip tightens around me and his cock feels even harder and fuller. I can feel it twitch, desperate to empty into me. “Please,” I whisper.
He thrusts really deep, balls all the way up against my pussy, and I know he’s coming inside me. He shudders and his body loosens, his head drops and he relaxes.
He pulls out and lays next to me, completely spent. We’re both still in that after fog.
Later on I tell him, “That was my first time.”
He stops in his tracks. “What?”
“That was my first time,” I repeat. “Doing anal,” I add.
“Oh my god. Why didn’t you tell me?”
I shrug. “I dunno. I figured I would see how it went, and just go from there.”
He laughs. “You’re insane.”
“I mean, it’s basically how I go through life.”
“Right. That’s how life ends up fucking you in the ass, too.”
It’s been really fun, but he wasn’t wrong.
Source: reddit.com/r/gonewildstories/comments/uepiai/he_fucked_me_in_the_ass_without_realizing_it_was
This was 🔥🔥🔥
I swear, this part ride here gave me a serious erection. This is one of the hottest things I have ever read..
*”This is not like regular sex, where your mind can wander if you want. You can think about other people, other fantasies. If you’re not into it, you can think about your grocery list or whatever other boring thing is going on in your life. With anal sex, you are present.”*
Really hot story, great start to your anal experience, just be careful and use plenty of lube all the time
Holy moly
OUTSTANDING WORK. Incredibly well written. Thank you.
That was 🔥🔥🔥
Yes well written!!
Ok seriously wow. I read it, read it again and then just read it to my wife. She is now getting a cock in her ass tonight, not because I want to which I do but because she demanded it. Thank you for sharing. Very well written.
Holy-
I wish I could do this
That sounds really sexy though.
This is such a great story and one of the best pieces of writing I’ve seen on Reddit in a long time. I hope you wrote more ❤️
Incredible writing, well done. 😩
AHHHHH-mazing😈💦🤭
Great story.
How’s this the first time I’m reading a story by you? This is excellent and very well written. I’m subbing to your account.
Hope for more
Your writing style makes me dive into the story. Really enjoyed reliving your experience with you:)
[M] I think I need to try anal with another man… Wow
Not recommended? No way. This is easily a fantastic way to do your first time.
Dude actually used lube and didn’t just ram it right up your ass without your input. Nevermind how you communicated about what you needed, and when it was ok to not be so gentle.
Get some!