What was your first anal experience. Did you like it?

What was your first anal experience. Did you like it?

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I discovered anal before actually jerking it. I'd just stick fingers, pens, pencils, whatever up and enjoy that. Felt absolutely amazing to like 11-12 year old me

no but my grandpa liked.

and yours OP?

>be me
>give qt3.14 a ride to work
>she gives great road head
>angle is bo tho
>bucket seats make it awkward
>put leg up on dash
>get surprise in asshole
>starts prostate massage
>cum in 30 seconds
she made me smell her finger afterwards

Who's penis where you sticking up your ass at age 12?

Fag

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Young, naive and new to 'the big city', went to some bars, hooked up with some people, went to a club with them, took some x.

Absolutely tripping balls, one of the guys took me to a quite corner to 'chill'

Slides his hands down the back of my jeans and starts to play with my asshole.

Next thing I know he's knuckle deep and I'm kind of enjoying it

I that's true, that's pretty amazing - did it get you hooked?

don't finger my own asshole, but i do give myself enemas. sometimes a chick will stick a finger up there every once in a while. sometimes i ask for it when i'm drunk. never found a chick willing to go further (pic related)

I think I just discovered it at the age of about 13 or so - started watching porn, and probably thought anal looked good, so just tried with fingers in the shower, and all 7 years later, I still enjoy butt fun every so often

>be me, 25 yo user
>pretty twink body, naturally smooth
>horny af, post ad on CL to bottom because why not
>older daddy answers, not fat, big thick cock
>arrange to meet at his hotel
>way too nervous, research on being a good bottom
>clean everything out, head over to hotel (pound a few beers first
>arrive, he asks if I'd like to shower
>get in, he starts scrubbing me and then makes out with me and suck nipples like I'm a girl
>walks me over to the bed
>I lay on my stomach
>big fat cock pulsing in front of my lips
>"Suck my cock user"
>moves his dick in and out of my mouth
>he pushes me into a 69, me on top
>I'm sucking his cock, his tongue is working miracles on my ass
>"your pussy is delicious user"
>my dick is diamonds
>he flips me on my back, straps on a condom, puts my legs up by my shoulders
>I feel his fat dick fill me up and I gasp like a girl
>goes slow for about 5 minutes, then faster and faster until his hips are smacking against my cheeks
>do doggie, cowgirl (boy), side by side, then back to deep pounding
>I feel his breath get more rushed, dick harder
>"oh shit user"
>pulls out dick, pulls off condom, shoots all the way from my hips to my face
>"sorry user, I was aiming for your belly"
>I was jerking my own cock so he put two fingers in my ass until I nearly shot a load on the ceiling
>get dressed, have some beers, go home to gf

In fairness, I'm so eager to do more butt stuff with my gf (both me on her and her on me). We've both eaten each other out that way, but haven't gone further, though I still play with my ass alone

Hot

You slipped in the fact you had a gf pretty slyly

>gave a girl a ride home from work
>she said she would cook me dinner for driving her home
>ok
>tell her i'm going to go take my after work nap
>brings me to her room
>i wake up to her sucking me off
>she hops on top of me and hold me down
>she told me she will be right back
>tells me to get on my hands and knees'
>ok?
>she sticks a strap on
>kind of hurts relax butt
>starts fapping to it
>shoot a big load
>i even got dinner just she didn't have hot sauce just hot pepper flakes

Extremely, phenomenally painful; and yes, loved it. It was everything I'd hoped it would be.

can you not read?

Ahhhh shit.

not my first by a long way, but the one I always laugh at is an ex-gf with a strapon.

because the ex-girlfriend is nowadays my ex-boyfriend.

well THAT explains why sh- er, _he_ liked strapons...

It only hurt because he went too fast, too soon. If he had eased into me more slowly then i wouldnt have a fucking hemroid.

Hi i from russia. let's questions

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i cant anal

Fingered myself after reading a trap doujin when I was in my teens. Absolutely loved it, for a while whenever I took a shower I'd spend a good while just fingering myself, trying to work my way up to fisting.

Started watching porn early teens and used a sharpie with babyoil on my ass pretending to be the pornstar. It made me feel like a slut but I really liked it. Became hooked to it.

this is the ultimate guide be very careful dangerous in the wrong hands
vimeo.com/210862415

When I was 12 I put Marbles up my Ass and now I stick Bad Dragon dongs up there...

Very same, i used zucchini or carrots

it was awesome and now can only cum with my ass, pic related;after a good fuck

>got in relationship
>fucked multiple times
>one day she "jokingly" puts finger in ass
>was against it, not because it didn't feel good but thought it would be seen as "taboo or non manly"
> flash forward to still dating same girl 3 years later and now every few weeks she uses strap on

First fingers, then cucumber. 10/10

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okay

>17
>older neighbour catches me watching him fap through his window
>knows I'm gay
>have little "meets" where we use our bathrooms at the same time to show off to each other
>invites me in to join him
>do
>tells me I'm cute, blossomed into a cute guy etc
>asks if I've touched, been kissed etc
>no
>asks if I wanna try
>yes
>sit on bed and rub, grope each other
>kisses me
>proper kiss
>flips me onto belly, stuffs face in my ass
>loves the smell, keeps doing it
>get naked with him, kissing and frotting
>start 69ing
>his hands are on my butt as he deepthroats my cock
>struggling to suck his dick, hes cool with it
>end up sucking and jerking while he fucks his mouth with my cock
>cum, sooooo goood
>eventually he cums
>tastes real salty but swallow it anyway
>lie on bed with him as he gives me butt massage
>tells me he wants to see more of me
>asks me to visit again
>yeah will do
>sends me back home to bed
>keeps my PJ bottoms
>lie in bed all horny and unable to sleep
>eventually fall asleep
>wink at each other as I pass him the next morning

Post more?

I used to use sharpies until I start sitting on empty bottles

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Can you gap?
Btw im diamonds

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checked, also keep posting

a bit dont really have any pic or vid gapping tho

post more baby.

Fuck, i want you in your knees spreading your ass

i pleased my anus several times and i loved it. back when my knees allowed it i stretched it really wide by sitting on and inserting really large objects. i'd love to be fisted once but wifey says no to anal of any kind.

Gay* experience

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keep posting please

I started playing with my ass in 6th grad sticking random things in the there fingers, small wooden baseball bat, I looked all over the for random things to shove in me.

When did you start fucking your boipussy?

i was playing with my ass begore playing with my dick i was around 8-10 i guess

i find it a bit disappointing that, as soon as we are talking about anal experiences, everyone suddenly posts ugly male asses.
i love sticking objects up my arse and i wouldn't even have a problem getting fucked but looking at male assholes? not a turn on.

Be me
I'm with my gf since 2 yo
Time sex and try to get anal
It was so long and painfull
Finally jerk off in her ass
Feelbadman.jpg

Inadvertently turned into a booty call for a college dorm dude.
Before he moved, I probably took several liters from the guy--I shouldn't have to specify what of :p

. . . and yes, I enjoyed it, obviously.

me and my childhood friend would finger eachothers ass eventually trying fruits and vegetables. we would use each others cum as lube. great times

GOD
HATES
FAGS

Post moar

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my only anal experiences are the natural ones --- defecation and farting.

and you're gay

THANK
GOD
FOR
AIDS

with an old man when i was 16
loved it
pic related