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Your first time anal experience

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By *un-adventurous OP   Man
over a year ago

winchester

Was it good or bad?

Mine was with a women I had been seeing for a few weeks, had this had never come up.

We were in the missionary position, and I was about to enter her, when she told me to wait.

She then wiggled a little under me and repositioned my cock and told me to push slowly, but hard.

I did as I was told!

I pushed hard against her unlubbed ass hole and first nothing and then slipped all the way in.

It was fantastic for both, and what I remembered at the end, after I had cummed deep inside her, was when I withdrew, my cock was coated with cum, which she loved

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By *naswingdressWoman
over a year ago

Manchester (she/her)

Awful. Indescribably painful. Put me off for well over a decade.

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By *oreverTwinkMan
over a year ago

San Antonio

Oh fuck yeahhhh...push that sloppy cock in my whore mouth so i can taste my asshole Daddy.

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By *rixie_BlondeWoman
over a year ago

London (She/Her)

Incredible pain, lots of blood, I told him to pull out which he did and then the idiot slid straight into my pussy so I had a ripped arse and a uti for the next month

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By *inkyDom96Man
over a year ago

Yarmouth

Mine was great at the time, it was my first serious gf we were 14 but looking back it was probably rubbish, but being a rampant horny teenager that had no idea what he was doing I enjoyed every second…literally

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By *lenderfoxMan
over a year ago

Leeds

With my then GF when I was 18/19

We'd talked about it for a while, took it slow. Turned out she enjoys it

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By *ax19862002Man
over a year ago

Ayrshire

Girl a was seeing was an animal in bed. Told me after a week that she enjoyed it. That was weekend after a night out. She got on top of me on the sofa as we were going at it she pulled it out and slipped it in her ass. Was amazing she grinded like fuck on me and I was playing with her pussy she squirted all over me. Hot as fuck

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By *helamontsCouple
over a year ago

Edinburgh

Went very well for both of us.

Plenty of preparation and slid in slowly.

She came after 2 strokes, think I lasted about 10 strokes ...

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By *un-adventurous OP   Man
over a year ago

winchester


"Went very well for both of us.

Plenty of preparation and slid in slowly.

She came after 2 strokes, think I lasted about 10 strokes ... "

My fist time, she gushed after about 30 seconds, first time I had experienced a women gush and I came a couple of strokes after that

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By *ewsexycplCouple
over a year ago

Midlands

Took our time, lube, go slow and used a butt plug before.

Love anal now, not all the time but it's a lovely intimate session when it happens!

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By (user no longer on site)
over a year ago

Honeymoon @ Paris 80s

Visited porn cinema.

Back to hotel, olive oil for lube.

Fingered her ass as I licked her.

She lay back, legs over my shoulders, slowly penetrated her anus.

Slow turned into quick, she urged me on and she orgasmed which made me cum.

Being doing it ever since.

She took mine later on with a dildo.

Years later had a real cock.

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By *owcuriousCouple
over a year ago

se

Mmmm love anal. Do it so often can’t remember the first time any more!

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By *andTVTV/TS
over a year ago

Cambridge


"Mmmm love anal. Do it so often can’t remember the first time any more!"

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By (user no longer on site)
over a year ago

We still trying

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By *ykinkyCouple
over a year ago

cleethorpes

My was with my brothers mate in the sand dunes he was 19 and I was 16

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By *ister_EMan
over a year ago

Hayling Island

She was 40 years older than me and I was living with her and her cuckold hubby as her lover. One night she lubed us both up and then slowly sat on my cock. Guiding me into her ass, she took me easily but felt so tight and it was so different from her pussy she had a filthy mouth and kept talking to her hubby about how good it felt as she slowly fucked me while rubbing herself. It was everything I could do not to cum instantly lol she then re-positioned and sat on me backwards, and made her hubby lick her out as she squirmed and wrigged on my cock.

When she came I exploded like never before and filled her arse with my cum.

It became a regular feature of our play especially DP, although only I was ever allowed to fuck her bum. It was off limits to cucky

The only anal he ever got was when she wanted me to fuck him, but thats another story ..

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By *he ass man 666Man
over a year ago

paradise city

Ngl I was all over in a flash lol 18 year old and couldnt believe my luck few strokes and I was done

But that’s what first times are like and I’m a seasoned pro now lol

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By *llie AssMan
over a year ago

South Yorkshire

My first anal experience was good, but I was well prepared - douched, shaved, lubed... It taught me that I love the psychological thrill of being *fucked*

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By (user no longer on site)
over a year ago

Technically still waiting lol

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By *achel SmythTV/TS
over a year ago

Farnborough


"My was with my brothers mate in the sand dunes he was 19 and I was 16"

That sounds like it could have been abrasive! Xx

R xx

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By *nightsoftheCoffeeTableCouple
over a year ago

Leeds

Bad!

Pressured/nagged into it, zero lube he kept going even when I said no I don't like it, carried on regardless & ended up at the drs the next day with a very cut arsehole.

The pressure & nagging for anal continued as well as him trying to shove it in for a few years until I divorced him, totally put me off him in any sexual way whatsoever.

The fact he thought it ok to try and pressure someone until doing something they didn't like then proceed regardless of their feelings made me loose any feelings at all.

Mrs

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By (user no longer on site)
over a year ago

First gf loved it. We did it all the time. She wasnt on the pill and so if we had no jonnies,up the bum it went

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By (user no longer on site)
over a year ago

My first time was an accident he rammed it in the wrong hole apparently, I literally cried.

Then the first real time it amazing.

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By *otsossieMan
over a year ago

Chesterfield


"My first time was an accident he rammed it in the wrong hole apparently, I literally cried.

Then the first real time it amazing. "

I knew I knew you from somewhere!

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By (user no longer on site)
over a year ago


"My first time was an accident he rammed it in the wrong hole apparently, I literally cried.

Then the first real time it amazing.

I knew I knew you from somewhere!"

Lmao cheeky

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By *ose-tinted GlassesMan
over a year ago

Glasgow / London

The first time I did it was an accident, really. But it was pretty fucking good for us both and became a regular part of our sex life together. I never did admit to her that I hadn’t planned to do it, because she was so very turned on by the idea of me wanting to and going for it.

She even wrote a blog post about how hot it was that ended up winning some sort of ‘sexiest piece of writing’ award.

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By (user no longer on site)
over a year ago

First time was painful and due to both of us being inexperienced, vaseline was used rather than a waterbased lube.

Added to the fact he was rather large, I bled and left lol

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By *ustBoWoman
over a year ago

Somewhere in Co. Down

Horrific and violent and not consensual. No prep no lube just someone who decided he wanted it and didn't matter that I didn't and was crying at him to stop. Like someone above said above it ended up with a not so pleasant visit to the doctor the next day and then to be told I was over reacting it was just a bit of rough and tumble from my partner at the time who did it. Who to this day will deny he did anything wrong.

I despise guys who pressure for it and I despise ones who claim it just slipped in by accident because guess what without lube or prep it doesn't it takes force and it hurts badly when you decide to do it.

And yes it took many years for me to trust anyone enough to even try it again.

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By *xfordjohnMan
over a year ago

Oxford

My first time was an accident. I was so d*unk on my wedding night I got in the wrong hole (luckily we had been living together for some time beforehand so it wasn't the real first time). My wife told me about it afterwards, saying she was curious when she realised what was happening and it was OK. We did it with more prep and pleasure thereafter, hence DP was an obvious move once we started meeting other guys.

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By *r_magic_tongueMan
over a year ago

Hull

Have introduced several ladies to the pleasures of anal. It seems a lot of women have had bad experiences or heard of friends having bad experiences, and that puts them off.

I find best way is lots of pussy play 1st, give the lady a few orgasms to get her feeling great and relaxed. Then plenty of lube, tease with fingers and toys before slowly starting with the cock.

I've found, after ladies get used to the sensation, they're usually asking for it hard and fast.

It's great when she has her 1st anal orgasm, that look of shock on her face. Priceless

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