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Is it painful first time anal

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By *antienic OP   TV/TS
3 days ago

nottingham

First time anal is it painful 😒

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By *lan82Man
3 days ago

North Hykeham, Lincoln

It can be.

It all depends.

Second time can be too.

Or even the tenth time.

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By *onstant.Man
3 days ago

Middlesbrough

Wasn't for me. Was definitely pain free.love being fucked now .can't get enough.

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By *dstefiMan
3 days ago

Solihull

Just go really slow, at your pace not the other guy's (although if he has any decency he'll go gentle as well).

Plenty of lube. Then some more.

I find I relax best and get the most pleasurable feeling when straddling then riding. Doggy doesn't work for me because I don't like the feeling of not being in control so it's harder to relax.

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By *ewBrumBiMan
3 days ago

Birmingham

Yes

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By *oxleyMan
3 days ago

Wetherby

Yes

Gets better !!!!

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By *dstefiMan
3 days ago

Solihull

Have you practiced with a dildo? I fucked myself loads of times before ever getting a real cock up my arse.

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By *acoffjim300Man
3 days ago

Conwy

All depends on the top

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By *ndsotobedMan
3 days ago

Towcester

It’s not like a woman losing her virginity! Get yer legs open, get some cock up you. Feels so good

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By *4 fitTV/TS
3 days ago

walsall

Wasn't for me..lube,nice n slow ...practice with dildo

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By *ornybisubslutMan
3 days ago

Coventry

Lots of lube, lots of patience and lots of communication. It shouldn’t hurt. If it does hurt tell him to use more lube if he won’t tell him to stop.

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By *aria_dreamgirlTV/TS
3 days ago

Stockport

Yes it can be but plenty of lube helps.

If you are very tight use a butt plug or dildo first.

Large and girthy cocks can be especially difficult.

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By *lan82Man
3 days ago

North Hykeham, Lincoln

And if he doesn’t stop..

.. a swift knee to the family jewels will make him stop..

Or a nice kick

Or punch

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By *unjoMan
3 days ago

london


"First time anal is it painful 😒 "

Only one way to find out.

Come to me.

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By *adame BootsTV/TS
3 days ago

Tetbury

Didn't enjoy the first time, second time hurt, then a guy did it right and it didn't hurt, it felt like every hair on my body coming alive, I came again by being fucked.

Find the right guy is my advice.

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By *ishop666Man
3 days ago

ls19

Mine was easy

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By *havxladMan
3 days ago

Manchester

In short .. its a pain in the arse x lol. Done correctly its amazing I suggest lube and a syringe lube to lubricate inside correctly, and ask him to masturbait you at the same time if not you do it, the mixture of pleasure an pain its intense and incredibly xxx enjoy

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By *nyonethereMan
3 days ago

Aberdeen

Vs be painful every time of your not ready for it, but don't let the pain out you off because that same pain will eventually turn to pleasure and you'll be hooked on anal sex for all time,I'm a 69 year old faggot and still feel some pain and I've had loads of cocks in me

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By *4 fitTV/TS
3 days ago

walsall


"Yes it can be but plenty of lube helps.

If you are very tight use a butt plug or dildo first.

Large and girthy cocks can be especially difficult."

I absolutely luv your wardrobe x

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By *ampell1Man
3 days ago

Liverpool

Was for me first time

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By *ustOneBearMan
3 days ago

Neath

It was for me first time. Only for a minute or so. Did not stop me wanting more. Still like getting fucked after I’ve cum as I like how it hurts.

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By *dstefiMan
3 days ago

Solihull

Honestly while working up to it with firstly small toys then more realistic size dildos, yeah it's a new and unusual feeling that can feel like pain even if you take it slow.

I was well practiced and thoroughly douched by the time I rode my first cock though and even though it was quite thick, once I'd lubed it up for him, wanking it with plenty of coconut oil and then myself, I was more than ready and straddling him, feeling his bell end start to spread my arsehole then the thick shaft sliding in and the feeling of absolute fullness, it was epically erotic and felt really good and not painful. Good enough that I was able to switch positions and have him take me missionary as well.

There's so much mental stuff going on around even if just playing by yourself: will it hurt? will I be clean or make a mess? Then with somebody else, am I going to get used selfishly and hurt by them? You can only address those by practicing on yourself, learning to douche and making sure your first time is with someone you trust.

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By *hrissy cumslutTV/TS
3 days ago

near yatton

[Removed by poster at 10/01/26 16:46:40]

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By *ubsteffTV/TS
3 days ago

Portsmouth

Practice makes perfect I find x

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By *ickSeekerMan
3 days ago

Canterbury

It was awful for me, throughout from beginning to end, and quite a few subsequent occasions as well (same guy) - logical, as I was still very sore and not fully healed from each previous encounter. Maybe it was his clumsiness but also my fearful predisposición. Anyway, it wasn't wonderful. Still, 34 years later, I'm still at it🤦🏽‍♂️. As per various posts above it seems it doesn't have to be like that so I guess I got the long (ehem!) end of the stick! 😖

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By *etro manMan
3 days ago

manchester

It’s been sometime since I tried so have to let you guys know

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By *orthampton mature bottomMan
3 days ago

Northampton

Yes!

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By (user no longer on site)
3 days ago

In some measure depends on the size of your anus.

Rather like cocks, we are all different

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By *ssexBtm39Man
3 days ago

Maldon

I’d say depends on size, my first wasn’t painful at all

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By *BlinzMan
3 days ago

Tameside

Doesn't stop me though

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By *lasbiMan
3 days ago

WH


"And if he doesn’t stop..

.. a swift knee to the family jewels will make him stop..

Or a nice kick

Or punch"

Trying to picture which position the bottom is in where kneeing the top in the balls is possible…

Answers on a postcard…

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By *ammiTVTV/TS
3 days ago

Inverness

Only one way to find out x

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By *damb00Man
3 days ago

Leicestershire

At first it was but once you’ve opened up a little it becomes enjoyable, make sure you choose someone who has patience and understands how to break a virgin in

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By *atureguyDMan
3 days ago

carlisle

My first time, I was really ready…. I was relaxed cos it was what I was there for…. My top made me feel really comfy….. prepared me really welll…. Plenty of lube and fingers to warm me up…. And the next thing I knew he was pushing inside me….. felt amazing….. deffo noticed the difference….. anal isn’t really a “quickie” thing for me….

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By *ryanything7oMan
3 days ago

redcar


"Only one way to find out x"

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By *ocknoviceMan
3 days ago

Lincolnshire

Only ever heard guys groaning in what appears to be abject pain

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By *uxbritMan
3 days ago

hemel hempstead hertfordshire

If you have a dildo I’d highly recommend using that everyday to help train your hole

Training will ensure you can take dick without any pain unless it’s like a 10” monster Lol

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By *ubmanpaulMan
3 days ago

near ripon

My first time was a long time ago with a much older man but he was very gentle and lubed me well I won’t lie as his helmet push through into my hole it hurt but he went slow and after a few thrusts I was in heaven

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By *airybear52Man
3 days ago

Lincoln

Spend several weeks training with a dildo to get used to the initial penetration and learn to relax.Once ready for the real thing use lots of lube. You will still feel some discomfort as the top enters you which I would describe as a firm punch to the stomach that makes you go ooh but then as the fucking begins it is pleasure all the way.I still get the ooh when being penetrated even after a dozen times being entered

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By *tevieboiMan
3 days ago

Middlesbrough

i love the pain

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By *oxleyMan
3 days ago

Wetherby

To be serious….

Don’t use a dildo, use a small or medium plug to practise.

A cock squeezes down as it enters, a plug has a bulb and a smaller shaft - perfect for practise.

As you approach the first time - enjoy, slow, work up to it. A finger or two, maybe a a plug.

Best position I think is bottom on left side, right leg up. Top spoons and slowly presses.

As he does - push down as though you are going to fart 🤭🤭. Relaxes the bud and lets him in.

Yes, it hurts a bit. Part of the enjoyment 😘

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By *jw58Man
3 days ago

Newport

It very much helps if you both care about each other and want to please each other equally .

Relaxing is easier if the person you are with means something to you .

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By *i_guy_WBayMan
3 days ago

Whitley Bay


"First time anal is it painful 😒 "

Yes and it’s wonderful

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By *Vbi47Man
3 days ago

wolverhampton

Pleasurable pain though

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By *hagmenowplsMan
3 days ago

Hereford

Queen, pain is so close to pleasure

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By *unguy2429Man
3 days ago

worthing

I can’t say painful. But enjoyable

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By *ravelguyMan
3 days ago

Ipswich

My 1st...and so far only time..last year,wasn't painful,a little uncomfortable to start with,but he took his time and soon he was balls deep and I was pushing back..loved it and want more

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By *al6OMan
3 days ago

hornchurch

I rode the first time , then on all fours took him deep , he was girthy and quite big loved it

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By *airyrettoMan
3 days ago

North Notts

It can hurt, the key is lube up your arse and his cock, then he must take it very slow at first, then once your arse gets used to it a few after he few minutes he can go to "pound town" on you but not at first, I am still tight after 12 years since my first time, I've had 5 inch wonders and rode a ten incher, I have met thick dick guys before, that big like a beer can thickness that I can only do a lick job on too girthy only met three of those,usually the guys just ok or just right, if the chemistry is good, he's got and knows hot too fuck right, then you'll have a great time.

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By *V ShazTV/TS
3 days ago

Haydock

My opinion on this. Those first 20 Strokes must be small slow and easy ,Plenty of lube

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By *-skinMan
3 days ago

Weymouth

Nice bit of lube.

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By *crsubguyMan
3 days ago

Manchester

Yes but there are some tricks to make it less

Painful. Also depends on who is fucking, what their motives are.

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By *ilke500Man
3 days ago

edinburgh

Only if you do it with the wrong guy

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By *wadbisexualMan
2 days ago

Castle Gresley

Depends on a number of factors.. message me privately & we can discuss those factors

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By *S74Man
2 days ago

bury

Yes it can be, but doesn’t have to be.

Id taken a few and some were ok and some not painful just uncomfortable and not much sensation.

Then I took a guy who was about 5” and was lubed and that’s when i first got’fucked’ and felt very good but when I rode a 8” lubed and bb that was unreal.

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By *iimmybMan
2 days ago

Widnes


"Vs be painful every time of your not ready for it, but don't let the pain out you off because that same pain will eventually turn to pleasure and you'll be hooked on anal sex for all time,I'm a 69 year old faggot and still feel some pain and I've had loads of cocks in me"
I love the 69 year old faggot quote

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By *ojanglesMan
2 days ago

mk41

It’s not always the length that will make it uncomfortable for you it’s the girth of it as someone has said on here get used to a dildo starting with a small one and work your way up only you will know how you will feel

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By *weddolMan
2 days ago

Chester

No, it's not meant to be painful, but a lot of guys try to make a virtue out of being bad at sex, which is probably why their wives don't want to be fucked by them either.

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By *ere4funMan
2 days ago

glossop

It’s more about your mentality than physicality. The more relaxed and hungry for it, the less it hurts. The brown bottle helps too.

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By *ndy61hMan
2 days ago

Plymouth

Yes.

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By *ldmanMan
2 days ago

Rawcliffe Bridge.


"Wasn't for me. Was definitely pain free.love being fucked now .can't get enough. "

It wasn't painful for me either.

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By *oanne..TV/TS
2 days ago

DONCASTER

If he knows what he's doing and uses plenty of lube no

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