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Your first anal Experience
Discussion - started by Nilan, posted on 25-Apr-25 11:28PM
Hey Guys,
What about your first Anal experience.
Ladies which Hole is giving better fun…
Like to hear from you all…
And some tips for new guys who want to try…

Showing comments 447 through 496 out of 496 comments

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Posted on 31-Dec-25 1:09PM
I'm thinking of pain factor. My bum is fit and tight
Posted on 31-Dec-25 1:12PM
Lots of proper lube and going slow is my understanding
Posted on 31-Dec-25 1:16PM
Would love to find the right guy and give it a shot. Hopefully I can get him hard
Posted on 31-Dec-25 1:17PM
Judging by your profile pic I do t think gtting him hard will be a problem
Your hot asf
Posted on 31-Dec-25 1:19PM
Thank you for the confidence boost xxx
Posted on 31-Dec-25 1:20PM
Maybe we should get a room xxx
Posted on 31-Dec-25 1:22PM
It would be fun
Comment #454 by Alwayhorny in response to the main topic
Posted on 1-Jan-26 10:17AM
I can honestly say after exsperinceing anual from guys and chick's over the years there are only 5 times wile being fucked that has hit my g spot twice by a man and three times by a chick. With my exsperinces id have to say start with honest talk about each other's desires and expectations it really helps all involved to jump on the same page after all every one is different. First anal exsperince was when I was 16 with two older guys it holds very pleasant memories
Comment #455 by yourstouse1973 in response to the main topic
Posted on 1-Jan-26 7:14AM
I have made a couple of attempts bareback but find it uncomfortable even with plenty of lube. But I still want to practice so I can fulfill my sissy goal of having an alpha male cum inside me. Hard finding who can host in Hamilton and work with me to achieve being bred. Very frustrating
Posted on 1-Jan-26 7:20AM
It can be frustrating and you will probably have more bad experience than good ones it's like I said every one is different with expectations but eventually someone will find your g spot
Comment #457 by Subbum in response to Alwayhorny ( view post )
Posted on 1-Jan-26 7:25AM
Even the worst fucking I have been given was enjoyable
Comment #458 by Alwayhorny in response to Subbum ( view post )
Posted on 1-Jan-26 7:45AM
Pm me i you want
Comment #459 by Butcha in response to Stanch69 ( view post )
Posted on 1-Jan-26 9:55AM
I don’t think getting him hard will be a problem either. You sound like fun. I hope it goes well for you. Xx
Posted on 1-Jan-26 10:07AM
Same here
Posted on 1-Jan-26 10:14AM
Same I have been wanting to try it but can't find someone in my area
Comment #462 by Butcha in response to Chchrosscoe ( view post )
Posted on 1-Jan-26 10:17AM
Would be fun.
comment #463 was clobbered
Comment #464 by Butcha in response to Awhiimy ( view post )
Posted on 1-Jan-26 10:39AM
Nice
Comment #465 by Stanch69 in response to Butcha ( view post )
Posted on 1-Jan-26 12:10PM
Thank you xxx
Comment #466 by Butcha in response to Stanch69 ( view post )
Posted on 1-Jan-26 12:18PM
And remember foreplay,foreplay,foreplay.(f or you)Be selfish for a change,😘.xxx
Comment #467 by Stanch69 in response to Butcha ( view post )
Posted on 1-Jan-26 2:45PM
I love lots of foreplay Butcha. xxx 😘
Comment #468 by Butcha in response to Stanch69 ( view post )
Posted on 1-Jan-26 10:29PM
Yip so do I…even if I’m the giver. Nothing like it. 💦
Comment #469 by Demoman in response to the main topic
Posted on 2-Jan-26 7:11AM
My 2nd anal experience was with a tyranny, was only going for a blow job but ended up.givibg my ass over. Lubed up.good, had a big cock so slowly worked way inside, I was on my side with legs opened wide. Said don't cum.in me started fucking me and I.loved it, said cum.in me and it felt so good.
Comment #470 by Stanch69 in response to Butcha ( view post )
Posted on 2-Jan-26 7:36AM
That so hot. Would love to please you xxx
Comment #471 by Gliese581 in response to the main topic
Posted on 2-Jan-26 11:04AM
My first time was with a tranny. It was her first time too. I am a top and even though it was awkward and difficult for both of us, it was a fantastic experience and I have never looked back. We met up semi-regularly over the next few years until she moved out of my area. Needless to say we got a lot better at it.
Posted on 2-Jan-26 11:49AM
👍
Posted on 2-Jan-26 12:33PM
🔥on
Comment #474 by PDC in response to Chchrosscoe ( view post )
Posted on 9-Jan-26 9:23PM
Always worried about being inexperienced and fucking up, not knowing what to do and being a newbie
Comment #475 by Subbum in response to PDC ( view post )
Posted on 9-Jan-26 10:36PM
Just relax and enjoy it.
.it is very addictive
Comment #476 by PDC in response to Subbum ( view post )
Posted on 9-Jan-26 10:48PM
Sure, just need to find someone patient...
Comment #477 by Guilty-pleasure in response to PDC ( view post )
Posted on 9-Jan-26 10:59PM
Pity I wasn't closer I have plenty of patience
Posted on 10-Jan-26 2:25PM
it's been that long, I think it'd need a crowbar. not patience these days
Comment #479 by Sexy_Red_247 in response to PDC ( view post )
Posted on 10-Jan-26 3:34PM
What do you think can go wrong? It’s sex - it’s honestly the least serious thing.
Comment #480 by tony59 in response to Sexy_Red_247 ( view post )
Posted on 10-Jan-26 3:38PM
sex is sex yummy and fun
Posted on 10-Jan-26 3:41PM
There's a lot that could go wrong.
Having a first experience with someone didn't take the time and patience so that his first experience would not put him off for life.
And staying safe and getting an STD.
Comment #482 by PDC in response to Sexy_Red_247 ( view post )
Posted on 11-Jan-26 12:41AM
Unknown territory for me so something new to get used to both physically and mentally.
Posted on 11-Jan-26 12:34AM
we already know from earlier you didn't think making sure it's a comfortable size for a virgin was a thing to be careful about.
I KNOW I could not have handled 7-8ins first time
Comment #484 by Sexy_Red_247 in response to PDC ( view post )
Posted on 11-Jan-26 9:47PM
I understand new for sure - but thinking something can go ‘wrong’ isn’t helpful. I mean…unless you somehow pick a complete c*nt who has no respect for it being your first time & just rams it in without warning (pain for 15 seconds max) then honestly, it’s sex…nothing can be wrong in consensual sex - different or uncomfortable or surprising but so long as you’re always communicating it ain’t gonna be ‘wrong’.
Posted on 11-Jan-26 9:51PM
Firstly, I wasn’t talking to you. Secondly, length has zero impact on virgin ass - girth makes a difference for sure to comfortability - are you the weirdo that wanted to measure anuses & penises to ‘match’??? How did that work out for you?
Comment #486 by Subbum in response to Sexy_Red_247 ( view post )
Posted on 11-Jan-26 11:05PM
I like length over girth
Posted on 12-Jan-26 2:14AM
wow the modern 'boss babe' female.
Your aggressive manner is really working for you on here isn't it?
Posted on 12-Jan-26 7:08AM
Well said
Posted on 12-Jan-26 11:20AM
The messages in my inbox + the balance in my bank account says YES it’s most definitely working
Posted on 12-Jan-26 4:58PM
so messages in your inbox, just like the immediate 'bank account' brag, are meant to impress and make you look superior?
whenever you disagree. you don't discuss, you attack the person and demean. That is generally the defensive behaviour of an insecure person.
Eg: "are you the weirdo that wanted to..."
enjoy your life, I'm sure it's a wonderful thing to be you
Posted on 12-Jan-26 5:05PM
Well put.
Posted on 12-Jan-26 10:21PM
Yep
Comment #493 by Subbum in response to 01James ( view post )
Posted on 12-Jan-26 10:23PM
No need to be nasty....that's her job
Posted on 12-Jan-26 11:16PM
Don't be a dick. It is easy to see what she was meaning. Stop trying to take offense at a comment that was not meant to cause offenxe
Comment #495 by 01James in response to Raisin ( view post )
Posted on 12-Jan-26 11:19PM
that cuts both ways
Comment #496 by andyandy in response to the main topic
Posted on 13-Jan-26 5:18PM
I have had women offer anal after they knew me and could trust me . Some women are just not interested. My experience is to take time and not rush just push very slowly gently with lube. Once in and relaxed can move a little faster. Have a shower near by

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