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Anal confession
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By (user no longer on site)
over a year ago
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as with meny people wasn’t good at all
Guy was rough didn’t take it easy put me off it for a little while
tryed again was pretty much the same
Wasn’t till the 3rd guy who took it easy to start with and worked up to the rough stuff and didn’t try to ram it home straight off the bat before I started to injoy
4th guy was back to not injoying again trying to ram it home right from the get go
Lesson learned
Now alway pre prepared before meets ie butt plug in or 5 to minutes with dildo
That way I am all ready pre worked up just incase
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By *otSoPoshWoman
over a year ago
In a ball gown because that's how we roll in N. Devon |
It was wonderful. I was already shaking and weak from the previous couple of hours of sex, totally relaxed, and he was wonderful with his fingers at the same time. So gentle... and fuck me I loved it. |
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Unbearably painful. Since then a lot of men have said “they didn’t do it right, I know how to do so you will like it” and of course left me bleeding for weeks after. Now I just say no, full stop. Him having a great 10 minutes isn’t worth me having months of broken-glass like pain after |
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"Unbearably painful. Since then a lot of men have said “they didn’t do it right, I know how to do so you will like it” and of course left me bleeding for weeks after. Now I just say no, full stop. Him having a great 10 minutes isn’t worth me having months of broken-glass like pain after "
Bet you I can  |
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By *iasubTV/TS
over a year ago
Ilkeston |
"Unbearably painful. Since then a lot of men have said “they didn’t do it right, I know how to do so you will like it” and of course left me bleeding for weeks after. Now I just say no, full stop. Him having a great 10 minutes isn’t worth me having months of broken-glass like pain after "
I have had the same on my first experience. It was awful the pain is insane! Completly understandable why you dont anymore |
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By *otSoPoshWoman
over a year ago
In a ball gown because that's how we roll in N. Devon |
"Unbearably painful. Since then a lot of men have said “they didn’t do it right, I know how to do so you will like it” and of course left me bleeding for weeks after. Now I just say no, full stop. Him having a great 10 minutes isn’t worth me having months of broken-glass like pain after
Bet you I can "
Seriously? She said she says no and that's your answer?
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"Unbearably painful. Since then a lot of men have said “they didn’t do it right, I know how to do so you will like it” and of course left me bleeding for weeks after. Now I just say no, full stop. Him having a great 10 minutes isn’t worth me having months of broken-glass like pain after "
You barricade that thing up with pieces of wood crookedly nailed across your cheeks!
And maybe a sign saying guard dogs patrol this anus… |
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Transcendent! Had a brilliant night in a hotel with a manager at work I'd fancied for ages. Warmed me up beautifully then had me lying flat on my front while he hooked his ankles round mine and though it was a littke painful at first, I soon relaxed and it took my mind elsewhere! |
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By *ullyMan
over a year ago
Near Clacton |
What was your first experience like?
I was dead lucky, I was y0ung supple and desperately wanting to to get a dick in me, My best friends gay brother obliged, he was about 4 years older than me and experienced, so it was not to painful and what pain there was very soon turned to pleasure. This was in his flat over his shop literally overlooking Eros in Piccadilly London, I was looking out of the window as he worked his way in and I was looking into the eyes of Eros, I swear that bloody statue winked at me. That was my first and only time with him. I later had a fling with a nice guy who liked sex to be more like making love than a rough shag so I was well pleased.
Most important is plenty of lube and add more if if it feels a bit like burning. I prefer water based non perfumed moisturiser as it lasts longer and add a drop of water and it's well slippery. |
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By (user no longer on site)
over a year ago
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It was horrible. He was rough, didn’t do anything to get me ready so it hurt.
Put me off for ages, until I ditched him and tried with a new person, I love it now  |
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By *iasubTV/TS
over a year ago
Ilkeston |
"It was horrible. He was rough, didn’t do anything to get me ready so it hurt.
Put me off for ages, until I ditched him and tried with a new person, I love it now "
Amazing how this seems to be a common theme |
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By *m3232Man
over a year ago
maidenhead |
Only done it twice. First time was t girl I used to see with her friend in a threesome. Her friend had a thinner cock and managed to get it in a fuck me for a bit until I had to say stop. Second time was with the other t girl with a much fatter cock and we had tried a few times before and this time got it in. Still a bit uncomfortable and haven’t done it again as haven’t found the right time or been asked again. |
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By (user no longer on site)
over a year ago
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Receiving, not great but thankfully I learnt that it can actually be great and very intense.
Giving, I'm still not entirely sure what I made of it the first time. It's one of those things that in my mind, with the right person could actually be very sensual, erotic and unbelievably sexy.
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By (user no longer on site) OP
over a year ago
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"Receiving, not great but thankfully I learnt that it can actually be great and very intense.
Giving, I'm still not entirely sure what I made of it the first time. It's one of those things that in my mind, with the right person could actually be very sensual, erotic and unbelievably sexy.
"
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"Unbearably painful. Since then a lot of men have said “they didn’t do it right, I know how to do so you will like it” and of course left me bleeding for weeks after. Now I just say no, full stop. Him having a great 10 minutes isn’t worth me having months of broken-glass like pain after
Bet you I can "
Stupid comment of the day winner. Horrific answer |
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By (user no longer on site)
over a year ago
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Initially, definitely painful and put me off for a while. But then several years later tried with a different person and had a much more enjoyable experience |
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By (user no longer on site) OP
over a year ago
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"Initially, definitely painful and put me off for a while. But then several years later tried with a different person and had a much more enjoyable experience "
Vaginal or anal sex? |
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"I enjoyed it, I tend to ask people before any sex happens if the rear entrance is open for entry or not.
Please tell me that's actually what you say..."
I usually ask if they're no holes barred, I'm not joking either  |
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By *otSoPoshWoman
over a year ago
In a ball gown because that's how we roll in N. Devon |
"I enjoyed it, I tend to ask people before any sex happens if the rear entrance is open for entry or not.
Please tell me that's actually what you say...
I usually ask if they're no holes barred, I'm not joking either "
You're my favourite
(This status is subject to change when I remember you won't do me anyway  )  |
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"I enjoyed it, I tend to ask people before any sex happens if the rear entrance is open for entry or not.
Please tell me that's actually what you say...
I usually ask if they're no holes barred, I'm not joking either
You're my favourite
(This status is subject to change when I remember you won't do me anyway ) "
It's good to know before |
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I don't really remember much, it was a long time ago before I'd had vaginal sex! We took our time and did it a few times so can't have been too bad!
Lots and lots of lube and being in full control to start with is how I like it, it's only the faffing about with preparation that prevents us from doing it more! 
Cherry x  |
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I know I made light of this up above with a jokey answer, but in reality I was very lucky. The first time I tried anal (giving, before you ask) was really gentle, really easy, and really enjoyable for both of us, despite being completely unplanned. We enjoyed it enough to do it again. And again. And again. The girl was a writer and there’s a beautiful blog post out there somewhere immortalising that first night.  |
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By *adyJayneWoman
over a year ago
Burnleyish (She/They) |
My first time was completely unplanned, totally unprepared and we didn't have lube...
I was young (legal age of consent I'm sure) and he was some years older than me, I'm not sure if it was a genuine 'whoops I didn't mean to do that' or not... But I bloody loved it...
I'm a little bit of an anal slut and I think it was always going to be on the cards cause it turns out my butt is greedy, I very rarely, if ever need lube. |
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By (user no longer on site)
over a year ago
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"Unbearably painful. Since then a lot of men have said “they didn’t do it right, I know how to do so you will like it” and of course left me bleeding for weeks after. Now I just say no, full stop. Him having a great 10 minutes isn’t worth me having months of broken-glass like pain after
Bet you I can "
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By (user no longer on site)
over a year ago
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guy promised me a grand time , was crap , I suppose he enjoyed himself which was seemingly his sole intention .
Since then I've had 1/2 pleasurable encounters that included anal (discussed beforehand) |
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By *ad NannaWoman
over a year ago
East London |
Not great.
He'd gone on about how he couldn't believe I'd never had it, because I was over 40, and he sounded experienced.
In truth, he didn't know what he was doing and stopped after he went in a couple of inches.
He didn't try to warm me up beforehand either.
We never tried it again. |
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Male here. My 1st time was an extreme experience as 1st guy it was tight and hurt but after 2nd guy I was relaxed and bloody loved it and once all finished I was totally ruined and but totally hooked. Partner loves using our big strapon on me when we can and actively looking for multi men to fuck me as she watches |
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The first time I received anal I was being pegged. Once it slipped in I enjoyed it, luckily the dildo wasn't too girthy. I came very quickly. The first time with a guy was the following morning and it was her boyfriend who fucked me. Again, his dick wasn't overly girthy so it slid in nicely.
The next time wasn't so pleasant, the guy was very girthy and it hurt. Over 20 years later and I still struggle with a girthy cock. |
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First time was awesome for both of us. It was done as a surprise from her.
Walked into the house and she was wearing a bath robe and took me upstairs. Started kissing and before too long pushed the robe off her shoulders to the floor.
She climbed on to the bed on all fours and once I had undressed managed to have normal sex with her until I finished.
After this she pulled me out and pushed me into her ass which was difficult to get into but very slowly started going in. We both managed to relax into it and ended up finishing in her ass. |
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By (user no longer on site)
over a year ago
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First time receiving was being pegged and it was great actually. With my partner at the time, lots of foreplay and build up. Then I was restrained, lubed and fucked. I enjoyed it that much that I ended up being a bit of a power bottom and asking for it harder and deeper as we continued on. Just thinking back to it gets me hard and throbbing  |
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By (user no longer on site) OP
over a year ago
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"Not great.
He'd gone on about how he couldn't believe I'd never had it, because I was over 40, and he sounded experienced.
In truth, he didn't know what he was doing and stopped after he went in a couple of inches.
He didn't try to warm me up beforehand either.
We never tried it again. "
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By (user no longer on site) OP
over a year ago
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"I enjoyed it, I tend to ask people before any sex happens if the rear entrance is open for entry or not.
Please tell me that's actually what you say..."
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By (user no longer on site)
over a year ago
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The strap on was neither good nor bad really just different. The last time I did it was A woman's fist which is still quite a large item to accommodate, so my eyes watered a little and performing daily ablutions the next day or so wasn't the most comfortable experience ever.  |
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By *vmarisaTV/TS
over a year ago
Motherwell |
My first time was with a very experienced patient older well hung married guy with original popr's. Loved it and the orgasms from it ever since, although being pegged by a busty female with her hard nipples burrowing into my back is a very special feeling indeed. Mx |
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