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When did you first have anal?

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I really suggest practicing by yourself - with fingers, whatever. It makes it a lot easier to fit "other" things in there.
;)
 
Yeah you need to practice on yourself. And don't let any sadistic top jam his corn into your hole like that again. You can get some real damage.

You want to be shitting on yourself (uncontrollably) every time you fart?
 
My first anal was when I'm 19 yo and it was only for a second too because I felt some sort of pain. When I was 20 yo so one year later, it was with my boyfriend and It was some kind of revelation.
Now I prefer sucking 10 guys per night in gay tubs hihhihi or being taken by a couple of guys.... You're welcum...
 
14 y/o with my 18 y/o cousin. It didn't hurt because he used his fingers to loosen me up and he had me sit on his cock as I controlled the entry. He was very gentle, patient and used lots of lube. Yes, using a Dildo will help you gain confidence that you can handle a cock without pain.
 
I had anal sex for the first time when I was eighteen. The first time I was penetrated I was 19.
 
The first time, I was 12, and he was 16. It only lasted for a second because I thought I was going to piss the bed!

The second time, I was 13, and he was 12, but he only had 2 1/2 inches, so I don't think that even counts.

The third time, I was 20, and he was a couple of years older. He had 9 thick inches, and it went it like a breeze. To his credit, he rimmed me, lubed me, and stretched me with his fingers. All the same, had I known that 9 inches should be difficult for my essentially revirginalized ass, it probably wouldn't have worked. My point is that alot of successful and enjoyable anal sex is mental. Lubing, stretching, and experience is one aspect, but mental relaxtion, mental comfort with the situation, and confidence are equally important.

The only other time I ever had significant difficulty was somewhere in the late 80's. I was in a bit of a horny craze, and neither of us had a condom. I was going to let him do me anyway, but my a-hole sealed itself up tighter than Fort Knox. My old 2 1/2 inch friend wouldn't have gotten in there. Some other part of my brain was still thinking, and that inner fear of HIV caused me not to be able to relax (thank goodness), and it gave me an impenetrable hole.

A fear of pain could cause the same difficultly. So, do the lubing, stretching, and condom, but be aware that the rest is mental. You've got to relax your hole from inside your brain. Also, instead of letting your next partner insert, put him on his back, get on from the top, tell him not to thrust until you're ready. You control the extent and speed of the insertion, and all of the initial thrusting. Get it right a time or two and that confidence will take you a long way. Happy humping!
 
I was 12 with my 16 yo brothr he was gentle and used lots of lube and his fingers to loosen me up wont say it was great the first time but it got better
 
I was 8. At that age my parents friends kids and I took baths together. It did not take long to figure out the lubricating properties of the water and soap.
After that I was hooked on other boys. We had lots of fun and prepubescent orgasms.
Funny that We engaged in anal first before trying oral.
Unfortunately, most of the boys I had sex with as a young boy turned out straight.:(
 
I took it up there for the first time when I was 18....it was only in for a second, until I begged for it to be taken out because of the pain, same with the second time :P
Did anyone else have this problem? How does anal feel for you? Do you enjoy it?

My first time was the shit and really blew me away.

It didn't hurt when he slipped it in and it took a while to get accustomed to it in my ass, but after a few thrusts i felt a wave of ecstasy from my prostate and it was like heaven. i probably spent the twenty minute fuck session moaning in delight. I guess anal sex is not everybody's cup of tea, but to me getting a prick up my ass is one of life's great pleasures.
 
so sorry , i never had my anal fucked ...still virgin...but my cock is made to pleasure others...
 
While attending school it was outside off-campus near where I lived.............
 
A couple of months ago I bottomed for the first time, and out of my stupidity it was with a guy who over 9 inches and beercan thick. Not at all trying to brag because this was just stupid on my part. I don't even think I took the entire thing, but somehow he did get it in and there's wasn't much just but shitton of discomfort. I went soft and just begged f or it to end. I almost came out emotionally scarred from that, haha.
 
Twenty-six. He couldn't stay hard enough. He went in easily though. There was zero pain.
 
I was 19. Didn't really hurt. Just a little uncomfortable. The thought of it was what was hott. I liked being the top more, but I won't have any hesitations to bottom. It's really not that bad and can be really fun. But yeah I'm more of a top.
 
It was during my junior year in high school. My boyfriend and I had a wonderful zone of privacy where we could explore all the possibilities of showing our deepening love for each other. One afternoom he was particularly attentive to my rear and on an impulse I told him to keep going. With lots of time with lots of lube he was able to lodge himself firmly in my butt; there may have been some discomfort but I was so overtaken by the sheer joy of having reached this union between our bodies that any discomfort was soon forgotten in the session that followed. I do recall that in the afterglow I was particularly emphatic that this was something I would want again. My enthusiastic appreciation of our first anal sex made him eager to have me initiate him into the pleasure of this communion of our bodies; a task that I gladly undertook two days later.

My general view is that anal is not for everyone. It takes lots of time, patience, and plenty of good lubrication. AND, THESE DAYS IT OUGHT NEVER TO BE DONE WITHOUT A CONDOM.
 
With a ex fuck buddy 2007 i always fuck him in the ass we decided to turn the tables. It felt strange it dint hurt or anything he has a 8 inch cock
 
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