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despite what others are saying on this board, anal sex can be quite enjoyable, It is most commonly painful when the guy is unexperienced or the girl is uncomfortable. The girl absolutely must be relaxed, if your tense its never going to work. A good amount of lube is almost always required to get very far. The easiest method I have found to stimulate a good feeling and relax my g/f is to run the end of my penis on/around the rim of the anus. Most of the sensation you get is from this area.. patience is a must, it won't always work, some days its just not going to happen.
For the record, I can think of 4 girls that I know that enjoy anal sex. I have had partners that had never tried it, were curious, and enjoyed it alot. So its not just a porn thing, but if you try it like they do in a porn movie it won't work, you will end up in pain.. those girls are stretched and over experienced..
drop the anal intercourse but keep the anal stimulation to the point it is pleasant.
the anal passage is not meant for things go up it, it is an exit only. from my years of nursing i have put they smallest meds up there, and the patients have always said it was painful. so you use your imagination. also one of my friends tried it and said it wasn't worth the effort and was messy afterwards.
Lube and more lube. Make sure he goes very slow from the start until you are comfortable. It can be a pleasurable experience for both of you if done correctly. NO rushing.
Yeah, don't do it.
Start slow and start small (fingers) so you can get used to relaxing your muscles down there. The less you resist (difficult because it's almost like an involuntary reflex) the less it will hurt.
Also remember the old saying: Too much lube is almost enough.
you can also try clitoral stimulation during anal sex. it helps you relax and puts your mind elsewhere while your body gets used to the stimulation where it's not used to it! I find it really helps!!! Because once my husband is in, I LOVE it.
Relax, be patient and realize that you will probably like it once you get used to it. Use lots of lube, and take lots of time. Many women even have orgasms from it.
Its supposed to feel like your going to the bathroom.
I think done right - you might actually go. The best time for a man is when your full - then it is totally warm and soft.
Use an enema or glycerin suppostiories - like 5 of them - then when you can't hold back - penetration is easy.
I tried it with ky and it felt like I had to go to the bathroom.I tried it like 7years later with a dude that was much bigger without lube and it hurt like hell,I tried it again with this dude with baby oil and it still hurted but not as bad,this dude loved it and I still can't tell why.The most comfortable postion is flat on my stomach,and you must relax.
I would have to agree with everyone else. Lots of lube and really slow. They have this great product called anal ease you can buy from the sex toy parties or amazing stores.
Lots of cocktails and plenty of lubricant.

the most important thing is for you to control the situation,the first few times will hurt but go slow a little at a time with plenty of lube.sweet almond oil (pure) is a great lube to use cause it's natural.i find on your side is best to start & make sure your partner is patient & gentle it will take a while before it's really good to do it with out pain & or discomfort. make sure even when your a fully fledged butt monkey you still take it reasonably easy as you dont want to damage anything! just make sure you want to do it for yourself.
It will be pinfull the first times, but it will get better and better. To minimize pain make sure your boyfriend is gentle, use lots of lube,
make sure he dosnt pull all the way out everytime Once he`s in make sure he stays in..( because the outermost part is the most painfull)
I find lying on my side, where he can stimulate the clitoris is the best.
again ..make sure you remember the lube .. and dont move from anal to vaginal sex with out a shower.
It has never been messy in my experience just make sure your clean.
i tried it for the first time a year ago with my boyfriend. it was the most painful thing ever the first couple of times. you should find a comfy position. like on your back with pillows under your lower back so your back is arched a litte ( if ind this position very comfotable and i get the most pleasure from it) while you are having anal sex, have him (or you) use your fingers or a vibrator to stimulate your clit and it makes is very enjoyable. one more thing: get really drunk the first couple times ;)
Sorry, no suggestions, tries it a few times, and was unable to go through with it cause it hurt so much. Guys swear that girls all over the world love it, but reckon that is just in porn!
Try it if you want to, but only if you are comfortable.
Just have him go really slow and don't go deep. Don't go deep. All the way out and back in and repeat. It's all about your pleasure. You set the pace. If he puts his finger on it while you're having sex it'll blow your mind.
Ok this is my 3rd post on this lol, I wanna tell every girl to buy this: http://www.amazon.com/Toys-Antibacterial-Desensitizing-Anal-Benzocaine/dp/B000L62QAA This will make anal sex so much better for you!! De-sensitizing lube, numbs only your anus and not his cock. Apply 5-10 minutes before penetration. Good luck :)
LUBE LUBE LUBE AND MORE LUBE!!!!! and go slowly at first. My first experience with anal and we used was spit and I didn't like it. One day my husband came home with actual anal lube and it was so much better. can't express enough. If you think you have enough lube on there, put some more on.
The first time I had anal sex was with my first girlfriend. It was very special. I layed on top of her and stimulated her with my middle finger. I inserted it a couple of times and lubed her and I up. Then I used my left hand to spread her cheecks apart and I used my other hand to rotate the tip of my cock around her opening. I did this for what seemed like an enternity. We were both getting really turned on and then when i slowly plunged my prick into her waiting hole about two inches she let out this moan of pleasure. I kept it slow and steady. Taking my time. I worked it in and out. As I kept on going well...
if you need anymore advice you can e-mail at stuwatson76@yahoo.com
Get Really Drunk First !
You have to be VERY RELAXED, he can not just force his penis in or he could seriously damage you. LOTS OF LUBE is the best advice. I luv anal sex it is a different type of feeling....also it should not hurt, if it does than something is being done wrong. Google anal sex and good practises, find a good site that gives u step by step instructions. Trust me I know they r out there :) hope it helps!
Get some ky first!Then see if you can take 1or2 fingers in the ass.If you can, make sure you are well lubricated and make him go slow.Give him a signal like tapping him on the arm if you cant take anymore,as men sometimes get excited and are not paying attention:-)HAVE FUN!!!!!
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this is 100% accurate and true
by Lost Boy on January 9th, 2008