Meatloaf once sang: "I would do anything for love ... but I won't do that." For me, "that" has always been anal sex. Oh, sure, I'd given it the old college try, in an unbearable episode punctuated by a lot of pained yelps and gritted teeth. I felt trapped in an episode of "Oz" and swore I'd never do it again.
The girlfriends I surveyed on the subject apparently feel the same way -- been there, don't want to go back. Which made me curious -- is fifth base just a guy obsession? For it to be so popular, there must be a few elusive women who actually like it, so I set out to learn their secrets.
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Easing Into It
"I love anal sex," confides Heather, an erotic blogger, though that hasn't always been the case. "I was worried it would hurt, it would be messy, he wouldn't respect me after. For me, the most important part of getting comfortable with the act was actually discussing it with my lover," she explains.
Heather's mind shift was a gradual one that started with the two of them doing research into the act online to get more info. "We talked over the potential issues and how we would deal with them." After that, the couple broached the topic during phone sex, which helped Heather get more comfortable with it while also being turned on.
When they finally got to the act, they started with just some tickling of the back door, then sliding himself just a little way in -- but still paying attention to her other erogenous zones. "He would still stimulate me to orgasm while he was doing this, making me associate the feelings with orgasm."
"A trick he taught me is to push out when I wanted to tense up. Pushing out actually relaxes the muscles and will draw a finger or penis in when I release the 'pushing,' bringing him in naturally. Experimenting with positions has also helped, as well as lots of play during 'normal' sex and oral, which helps keep me relaxed even when we haven't had anal in a while."
More Tips
Intrigued? I turned to Claire Cavanah, co-founder Babeland, a female-focused sex store, for more advice.
1. Ease into it. To really enjoy anal sex, it helps to seduce the area. That tight circle of muscle can be like a traffic cop on a one-way street. You have to get it used to the feeling of something coming up the other direction. A lubed finger circling the outside during foreplay relaxes the muscle and prepares it for entry.
2. Start small. Once you're relaxed, gently introduce a finger, slowly, with lots of lube. As the muscle loosens up, you're ready for whatever toys or anatomical parts are next. Breathe deeply, and relax your mind as well as your butt.
3. Do a dry run. It's worth getting to know how you're going to feel and how your body will react. Why not practice before the big day -- maybe even with a toy like the Little Flirt. By adding rear entry to your masturbation routine, you'll get to know the territory on your own before exploring with your partner.
4. Keep your senses intact. A cocktail to loosen up can help if you're anxious, but don't get tanked. Alcohol impairs your judgment and can lead to mistakes, like going for it when you don't want to, pushing through pain, or skimping on lube. Keep your wits, do what feels good and only what feels good, and you'll have no regrets.
5. Keep your sweetie in the loop. Communicate with your partner all along the way. He can't read your mind, and if you're both new to anal sex, he'll certainly want some reassurance that he's on the right path. A good lover craves positive feedback and gentle direction, so let him have it!
Tell Us: Have you ever had anal sex and loved it? Any tips we missed?
Beth Brennan frequently covers sex and relationships for Lemondrop -- sometimes even under her real name.














Comments:
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Thursday 20 August
By Julie
"He would still stimulate me to orgasm while he was doing this, making me associate the feelings with orgasm."
---Are you a dog being trained?
The fact that this act requires so much effort and preparation just shows how unnatural it is. And yes, I fall into the "been there, hated it and never want to do it again" category.
Reply
Monday 31 August
By Seamorebutts
Julie you probably have a really nice derier and it drove your boyfriend crazy and he just needed to see what it was like. Im sorry that he put you through it and you did not like it. I just want to know how he talked you into it because i have yet to be that succesful in a relationship. They always say NO!!
Wednesday 07 October
By Eric
hmm ok julie and thats why you're reading an article on it
Wednesday 07 October
By Julie
I read the article because I was bored at work, and I'm a very sexual/perverted person. I like discussing sex so I commented on the article. I wasn't reading it as a "how to" guide, since I've already read those before I tried anal.
Monday 23 November
By Iris
I'm sorry you had an unpleasant experience with anal play. I know that for an intelligent woman it brings up a lot of feelings of "submission" and all that other garbage. Would you feel anal play was unnatural if a woman only did it to herself during masturbation, or if the stimulation didn't result in the man having an orgasm? I think the biggest blockade to enjoying anal stimulation is that people hear "anal" and they think it means "his dick goes in her ass" when it should be about so much more than that. Just having the ring of muscle rubbed gently during oral sex can be extremely exciting and arousing, and during masturbation it definitely spurs many people (men and women) on to stronger orgasms. And nothing that's been done for thousands of years and is done by other mammalian species is unnatural.
Wednesday 02 December
By Marc R
You fell into the "I hate this category" cuz u didnt have the right partner. I have been with quite a few women who never had done "backdoor excursions" b4 and now they love it!
Tuesday 05 January
By Opinions_resemble_assholes....
@Julie
Apparently shes an open minded individual who's willing to actually give something a fair shot (pay attn, this part is key) with someone who actually knows what they are doing. It sucks you obviously had your cherry popped by an idiot with no clue what he was doing, to be honest the only one here being a bitch is you.
Thursday 20 August
By Katie
Add don't go from anal to vaginal without changing the condom and/or washing up.
Reply
Monday 12 October
By JuDy
Soooooooo true!!!!! :(
Thursday 20 August
By anthnyshaniece
You go girl. YOU are good for liking him for who he is.
Reply
Thursday 20 August
By mags
"Unnatural", ridiculous. If it's done wrong, it sucks. Very much like regular sex. If it's done right, well it's way more fun. Maybe you still won't be crazy about it, but at least give it a fair shot.
Reply
Thursday 20 August
By katherine
Wow, that is a LOT of effort to please a man...I honestly cannot understand why a woman would go to all these lengths for something if she wasn't curious/turned on by the idea. I doubt many men would.
Reply
Thursday 27 August
By Uhm... Anti Feminazi
Wow.. Your a bitch.. SOOOO basically what your saying is lovers dont do things to pleasure eachother? Im 14 and im a guy and ive let my love do some crazy shit to me. Not fun but you get more comfortable and it adds alot more intimacy to a relationship which is obviously something your relationships lack considering you fail to grasp what a real relationship means and your poor feminist ideas like " I doubt any man would do that" really? really. Your a joke. Dont ever comment again.
Thursday 27 August
By kali
To Katherine,
"I honestly cannot understand why a woman would go to all these lengths for something if she wasn't curious/turned on by the idea. I doubt many men would."
Apparently you are not aware of the current popularity of the phenomenon known as "pegging".
Wildly popular among the guys of all walks of life these days, pegging is when the female partner straps it on [it being a dildo-aka-fake penis] for him and his pleasure.
It's my understanding that they appreciate it more than females.
Most risky in this sense girls: If he likes the fake one so much..don't think he's not going to be receptive to the real thing.(~_*)
Wednesday 21 October
By steve
Ill bet your a hottie lolol
Friday 21 August
By Julie
Mags, you must admit that vaginal sex is only occasionally painful, maybe for a moment or two, while anal is almost always painful, unless you put a lot of effort into easing the discomfort.
Reply
Friday 28 August
By John
I wanted to explore anal with my g/f at a young age. She ended up in tears. I REALLY like it . . . OBVIOUSLY! Nevertheless, I wanted her to want it as well. Did some research, and came up with most methods listed here. The thing that really seemed to work the best was DISTRACTION! I would pleasure her orally until she was about to orgasm...then stop suddenly. Next....would switch between some random positions for a while for a "cool off" for her. Next...Doggy style...my fav! And you women have to admit....you all love a good pounding from behind! BE HONEST! EVERY woman I have been with loves the pounding! Anyway.....I pound until she is on verge of climax again...retreat.....give her the reach under...go to town until my wrist is about to fall off...usually as she's about to climax (all the while playing around the "forbidden zone" with lube).....then begin my entry to the rear! By this time she (all of them) were so worked up....they were EAGER to fill another hole. I am serious about this for all of you guys reading. If she is worked up enough..SHE WILL NOT CARE! You just have to make sure that you take care of HER needs first....that is what women really want. And they all cum HARD by this time...and SO DO I! SSSOOOOOO HOT! The key is not losing it yourself in the process! Seems to be best doggy-style....but that is the easiest position for me to lose it myself ...like most men i would presume! There is something just TOO hot about a woman face down and ass up! : ) Hope this helps some of you! Try it out ... and let me know! Also....don't ask.....just do...but slowly...if she doesn't want you to...she will let u know. Women like to be dominated (whether they admit it or not). When a man starts making a plea to do such things....it loses it's luster, gives her too much time to think about it, and messes up the WHOLE ROUTINE! Don't ask = 99% chance of allowed penetration! Don't believe? Try and see for yourself! GOOD LUCK! Ladies....feel free to go change your panties! ; )
Friday 21 August
By unknownannms1
Hey Girls,
Play with your clit and finger yourself while your guy is in there. And you will feel great!!!
Reply
Friday 21 August
By jackie
I found laying on our sides helped keep the pressure off and lots of lube and pushing when he is entering helps alot then once he is in and it feels good then the both of us roll over on my stomach.
Reply
Friday 21 August
By kait
i dig anal, especially with you place a vib on your clit at the same time.
Reply