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How can I make anal sex pleasurable?

Tagged as: Sex<< Previous question   Next question >>
Question - (3 July 2012) 7 Answers - (Newest, 18 July 2012)
A female United States age 30-35, anonymous writes:

Ok ladies, how do you make anal sex more comfortable? Ive been with my boyfriend for 3 years and I would love to try it and enjoy it but it just hurts so much! My man hasn't been real pushy about it since the first few times we tried and failed miserably but I know he would love it if we could make it work. What suggestions do you have for making it more pleasurable and less painful!?

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A male reader, IHateWomanBeaters United States +, writes (18 July 2012):

IHateWomanBeaters agony aunt@soveryconfused,

if you are talking about my technique in reference to the part where you say DO NOT FORCE IT, reread what I wrote.

What i said was, when the woman is ready, at that point the guy thrusts in, not "anally rape her".

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A female reader, So_Very_Confused United States +, writes (5 July 2012):

So_Very_Confused agony auntthis is how I was taught:

have a glass of wine (i.e. RELAX)

lots of foreplay

you lie on your belly with pillows under your hips.

LUBE

LUBE

and MORE LUBE

once he is ready YOU are in charge...

he presses against your anus... but he does NOT force himeself in....

YOU press back as much as you are comfortable. Hopefully the tip slips in easily... then WAIT... do NOT move... talk a bit... stay excited but calm. He's IN but not all the way.

THEN when you feel ready.. push back a bit more... just a bit... then stop... rest... talk some more... and wait till you are comfy...

then YOU push back more....

keep doing that a bit at a time till he's entered you...

it can take a LONG time this way... it's not a fast thing...

oh and for health he should wear a condom as an e. coli infection of the urinary tract in a man is NASTY....

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A male reader, IHateWomanBeaters United States +, writes (4 July 2012):

IHateWomanBeaters agony auntShe said that she wants to make it happen. Let her explore.

Fingers while having sex, before, my technique, etc. all are safe bets,.but taking it slow, doing stuff.to climax, conditioning by do inf something you lie a lot along with small, slowly replacing it with anal etc. all work.

Find your approach and try it. An open mind, trust,.desire,.and doing it right.can take you anywhere.

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A reader, anonymous, writes (4 July 2012):

Have him start by using his fingers first. That's what me and my man are doing. It is weird and can be painful if rushed. Use lube! And also you can start using your fingers on yourself in the shower so you learn to relax and accept the idea.

Also have him give you a massage. A legit one. It has to be all about you so you can relax.

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A female reader, person12345 United States +, writes (4 July 2012):

person12345 agony auntWhen he's about to enter you from behind, take his penis and move it down a few inches so it goes into your vagina instead. If anal sex hurts, then don't have it! Why on Earth should you suffer while your boyfriend enjoys himself when there's a perfectly good hole just a few inches away that won't hurt and feels equally good? The vast majority of women hate anal sex, so it's not like you're being unadventurous or something.

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A male reader, IHateWomanBeaters United States +, writes (4 July 2012):

IHateWomanBeaters agony auntImagine you are on your side, and their forearm and bicep are cradling your neck, applying just enough pressure to how you like it. They are kissing your neck and mouth, their right hand is playing with yo ur breasts and their left hand is stimulating you clitorally and vaginally as they . All of this is going on while they are pushing their lubed up cock against your lube up ass and pulling back (not pushing in, just up against the opening, slowly acclimatizing you), they repeat this action for 5 minutes 15 minutes or an hour. However long it takes to get you acclimatized. Then they say hold my hand and kiss me no matter what. As you are in mid orgasm while being kissed, they push and thrust until they climax.

Not focusing exclusively on what you fear is what will get you over your fear.

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A female reader, aunt honesty Ireland +, writes (4 July 2012):

aunt honesty agony auntUse plenty of lube. My guess is you are not comfortable enough because you fear that it is going to be painful therefore you tense up meaning your muscles tighten up and therefore it makes it more painful. You need to make sure that you are extremely relaxed and turned on. Wearing a condom may make it easier and make sure you use plenty of lubrication or even vaseline.

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