I have heard from several women that anal sex is amazing, but every time I try it with my boyfriend, it
hurts so much that he can’t even get it in. I just don’t understand why any woman would like this?1 And
why do men want to do it so much? Every guy I’ve ever dated has wanted to try it, but my boyfriend is
the first one that I’ve ever actually let try. Please help! Should I just tell him to give up already or is there
something I can do?
Dear Anal Virgin,
First and foremost…congratulations on even trying!! For so many women, it’s an automatic no to their
partner(s), which is a shame because anal sex can be very rewarding!
For many women, anal sex can deliver more intense orgasms than vaginal sex. This is, in part, due to the
positioning of anal sex wherein your partners penis is, potentially, able to hit the elusive g-spot and/or a-
spot, anterior fornix erogenous zone. The a-spot is commonly called the female prostate, as it is located
in about the same are that the prostate is located in cisgender men. Both the g-spot and the a-spot are
theorized to be zones associated with the internal parts of the clitoris, the vestibular bulbs. On top of
this type of clitoral stimulation, there are a great amount of titillating nerve endings near the anus itself.
Finally, from an emotional stand point, many women may find that anal sex creates a deeper intimacy
with their partner, as some women choose to only have anal sex with a partner they trust and allowing
them to enter a space that only certain persons can go.
As to why so many men seem to want to try anal sex, the answer varies. Some like it because the anus
may be a tighter than the vagina, thereby creating more stimulation to the penis. Some like it because it
feels taboo and that seems exciting. Some men may feel more special or closer to their partner when
engaging in anal sex for similar reasons that some women like it. Still, other find that it makes them feel
more dominant in the bedroom. As these are just a few of the possible reason, I suggest talking to your
boyfriend and asking him what anal sex means to him.
While I never want you, or anyone, to do something they are wholly against or uncomfortable with,
there are some that you can do to improve your anal sex experiences. First, you must use a good
lubricant!!! I suggest a silicone based lube, but any quality lube with aid just fine. Never use spit or water
as a lubricant. And keep adding more lube, as needed, throughout the entirety of the anal sex
experience. Second, toys and/or fingers to train your anus. Start with a small, thin butt plus or specialty
anal trainers or even just the tip of a finger. Then gradually increase the size of the toy until you can
handle one that is about the same size as your partner’s penis. Third, with either toys, fingers or penis,
go SLOW! You can massage the anus opening before penetration. Upon insertion, take deep breaths and
work on relaxing your body and your anus with each SMALL push inward. Finally, make sure your bowels
are empty before getting started. This will make you feel more comfortable, overall, and decrease the
likelihood of any surprises.
Fun tips- you can practice anal sex and anal training on your own, so when you are ready, you can teach
your partner how you like it. Always remember, you never want to insert anything into your vagina that
has been in the anus without a thoroughly cleansing first. And I highly suggest not inserting anything
into the mouth from the anus without a thorough cleansing. The anus will contain some fecal matter
which contains bacteria that is unhealthy for the vagina and stomach.
Best of luck to you and to anyone trying anal sex for the first or even fifth time!
*Disclaimer: this is not meant to act as or replace therapy in any way. Questions sent in may be edited
for de-identification purposes, length, and/or grammatic coherency.
To send in a question email Jen at JiggyWithJen@gmail.com
To schedule a therapy session with Jen Reeves, please call Houston Relationship Therapy at 1-800-913-
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