The New Intimacy

Holy painful anal...advice?

Skip to last post
Set alerts
Updates
Forum search
Contributor: ShadowedSeductress ShadowedSeductress
We have tried anal sex a few times before and it was painful. We prepped a lot more this time, and used a toy that was close to the size of his penis. I was relaxed and we were both well lubed. It was still super painful.

He was gentle and patient. Managed to get his whole penis in but it was too much so he pulled out some. It wasn't painful when he had the head in and it actually started feeling kind of good!

Problem is he's one of the guys who's head is smaller than the shaft of his penis. I honestly don't know what to do. I don't see how we could possibly prepare more than we did! I mean it was bad. It was painful to the point of making me cry a little when he was all the way in.

Any advice?
10/23/2012
  • Treat Her! Gift Set For Women For $69.99 Only
  • Complete lovers gift set
  • Upgrade Your Hands-Free Play!
  • Long-distance pleasure set for couples
  • Save Extra 20% On Love Cushion And Toy Set!
  • 1
  • 2
  • 3
  • 4
  • 5
All promotions
Contributor: GingerAnn GingerAnn
Captivating topic discussions on Anal Sex:

Every night of the week??
How often do you experience anal sex within a week??

Am I gay?
I do enjoy anal sex and prostate stimulation. Does it make me gay?

Anal Fissures or Tears from Sex? If so, what DID you do, after that?
Anyone ever develop anal fissures or tears from anal sex? If so, how did you treat them, and has it caused you to avoid anal sex, or change how you do

Curious about lube for anal sex?!?
I'm very curious as to others opinions on the best lube to use for anal sex...for a first time user

The Month of Anal Sex - Chatting about Best Anal Toys
My lovely community! Did you know that August is anal pleasure month? It's a fact of life that many of us enjoy anal sex and anal...
10/23/2012
Contributor: Mwar Mwar
Sometimes having an orgasm before hand or having a vibe on your clitoris will help, along with the lube, time and relaxation you are doing.

Good luck!
10/23/2012
Contributor: - Kira - - Kira -
I have the same problem. I'll prep for hours beforehand and use enough lube to kill someone and it still hurts. I was given the advice to bear down upon insertion, but I've been too nervous to try that out.
10/23/2012
Contributor: Kdlips Kdlips
wow it good for me no pain
10/23/2012
Contributor: Nora29714 Nora29714
Quote:
Originally posted by Mwar
Sometimes having an orgasm before hand or having a vibe on your clitoris will help, along with the lube, time and relaxation you are doing.

Good luck!
I agree
10/23/2012
Contributor: tami tami
I am with you it HURTS!!! it is very painful and I am not doing it ever again..I did cry and hubby felt so bad that he said he would never ask again. Even if he does ask the answer is a firm HELL NO.
10/23/2012
Contributor: Dixiemomma Dixiemomma
just prep work and a lot of lube... helps if you're relaxed too tho, if you tense up even once it's over!! might not be something you ever get used to and he might just have to understand, sounds like you're really tryin hard to make it work tho
10/23/2012
Contributor: ScottA ScottA
If you want to do this you'll need to keep going slow. Since the tip started feeling good, try this a few times without putting any more of his penis in.

Later, when and if you're completely comfortable, you can try putting a little more in. It might be a good idea to do something else sexual first so he isn't quite as eager to go.
10/24/2012