How do I go about getting my boyfriend comfortable with anal play? (I'm a girl)

Contributor: ShadowedSeductress ShadowedSeductress
I was never interested in it until joining Eden but now I really want to try with my boyfriend. He has always been against it but the other night when talking I mentioned wanting to try it (he was laying on his stomach with me laying on top of him, tummy to back) because I was getting kind of turned on having my front to his back for once. I was very surprised when he agreed to try it sometime. Just messing around I was slowly rocking my pelvis into his butt and I was pleasantly surprised when he flipped onto his back and I seen that he was hard. I assume this is because he was sort of excited about the idea.

Anyway, I want to know how to go about actually doing it. Should I work it in while we are being intimate? Or would it be better to *plan* it out with him first? When it comes down to actually trying it out HOW should I do it? I want it to be pleasant for him but don't really know I'd do it. I don't want it to just feel like I'm sticking a finger or toy in there (which would be better initially?) and not actually trying to stimulate him.

All help will be greatly appreciated!
09/05/2012
  • Upgrade Your Hands-Free Play!
  • Long-distance pleasure set for couples
  • Save Extra 20% On Love Cushion And Toy Set!
  • Anal Sub Hook&Rope Kit for $28.99 Only
  • Complete strap-on set for extra 15% off
  • 1
  • 2
  • 3
  • 4
  • 5
All promotions
Contributor: travelnurse travelnurse
finger in a rubber glove with lots of lube while giving him a blow job. It worked very well a few weeks ago for my husband and now he even has a prostate massager and has used 2 plugs!!
09/05/2012
Contributor: ShadowedSeductress ShadowedSeductress
Quote:
Originally posted by travelnurse
finger in a rubber glove with lots of lube while giving him a blow job. It worked very well a few weeks ago for my husband and now he even has a prostate massager and has used 2 plugs!!
Thanks! Was he closed off to the idea at all before you tried? Did you do a sneak attack or talk about it beforehand?
09/05/2012
Contributor: Rossie Rossie
Quote:
Originally posted by ShadowedSeductress
Thanks! Was he closed off to the idea at all before you tried? Did you do a sneak attack or talk about it beforehand?
Please do not try the sneak attack thing...whoever is on the receiving end should be well prepared both physically AND mentally.
09/05/2012
Contributor: DashO'Roark DashO'Roark
No sneak attacks is right...If he's down for it a back/backside massage with warm pure coconut oil will get your desired results...It's the only anal lube I use and by far the healthiest. As far as stimulation goes; your generously lubed index finger inserted and moved in a come hither motion will do the trick. The prostate can be reached anally in much the same way the G-spot is reached vaginally...Good luck...
09/05/2012
Contributor: ScottA ScottA
Talk first. I like anal play, but still don't like surprises. I prefer a bit of warning so I can be ready for her.

Talking points: prostate can feel really good, anus can feel really good, it's not "gay" for him any more than it is for you. Move into it with buttock play and then exterior anal play, all the while talking some about it. Do note that he might not want to go into extended discussions about how his butt feels, so be aware and willing to accept short answers and body language.
09/05/2012
Contributor: ShadowedSeductress ShadowedSeductress
Thank you all for your responses, I agree sneaking it wouldn't please me either. I will update here when we give it a try!
09/06/2012