Okay, sorry for the lengthy question... So I've been seeing an amazing girl for the last two months, we're both totally in love, she claims it's the best sex of her life, and she's said she'll do absolutely anything I want in bed to satisfy me (yeah I know, I'm incredibly lucky). She's got a beautiful round ass, and I really, really want to have anal sex with her. I've yet to ask her, but we've taken baths together, and she said she enjoyed it when I rubbed a soapy finger or two around the entrance to her ass as well as her pussy. I think she's an anal virgin, and I certainly am. But here's the thing - and apologies for the detail here - I'm uncircumcised, and when I'm hard, I can't pull my foreskin back. With regular sex this isn't a problem - whenever I've been with a girl who's especially tight, I just use a little KY. I don't want to hurt either her or myself, and I really want anal to be a part of our sex lives. Do you think it will be possible, and any advice about how best to approach it? Thanks guys.
Ask her.. then go at it slow and tenderly, work her up with fingers etc don't rush it. .. use lots of lube,, then 20% more! then have fun.
There are a few things you will need to know. First she will have to clean her ass. This can be done either by an enema or by her having a BM before anal and her taking shower and using her finger and soap. Obviously the enema is more thorough, but they are not completely necessary. Me and my wife don't use enemas and I RARELY get dirty with anal and we do it regularly, and the few times it has happened over the last 9 years it was very very minimal. The second thing you need to do is to get her aroused and relaxed. With anal the easiest way bar none to relax her anus is by eating her ass. As long as she showers it doesn't tastes or smell bad and there is little chance you will get sick (I never have). The tongue is wet, warm, and soft; it has almost a zero percent chance of hurting her ass, and it's the top way to warm her up. Rimming is an anal secret. I suggest while you are performing oral on her ass either your or your girl should stimulate her clit manually or with a vibe (I prefer vibe). Next you can move to fingers or small anal toys. Make sure if you use a toy it has a flared base, you don't want anything getting stuck up her ass, most anal toys like butt plugs have this standard. Make sure and use a high quality lube like silicone, oil, or water based. Silicone cannot be used with silicone toys but it's safe for everything else. Water based is safe for everything, oil can be used with all toys but not with latex condoms so it's for bare-backing only. Make sure your nails are trimmed and FILED, you don't want any sharp edges scratching her anus or rectum. Using your fingers or a small toy will allow her anus to become accustom to something being in her ass and it will help to dilate her inner sphincter which is an involuntary muscle unlike the outer sphincter. Make sure and go slow and if she tells you to stop or go slower make sure and follow what she says, she is the boss because it's her ass. Anal is not about breaking her in or stretching her ass, it's about relaxation. Eating her pussy and ass are great ways to get her aroused and relaxed. Don't go from anus to vag with your fingers, toy, or penis without washing, this can cause her to get an infection, this happened to me and my wife long ago. Before you push a finger, penis, or a toy up her ass ask her to bear down like she is trying to pass gas. This will help to dilate the outer sphincter and allow MUCH easier penetration. This seems counter to logic but trust me it is the best way to get a hard object like a toy, finger, or penis in her anus. Having her do this before you put in your penis will help tremendously during the initial penetration trust me on this, this can be a life saver as the initial penetration is the trickiest and most critical part everything can fall apart at this point if you're not careful. When you are ready to move to penetration, I suggest you let her be on top. This will give her FULL control of the speed and depth of penetration so that way there is little to no pain even for virgins. This is is the best position for beginners, it really reduces the chance of painful penetration significantly. She is in control make sure above else you LISTEN to her communication is key during anal. If you follow these rules, there is about an 80% chance she will enjoy the experience and may want it again. Make sure and follow the rules and you will be balls deep in her ass with her cumming in no time. The more pleasurable you make the experience for her, the higher the chance she will want to do a repeat. Anal is not only about your pleasure but about hers as well, anal for my wife gives her the most powerful orgasms much more so than even vaginal.
Dude, just practice pulling that shit back. I've been pulling that shit back since 2nd grade. Makes blowjobs so much easier for me and her. It's not hard, just get it used to stretching. It works on the same principle as gauge piercings. Pulling that shit back, lol
have her watch "the shocker song " on you tube with ya. :2in the pink 1 in the stink. hahaha funny stuff
DUDE! It's not rocket science. I am an adult and I have been having anal with a real woman for almost 10 years. Trust me, I gave you all you need to get started. If you want a more thorough and in depth response from a woman purchase Tristan Taormino's Ultimate Guide to Anal Sex for Women. http://www.amazon.com/Tristan-Taormino/e/B000APS9US/ref=ntt_athr_dp_pel_1"]Amazon.com: Tristan Taormino: Books, Biography, Blog, Audiobooks, Kindle