Guess the advice would be appr the same as in your first thread :) http://www.sexinfo101.com/forum/new-sex/29377-advice-needed-first-sexual...
[QUOTE=RedRoses;260520]There are several threads considering anal play/sex with tons of info. Hope this helps answering your question:
-http://www.sexinfo101.com/forum/pleasing-him/11220-anal-101-a-25.html with pages of opinions
-http://www.sexinfo101.com/forum/pleasing-him/19950-playing-ball-how-tips... tutorial for people interested in and concerned about the how-to of Anal stimulation as well as play (not just for men)
-http://www.sexinfo101.com/forum/sex-toys-products/28800-dildos-human-anu... on the risk of anal penetration

I did some reading on anal sex myself lately (interesting subject). And I found [url=http://sexsecretsblog.com/which-anal-sex-positions-are-best-for-beginner... blog to be quite informative, also about positions. And if you're really interested; there appears to be a book about it! "The anal sex positions Guide" by Tristan Taormino; an award-winning author, columnist, editor, and sex educator. Also the author of: "The Ultimate Guide to Anal Sex for Women". Haven't read it myself, but I will give you reviews when I have ;)

Like the others, I'd also advice: let her guide you! You leave her in control (that's actually a tip on many sites; not only for the advanced, but also considering beginners) She pushes a little and inserts the penis. She moves when comfortable and will ask you to move when she's ready.[/QUOTE]

"The Ultimate Guide to Anal Sex for Women": did read it by now; great book! I'd highly recommend it! Not just for women, also for men. It's easy reading, very practical, down to earth and direct. It covers every aspect, see more about this book: http://www.sexinfo101.com/forum/news/29466-ultimate-guide-anal-sex-women...

Specifically on penetration (loosely summarized):
[INDENT]First: always start with pleasuring the anus; licking, fingering, etc. Let the blood rush towards there (same as it does in genital area) and relax the entire area. Don't ever put a penis inside the anus, before you have penetrated with at least fingers and/or toys(!) During the entire session: communicate with your partner.

When she tells you she's ready to receive, you have 3 options (all with lube, lube, lube!):
1) place your penis at the anal opening, holding it with a hand. She will move to get it in.
2) rubbing your penis against the opening. This will relax the muscles, the opening appears to "wink" (open and close slightly; this is very subtle, nothing like "gaping"), as it opens push in very slowly and gently.
3) gently pull your finger outside her anus and while the anus is still "open" you slowly and gently put your penis in.

No matter which option, hold still at the point the head of the penis is in, giving her time to accustom to it. And: keep communicating![/INDENT]

Hope the 2nd time will be as good as your first! Since she helped you guiding it in first time, she'll most likely be helping you again, don't you think? Have fun! :)

Hi Buddy girls usually like it when a guy caresses their breasts and clitoris when having sex.This would be a good thing to do when having both anal and vaginal intercourse.Ask her to guide you when inserting your penis into her anus,use a good amount of lube,and insert your penis slowly so that she doesn't feel a sudden rush of pain when you enter her

Welcome to the SI101 Board and its Forums, Buddy. I hope you will enjoy participating. Please begin by familiarizing yourself with the FAQs, the Posting Guidelines section, and especially the Index, all found at the top of the main screen. The Index contains links to helpful informative insightful, as well as how-to articles that discuss the most common questions and concerns that people ask about--like yours. In addition, if you click on the site's Home Page you will find even more information.

> We have a couple of condoms and we are planning on doing both anal and vaginal intercourse. I know to switch out condoms between switching from anal to vaginal or vice versa.

You should probably stop by the drug store and purchase a package. Two may or may not be sufficient.

> I know to switch out condoms between switching from anal to vaginal or vice versa.

Use a condom only once, regardless of where you stick it. Never reuse.

> I was wondering what I should do with my hands as first time I did it I just kinda held her. The first time I did it we only did vaginal too.

Quite frankly, Buddy, if you do not know how to make out with a girl and have not had sufficient prior experience, you are nowhere near ready for intercourse regardless of where you stick it.

Please read each article in the Index and add the information to what you already know. In fact, I strongly recommend that the two of you read each article, discuss the information, and then add it two what you know. Knowledge is empowering.

You will learn how to fool around and make out and to caress each other from tip to toe.

> I was wondering, when I'm going into her anus, how will I know by touch that I am going in at the right angle? Does it go at the same angle as the vagina or is it different?

Read the article that discusses this and follow your finger.

I understand about being curious, however, neither of you have acquired the knowledge or experience required for going beyond Foreplay activities. I suggest slowing down, taking pride in acquiring the information, then do some practicing, placing the proverbial horse before the cart, not the reverse as it is now.

There should be vaginal spermicide in her before the penis with its condom sheath gets anywhere close. Two condoms? Go buy a dozen or so as she purchases a tube of Gynol II with applicator.

Thought #-

1. Until you know and understand the differences in which a man and a woman are aroused, you are not ready to go beyond kissing.

2. Until you know and understand how to arouse a woman and how much time to devote to the process, you are not ready to do more than explore touching her.

3. Until you understand how men and women differ in their approach to sex, arousal, and also romance, you need to be hitting the books and gathering lots of knowledge.

4. Until the two of you have established trust, stick with #2.

5. Until you have plenty of experience with vaginal intercourse, I would not even consider having anal intercourse until the two of you talk about the pluses and the minuses, not to mention the safety issues.

6. Instead of anal intercourse in which the penis is the favored instrument, one or the other or both of you may decide that no penis is going to penetrate her for any number of concerns. Use fingers and dildos and when it is best.

7. Learn why women are not immediately ready for sex like a guy is. Do not be in a big rush to have sex until you learn more about the process for both the male and female perspectives. In the meantime, spend a few months just fooling around and making out and work up (or down) to Foreplay, beginning with Necking, progressing to Petting, then Heavy Petting, revisiting each of the above, and so on and on and on.

If you wish to become a world class lover, learn how and practice. Do not cut corners in order to get to the finish line. I hope all of this has been helpful. Got questions?

And until you are each properly protected, forget it!!!!