Advice: Another Anal Question

Q:
What happens to the rectum after several penetrations, or continued
anal sex, with a large penis?

A:
Umm, it's easier to take a dump? The non-expert here says that if you've been careful it may be stretched a little or at least more relaxed.

Advice: More Anal Angst

Q:
I have a question, my boyfriend enjoys anal sex however, I can't seem to get comfortable with it. We've tried many things such as different types of lube, and starting off with fingering etc. And it works for a little while but after a minute or two of anal/the fingering, it really starts to hurt. Even if I am well lubricated. We've tried different positions but I am wondering if you have any other advice for me?

A:
As I've mentioned before, I am definitely not an expert on anal. One thing I do know is that it doesn't work for everyone. Perhaps a reader can chime in, because if even fingering is hurting I don't have any ideas. Use his little finger and work up?

Advice: Panty Fetish

Q:
I am a man with a panty fetish. I mainly like to wear womens underwear, bras, pantyhose but sometimes i like to dress up. I am really nervous to shop for them! so my question is, How can I get my own panties w/o going online to buy? And my second question is how can I spice up my little fetish? I have been dressing in these things for about 2 years and all I do is wear them under clothes and stuff. So is there any advice you have for me to spice it all up a little? My third question would how can enjoy a little anal play w/o a partner or dildo/buttplug?

A:
It's easy for you to buy panties in person. Lots of men buy lingerie for their women, so you won't seem out of place when shopping at Victoria's Secret, or wherever you choose.

How you spice it up is really determined by your comfort level. If you don't currently have a lover, do you have a female friend who is very open? You two could have a lingerie party together -- try things on for each other and so on. Who knows where that could lead?

As to your last question, it's really a matter of reach. If you are on your own and don't want to use a toy, the only solution I can think of is to lube up a finger and stick it there. Not everyone can accomplish that and I'm personally not tempted to try.

Advice: Anal Angst

Q:
So both my fiance and I (She and I are both 20 years old) want to try Anal Sex. We've tried to do it several times but I can't even get the head in before she wants to stop. We've even tried numbing lubricants but that didn't work. Is there anything that we can do?????

A:
I have to begin with what may be a startling admission: Al Sensu has never had anal sex. I haven't been with someone who was into it and I haven't been intrigued enough to ask for it.

That said, I still have advice, of course.

First a question: Does your woman really want to do this? If she has any doubt, fear or resistance, it will be evidenced in a tightening sphincter. Maybe she does want to do it, but is fearful nonetheless. In that case, I would suggest a lubricant for the head such as alcohol or weed, but just for her. I'm normally in favor of sober sex, but this is an exception.

I hope you're engaging in lots of foreplay. Yes, it doesn't lube the ass, but it creates the right atmosphere and heat for a successful entry. I'll need a female reader to chime in and suggest whether it's better for the woman to have orgasmed first or not, and in this I'm assuming it unlikely she will orgasm during anal sex. However, if either of you can reach out and stimulate her clit while you're doing it, there's a decent chance. It could distract her too.

But first you have to get in. So, relax her mind, do lots of making out and foreplay to really be in the mood, and then take. your. time. Try putting the head at her entrance and not push, while rubbing her clit. Get her going and then very slowly, very gently, see if you can enter a bit. Be very willing to go in just a bit, exit and move on to regular intercourse (please change condoms and/or wash yourself first!!).

If she is still resistant but says she wants to try it, next time try entering her with a well-lubed finger. The time after, try for two fingers. And the next time try anal fucking again.

Finally and most important: Do not make this the focus of your sex life. It jwill just add stress for both of you and will make her feel inadequate. Make the anal attempt a fun part of your sex play, not the end-all (so to speak).