Kind of an embarrassing question but...how far? :P

As far as you normally take it up the ass. However the pill won't pull out halfway through and proceed bust a nut all up in your face which for you I'm sure is a massive disappointment.

Thanks for the advice! Anyone else?

Past the sphincter and into the rectum. Best to make it into a liquid first though, much more of a punch that way. They sell syringes with tubes on the end at pharmacies for feeding babies mediation, they are perfect for rectal administration. Use lube of some sort.

Alright, thanks cron.

Is what you are doing not to be taken orally? Because I dont see the benifit of something up your ass.

Use lube of some sort.

I work at a sex shop... for once I can give rock-solid advice here.

There's a couple of different lubes you can buy, but for this purpose the best lube would be silicone-based (Gun Oil or JO System would work perfectly fine).

Also, if you would like to dull the pain or relax the area for easier plugging, be sure to go to your local sex shop and ask for something along the lines of Anu-Gel (I'm not sure if that's only sold locally).

Oil-based lubes are almost never used anymore because of they way they damage plastics and they're hard to clean from your genital area (which can cause infection).

Don't use anything oil-based or anything that contains sugar (sugars will cause yeast infections). Artificial sweeteners are fine though.

If you can't find silicone-based lubes, water-based lubes will work fine as well even though they will not work so great (they're more for vaginal penetration :D).

HAVE FUN PLUGGING!!!

sugars will cause yeast infections

And then wine will flow from the ass like water from a tap.

And then wine will flow from the ass like water from a tap.

...Maybe that's how Jesus Christ did it :O

I work at a sex shop... for once I can give rock-solid advice here.

There's a couple of different lubes you can buy, but for this purpose the best lube would be silicone-based (Gun Oil or JO System would work perfectly fine).

Also, if you would like to dull the pain or relax the area for easier plugging, be sure to go to your local sex shop and ask for something along the lines of Anu-Gel (I'm not sure if that's only sold locally).

Oil-based lubes are almost never used anymore because of they way they damage plastics and they're hard to clean from your genital area (which can cause infection).

Don't use anything oil-based or anything that contains sugar (sugars will cause yeast infections). Artificial sweeteners are fine though.

If you can't find silicone-based lubes, water-based lubes will work fine as well even though they will not work so great (they're more for vaginal penetration :D).

HAVE FUN PLUGGING!!!

This guy knows his shit..

higher bioavailability than snorting and faster acting than orally...

This guy knows his shit..

I'm sure it helps to know so much about lubes?

I'm sure it helps to know so much about lubes?You never know.......

Yes, def. make sure ya use lube first!

--KP

I work at a sex shop... for once I can give rock-solid advice here.

There's a couple of different lubes you can buy, but for this purpose the best lube would be silicone-based (Gun Oil or JO System would work perfectly fine).

Also, if you would like to dull the pain or relax the area for easier plugging, be sure to go to your local sex shop and ask for something along the lines of Anu-Gel (I'm not sure if that's only sold locally).

Oil-based lubes are almost never used anymore because of they way they damage plastics and they're hard to clean from your genital area (which can cause infection).

Don't use anything oil-based or anything that contains sugar (sugars will cause yeast infections). Artificial sweeteners are fine though.

If you can't find silicone-based lubes, water-based lubes will work fine as well even though they will not work so great (they're more for vaginal penetration :D).

HAVE FUN PLUGGING!!!

Wow, I was talking about just using some hair conditioner, hand lotion, or whatever was on hand. Petroleum jelly works well, but is damn impossible to clean up. Silicone lubes are awesome, but pricey. I think I should also point out that the big argument against oil based lubes is that they will decompose a condom rather quickly. Also, many anal lubes have a numbing agent is them which is a dumb fucking idea since pain is a sign that there is a problem and you should stop. This only really applies to sex though and I wish more guys knew what they were doing when it comes to anal. I've meet so many girls that have bad (painful) memories of it because their past partners didn't know proper technique.