Expert: Master Shadow - 10/12/2010

Question
Hello,
my DaddyDom and i have been in a relationship for a year now. i have voiced an interest to engage in anal sex with Him on several occasions, but still to no avail. i know He has only experienced anal sex once, and i myself am still a virgin. From what He tells me, his experience was not a pleasant one for Himself(he is uncut and has a curvature to the left). How can i try to proceed with caution yet eagerness to have my Daddy take my anal cherry?

Answer
First off, explain to Him that, done properly, and with time and care taken, anal sex can be a very erotic thing, and many women can be brought to shuddering orgasms through anal sex.

Start off in a relaxed atmosphere, as this can't be rushed. Get a good, wuality water based lube, and use plenty. Start by inserting the index finger (Lubed, of coarse) into the anus slowly. You will feel it relax after a second. At this point, begin to slowly stroke the finger in and out, rocking it gently from side to side and top to bottom. The idea is to relax the spincture, and once you are comfortable that you will not be hurt, you will relax into it, and start to get into the sensation.

After a few minutes, insert the next finger, usually the middle finger slowly, working it the same as the first finger, stretching you open very slowly. Once He has that finger started in as well, continue as the first finger, basically screwing you with them, slowly rotating, rocking, and twisting the fingers to stretch you more. Once He has three to four fingers inside of you comfortably, then it's time to switch to Daddy, so to speak.

Have Him lube up, and enter slowly, as His member will be longer than His fingers. Doggy position (You on all fours) works best for virgins in this. Laying down face down is next best. Have Him start off slow, adjust as needed until you are both comfortable, and go to it. It will sometimes help if your Daddy will stroke your clit a bit through this to keep you "interested". If Daddy is long, He will most likely "bottom out" inside of you. Some like this, others don't. Personal choice.

Once He realizes He can do this without hurting you, He will most likely get into it more. There is a certain feeling of power to it that can't be explained in words, but must be experienced.


I hope this helps! Have fun!



                                           SINcerely in Leather,
                                           Master Shadow.