Butt I have a question

Or two actually.

I'm going to sound either a little dumb, a little naive, or a little of both---but here goes:

Ok, as most of you know, I'm in the middle of this starfish auction thing. I'm terribly excited about this-- but I'm also a little apprehensive. I have a few questions for the more experienced in anal delights.

1. Lube. Whats your best suggestion for this? I've never bought lube for anything as I'm generally known for my "low lying coastal flooding". Lube has never been something I've needed up until this point.

2. Condoms. Are there any special considerations when it comes to anal sex? I know its supposed to be considerably "tighter" and I want to be cautious about any potential breakage. Brand recommendations?

3. Advice in general. Seriously-- I've not really experienced any kind of anal play other than the occasional finger so I've no clue what to expect. I've heard some say that they love it and others say that it hurts like hell. What can I do from my end to make it a more enjoyable experience?

Ok--- dumb questions over

Don't cut corners on the quality of the condom. The one time I've ever had one break was during a very intense back door session.

DL,

I think most folks like Astroglide, but don't know if special condoms are required.

As for preparation, you might want to practice a little with a vibrator or other phallus. Lube it up, tease yourself until the starfish relaxes and insert slowly, gulping and stopping if you need to; then inserting a little more when you're ready; and so forth until it's all the way in. Once inside and relatively comfortable, the stroking should be no problem. If you can trick yourself psychologically, play with your clit so you associate what you might otherwise consider anal distress with sexual pleasure. (Though a lot of ladies -- and men, for that matter -- find anal produces tremendous sexual pleasure without any tricks at all

The gentleman who takes your virginity should be very considerate of your possible tenderness, go slowly to begin with, and give you plenty of time to get comfortable. With the right guy, you should find it quite enjoyable.

If the wrong guy wins and thinks his thousand or more entitles him to treat you as roughly he likes with a monster cock, it could ruin things for the rest of the hobbyists in ATX. In fact, you might want to ask about cock size in advance and make sure you practice with something at least as large.

Oops -- Dallas, thought you were an Austinite.

I travel back and forth Bebe

Well, I'm actually not practicing simply because I'm a bit of a purist and since I'm advertising as a virgin-- I feel as though thats exactly what I should be giving. I have met the gent with the current high bid and I feel relatively comfortable (as comfortable as possible, lol).

As long as he's a gentle man, you should relax and enjoy yourself. He can always help you with a reach-around

I get the purist thing love, but nobody should do anal for the first time without prep. I think you might be hurting yourself unnecessarily. Buy some anal beads, or one of the kits that has the different size plugs. Buy a few plugs and play. Think 5 course meal and the toys are courses 1-4. Going from finger to penis is no small thing. Try a cowgirl position; with a little balancing on your part, y'all can always flip around. And don't think doggie is the only position - try CG, doggie, mish, spoons there is no right or wrong.

Any good silicon product that does NOT have a numbing agent. Can't stress that enough. No ribbed, bumps, ticklers nothin but smooooth condom.

I also wouldn't put a time limit on this session - be flexible. It may be a 90 minute, it may not. This is not something I would rush. If you want to learn to do anal well, I wouldn't put any limitations on your first time - just my .02.

Bend over and take it.. have the guy pounding you doggie.. in a nasty porn voice command him to spit on it..and have him shove that lovely tool right up the rear..

i mean seriously.. the best advice I can give.. is if you are serious about being nervous and just not in business mode and trying to sell the idea of giving up your ass via auction and thus increasing the interest and raising the "current bid".. if your serious about being nervous.. then most likely you won't enjoy the first time.. my thoughts are that more then likely you are in "business mode" and merely selling this idea to the extreme and are comfortable with taking it in the ass.. or atleast comfy with the idea..

if your not.. you probably won't like it, relaxation, the ability to trust the guy and let him "have your ass" is paramount.. you can have all the goofy positions, expensive lubes and fancy condoms.. at the end of the day, you still gotta be able to relax, bend over and let him bang your ass.. if your nervous, nerves create tension which makes muscles tense and the ass is a muscle of sorts..a tight nervous ass does not make for a fun greek experience.. you can lube it, you can condom it up.. you can "get on top where you control penetration" or whatever.. but if your nervous and not 100% commited to giving this guy your ass..its gonna hurt and your gonna hate it..

you gotta be willing to bend over and take it..

as a side note.. riding it is ok.. being on top that is.. right up until a hand slips, a knee slips or something else and you go slamming down on a cock up your ass unexpectedly..

best position is doggie.. bar none.. and after you get use to it.. being on your back in mish is great too.. but doggie with him standing beside the bed and you on the bed is best..

i mean if your at the point where you gotta ride it to maintain "control" or any other goofyness then that means you don't trust him which means you aren't relaxed which means its gonna be hard to enjoy..

if you can trust him and you should if your giving him your ass..then bend over, you can always lean away and he pushes against your hole.. its less stress on both you and him physically cuz no weight is being supported.. and you can solely focus on taking it up the ass.. let him lube it up.. push against you.. or simply ask that he remain still and you press against him..once in..he can go to town..

at the end of the day.. if you don't really want greek and merely doing this as a business stunt and honestly never done greek.. you prolly won't enjoy it as much as you could

at the end of the day, there really isn't much joking on my part about telling the guy to spit on it and letting him have your ass.. kinda funny how guys can get off on something so simple when its made so nasty fun

(Note: In true Elisabeth fashion, I had just written a small novel of a response and I just deleted it. Go figure!)

Before, during and afterward insertion, use lubrication. Don't use numbing lube (you want to feel it especially if something is too intense) and take your time.

Also, the orgasm from it is very different than the others that you have with vaginal and clitoral stimulation.

Your guy is going to be fine and the experience is going to be great. Look forward to it. It's going to be something to remember and although this was sortof a "promotion" as such ... there isn't a damn reason in the world to not make it very special and something that you remember forever.

Enjoy the moment.

Sincerely,
Elisabeth

A lot of very good and valid information shared here.

I know you will "go in" to this with eyes and other things "wide open" now.

Ok, will stop my puns now. I know you and I have chatted about this (No, I am not the "high bidder") and I know you will take all of this to heart before endeavoring down this road.

And though it may or may not go well the first time, keep trying and figuring out how it will work for you. I know from a men's point of view, the giving of your ass is a great joy. And if he is reading this, please be gentle, and slow, and let you have time to adjust... Like EW said, just stop after the initial penetration. Get comfortable and then let it flow. Doggie is best,as you can control the depth and speed. And if you numb, then you may not know if the activity is going to hurt something. Best to use Wet Platinum, or another silicon based lube that will not break down. Ass play first,with something to relax the ring, like beads or what not - Thanks Babee for that info.

Good luck and great voyage to you, Dear!

PPE

I broke in two virgins myself. (Yes they were both women.)
The advice given here is great. If you don't want to practice before hand by all means don't have a clock in the room.

now this would be a fantasy come true!

I have done gone in the back door twice, once with a provider and once with my gf. The provider who love the backdoor gave this advice: Make sure you are empty before you do it! Because if you are not cleaned totally out, it will put pressure on your bladder.
She also guided how I went in, she was in doggie and just slowly eased onto it until I was in, no special condom was used, but as everyone else said, lube that starfish up and also put some lube on him and the condom it will help.'

My .02 cents. Have fun and enjoy

There are a number of how-to guides out there on the net that can help you with this.

But the number one/number two things are patience and lubrication. Patience because you need to have your anal ring relaxed in order to as-painfree as possible accept his cock (which by the way makes it way more pleasurable for you as well), and the second is to use lots and lots of lube because you dont' natually lubricate there.

Experimenting ahead of time with plugs is also a good idea, since you want to kind of get used to the penetration as well as getting used to larger and larger plugs. This will help tremendously when the night comes and you lose your anal virginity.

You may also want to give yourself an enema (or two or three...) a few hours prior to your play. Some people are real squicky about being dirty back there, and they certainly won't hurt you. You can pick up a fleet enema at your local drug store, or make your own.

And finally, don't set yourself a time limit for the first time. You definitely don't want him to rush things. Give yourself 2-3hrs, maybe even 4, so that you can relax with him, fool around some to get your arousal level up, then start into the main course. It can be a wonderfully pleasurable act if done with care and patience on the man's side. Having a time limit might make him feel rushed, and you'll feel it as well as he's taking you.