Being topped that is?I'm  a big wimp.I've been wanting to see a TSgirl here in chicago but I read her reviews and she is big.Want to see melissa milano but keep putting it off.She is beutiful but she might hurt me.Any tips?I really want her as my first tsgirl.My mouth and but might be sore but im more worried about my butt?Don't know if I want to do that?can I say no?

Be sure to use “First” and “1st” when searching and open up the date range – there is lots of good information available right here.  There are quite a lot of ‘first timer’ reviews as well that contain loads of good information too.  In addition there are many ladies who make something of a specialty out of meeting ‘first timers’.  Others would prefer not to deal with first timers - be sure to do your research before taking the plunge.  As I am sure you’ve figured out by now, some are “bottom only” which might be a good way to get started with TS or something of a disappointment if you are looking for a particular experience

BTW I see this is your second post – are you for real?  If you had much experience with GG providers you probably wouldn’t have been asking the question about call backs, never-the-less, you got sage advice about phone call etiquette from some of our wiser respondents.  I will reiterate – do not expect a call back unless you leave a specific time and phone#.  Some other respectful non-explicit conversation that might make them want to call you back, such as where/when you saw their ad and/or “welcome to _____ town and you hope their trip is going well”, couldn’t hurt either.

As to your specific question in this post - some would say "hurts so good", others might say it doesn't have to hurt at all.  Some have said they never want to again (which I attribute to a bad/inexperienced partner or a bad attitude).  ASSuming that you know how to Google you’ve probably also found these websites (among many other good sources) but I’ll provide a couple links FYI:


Ten Rules of Anal Sex
Jack Morin, PhD, a San Francisco sex therapist and researcher, is the author of “Anal Pleasure and Health: A Guide for Men and Women”
http://www.sexuality.org/authors/morin/analrule.html

How to Have Anal Sex - An Introduction
by Ann Andriani - All Sex Guide
http://www.allsexguide.com/anal_sex_intro.htm


Pardon me if I’ve guessed wrong, but it seems like you haven’t had much hobbying experience.  You may want to visit with some GG providers that speak ‘greek’ before taking the plunge (so to speak) with a TS.  A good ‘versatile’ GG provider can get your feet wet in the hobby and you can learn the ropes about anal sex with some toy play and/or prostrate massage before taking on the whole package with a TS which might be more than a little intimidating for a complete newbie.  

Most importantly, please let us know what you decide and how it all turns out.

Best of luck to you,

TS Tempted


-- Modified on 8/28/2007 2:25:58 PM

Get yourself a dildo, grease yourself up, and try it. I'd suggest you work your way up in size. It'll probably take some getting used to before your butt stops reflexively closing up tightly. Melissa is a really wonderful choice. .

Yeah it hurts. Consider it like this. Getting a tattoo will hurt. But thats the price one pays to get one. It is like a rite of passage. I actually like the hurting. Then again I prefer an awesome grudef--k rather than simple penetration. Use alot of lube and relax. Find a provider thats known for her prowess with beginners. One warning, getting topped just right is very addicting.

The truth is if you're not used to taking it up the ass, it probably will hurt.

If you want to be sure you have a good experience (and avoid the pain), I recommend you buy several dildos of different sizes and gradually get used to the cock size of the shemale you're going to be with. If you can get used to the Doc Johnson eight inch realistic, you can probably take Melissa Milano with no problem.

Also butt plugs are great for loosening up the sphincter muscles.

Be patient, it may take a couple weeks of playing with dildos and butt plugs to gradually relax the sphincter muscles. By the way, doing yourself with dildos can be a lot fun too!

PS

Be sure and take an enema before the session!

Trannymae you took my line!  -giggle-

So how about, "A good man is hard to find, but a hard man is good to find!"

And thanks TST - those are good links.

I disagree with using dildoes toi practice.  To me the whole point of losing ones "virginity" is doing it with another person, not a banana.  

And if you want this particular girl to be your first honey - then go for it.  It's the memory, not just the activity.

Use plenty of lube, get a little one use tube and squirt some inside too. Not too much, it's not a edema...

My personal preference for making love is on my back. I love to be able to see my lover and wrap my legs around him.  Others prefer it doggie style, and Jessica and I often use that position for first timers.

A nice technique for taking a large boytoy is on my back with a pillow under my bottom.  Then you can cross your legs in front of your partner - sort of like sitting "indian style" while on your back.  This allows the muscles to relax and once your body gets used to having his cock inside, you can then open your legs, etc.

If you download my video clip "Jamie - Flat on Her Back" I use this technique and you can see how.  In the video I'm squeezing my wee-wee some of the time because he was so big and did me so hard I almost peed myself.

Mainly, take your time and be sure your partner knows you are a virgin and doesn't ram it home onf the first stroke!

Giggle,
TS Jamie

Why ramming it home is exactly how my virginity was taken and I actually told Anna/Roxanne to abuse my virgin ass and she did!!!  No regrets here baby!!

Jamie, the "indian style" sounds like a
good suggestion. i'll try that next time
out. Dunno what i can use if she wants to
use "doggy-style" though.
i totally agree with the butt plugs & dildoes
(lubed them as you used them)... even for both
beginners and regulars.

Works best for me when i can use them
for a couple days to a full week.
That gives me more than enough time
for my muscles to "loosen" up.
May sound silly, but i also use pain relievers
prior to a top-session.They work effectively
for me and doesn't affect my erections.
But not everyone may react/desire to use them.
 Needless to say, bottoming hurts most when
the BIGGER cocks are large and in charge.
LOL!