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Crossdresser Advice Anal Sex

New crossdresser looking for advice, kink & fun
crossdresser that enjoys top men and top women. I can perform oral and I like anal as well from both males and females. I am happy to be anally penetrated by a good man or a woman with a strapon, or even with another crossdresser that is a top.
I am a really down to earth person. I love to give advice and recieve advice.
41yo bisexual male. I am looking to contact discreet bicurious individuals who shares my passion for hose and crossdressing. I wouldn't say I was the most convincing crossdresser and would definitely benefit from some help and advice. I have had a couple of encounters in the past and have fond memories of my previous experiences, so if you think you could help me let me know.....I waiting......
funny energetic and positive. Like to listen and give advice to others. Great resource for relationship advice. I also am very interested in learning other types of experiences. Not into games and I like long term loyal relationships. I am a very generous professional gentleman who is curious and treats people right just he way I want to be treated.
I am a Bi Blonde Guy who likes to give oral and would like to do more anal receiving and sometimes I like to dressup in stockings and high heels but I am by no means a true crossdresser.....would also love to have a relationship with a crossdresser or TV, TS ...would love to go to a dance with transgendered and be dancing slow and rubbing dicks on the dance floor...I am average build and looks
Hello Stuck:

I see your post is from May, I am wondering if you have had your first anal encounter. WantaFirst, there are several good forum posts on this subject. One is Anal Cleansing in the Personal Advice Section. Another is Anal Hurts- Help Please ( or something along those lines) also in the Personal Advice category.

If you type Anal or Anal Advice in the search it brings up a crap load (pun badly intended) of posts about folks seeking anal. I found if you type in Lubrication, it brings up more Anal Advice topics.

I found several of the posts helpful. The concensus is to clean up, lube up, cover up (condom), ass up, relax and get to it.

Connie97 makes some great points. A water based lube is important especially if you are using a condom since petroleum based lubricants, like vasaline will disintegrate latex or other condom materials. Too much soap or too high of a concentration of vinegar will dry you out. Connie97's advice about having your partner take a piss inside is tricky if you are using a condom. I gusess you'd call that a golden enema.

There is a good deal of experience from many of the folks here and some great forum posts on the subject, but it will take a bit of search and click to find them.

Good luck and I hope you'll share your experience when it does happen.

Have fun...A
Some of this advice here is WRONG. No one makes a fist in a fisting virgin. You risk ripping the colon. I have been into anal fisting since I was a teenager. A lot of bad advice exists out there. Correct lubricant is very important.
some excellent advice here for sure.
very highly suggested reading with tons of advice already out there
is another thread in the forum titled "anal sex orgasm possible?"
answers some more advanced issues in this regard :) ill go find it and bump it up
Wow!I first learned the do's and dont's of anal pleasure from sex magazine advice column, you definately have to relax at the start and if your mind isn't into it the your body doesnt want it and you will tense up,i watch a lot of anal videos,i like to watch it makes so horny,i have yet to see up close anal.my ex was my first everything so he would be my first anal,but only twice b-cause he was at least 11" and that was just to much for me,i eventually did myself after a day of self pleasure,i find that no more than 7 and half is all im willing to take.Lubrication is so helpful it actually shortens the ow! moment,also if you get really into the sex you will automatically relax,my boyfriend now is perfect so ive even learned new positions,i just have to learn not to want anal all the time(which is why i watch the videos).Enjoy,tip:if you controll the actual act you can go at your own pace.ooh!yeah!
A few monhs ago I enjoyed my first anal sex. I wrote about it "Preparing for my first anal sex" in the 'personal advice' forum. Enjoy!
Walt
There is a good book out called Anal Pleasure and Health that gives good advice on how to both enjoy anal and do it in such a way that protects your sensitive tissues.

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Anal Play Man And Woman
Los Angeles - San Fernando Valley - Bi - Crossdresser Seeking MMF Anal Play! Flower
Drug Sex
Very hot, extremely anal crossdresser. Looking for strictly tops that like to smoke meth & have their clocks sucked until they explode in my mouth. Then you can fuck my tight, round ass all night until you fill it with hot cum...
Anal Stretching
Wow LOVE these posts. For some reason - don't know why, I've always loved the idea of being opened up really far. The fist for me is the ultimate turn on but I have no idea how to get my ass that stretched. I'm married and my wife thinks anything anal is dirty. We used to be swingers at NW in Lynnwood and that was fantastic, she got to eat and play with girls but I was never allowed to play with the boys :( How do I convince her to let me have some cock too and how do I get her to help me get my ass open enough for her fist. (I wish) Any advice would really be appreciated. Tony
Crossdresser Male To Female
I'm a bed room crossdresser. Love to wear heels and hose.I dress for males and dom females.Could use some help from another crossdresser on my makeup and hair. have all the tools just need a little schooling on how to us them. KissKiss
Anal Sex
We have enjoyed anal sex for close to 20 years. Danny has always had a fetish for anal, and slowly introduced Carol to it. We practise anal sex on a very regular basis, and have introduced many men (and some women) to their first anal sex experience. A little twist on anal sex that all couples should try.....take a good vibrator and put it in the guys ass, turn it up ALL the way! The guy lies on his back, and lets the woman get on top. The vibration travels right through the guy, into his penis, it's amazing! ...for both partners. Danny & Carol
Anal Cream Pies
my wife doesnt like receiving anal.so the only time i get to eat anal pies is out of mens asses or when we're with a couple where the lady likes anal. and i love to be filled with cum and have it tongued and sucked from my hole

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peregrine
Thanks for the welcome & advice on how to maximize my experience with your site, which, by the way, is pretty damn awesome & very easy to navigate.