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Ass Training Fun!

Some year ago I was doing a lot of cross-dressing, I had all the gear. I slowly collected everything - buying it all over the internet. I had some lovely dresses, glorious underwear, stockings, wigs, shoes and a big pile of make-up. I was feeling like such a girl and the yearning for cock was getting very strong. I was so hungry for it, wanting to suck a nice big meaty cock, but most of all wanting to fuck one - yeah well up for it. The idea of being shafted by a nice big joyous cock was so strong for me.

With this in mind, I bought a dildo with the intention of training my ass. My thoughts were if I get a real cock in the near future then I just want to be able to handle it without too much trouble. I had done a bit of insertion years before, but it had been a while and consisted mainly of candles, bottles and things. Sometimes very satisfying, but a bit mundane.

Now I set out to get a proper pleasure stick. My mistake was to buy one modelled on a porn-star. Hahaha, it was waaaay too big, it was huge!. It was very lovely though. Big and pink, with a nice head and a lovely pair of balls. No hair, obviously, but the feeling of the material was very sensual. I remember the first time trying to push it in and getting absolutely nowhere. I was slapping so much lubricant on everything that it became hard to keep a grip on the damn thing. I was thinking help - what’s a girl to do?

The real trick is perseverance. I just kept on trying. I also bought an inflatable butt plug. Not too sure if this really helped but it was fun as a practice trainer. I just kept on trying and trying and feeling a bit miserable every time I failed.

So you can imagine my sheer joy when one night the darn thing just ‘popped’ in!. Wow. It was a tad worrying because I felt really stretched. I also got an amazing sexual feeling as the head and ridge passed through my hole. Wow I though as I very gingerly slipped that beauty in. That was my virginity going! Ha so after that I got very expert. Honestly it was every night, I was insatiable. I would dress up very carefully before bed time, just so I was enjoying maximum girlyness! Then I would slowly strip myself naked, climb into bed then make love to myself with my own personal porn star. I could shag it as vigorously as my hand could manage. It was just soooo amazing and never failed to make me weak at the knees. My orgasms were so extraordinary. And my ass slackened up considerably – it was getting well trained!

The thing is that afterwards you've stretched your hole so much, that when you walk you can feel your ass lips rubbing together. I got a mirror and felt amazed that my ass had acquired pussy lips. It's really an amazing luxuriant feeling that makes me feel very very slutty. Bit like saying, hmmmm that was nice, now who's next?

The after sex feeling is very very satisfying and warm. I know its no substitute for a real cock, but I hope some day to pluck the courage up. Will it be you?

Comments
Celebrity
comments: 3793
April 18, 2012, 4:04 am 
Great story,i enjoyed reading about our experience, thanks for sharing :)

Pornstar
comments: 1341
March 21, 2012, 8:12 am 
interesting story cool try try and you will receive..

Porn Expert
comments: 451
March 18, 2012, 10:43 pm 
Great story, I can relate to it so much. Had a few of the real thing now but still use my dildo often x

Porn Expert
comments: 229
February 21, 2012, 10:30 pm 
nice story

candi0058
retired
February 15, 2012, 10:00 pm 
Thats why i don't call my asshole an asshole its an asspussy thanks
Candi

Porn Expert
comments: 157
January 18, 2012, 12:09 pm 
nice story, thx's for sharing. I can relate, trained but still waiting for the first real thing

Pornstar
comments: 1267
January 8, 2012, 6:09 pm 
lovely blog,i can relate to it x

Kama Sutra Guru
comments: 931
January 3, 2012, 9:15 pm 
nice it could b me...

Celebrity
comments: 2206
January 3, 2012, 7:31 pm 
Cheers!...

Newbie
comments: 41
January 3, 2012, 6:24 pm 
SOUNDS INTERESTING!

1
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