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Anonymous
This worked on my ex. It'll work for pretty much anyone unless they're an ultra fucking conservative. Do it slowly over a long period of time. Now, in between each step, remember to talk to her about how she felt and remind her that there is nothing gross about it, it's just something that feels good for her.
Step 1) First, get her comfy with doggy style. Then while you're fucking her cunt, wet your finger and play with her asshole. If she reacts favourably, slip a finger in her ass just a little bit. If she enjoys it, go as deep as you dare but don't do much more with this just yet.
Step 2) Buy a vibrator. One that's not much bigger then your thumb or index finger. Same thing again. Start fucking her doggy style and teasing her asshole. Then turn the vibe on and tease her ass with it. If she's a freak, she'll be going off at this point. Asshole = ultra fucking sensitive area. If she goes nuts at this point, lube her up a little and slip the vibe in.
The aim of this process is to get her used to having gradually bigger items in her asshole over a long period of time. It's a rare case to find a chick that is actually ok with the "OMFG I slipped" trick. But if you get them used to it, they will be more receptive of it.
Step 3 ) Buy a bigger vibe, one about the same size as your dick. Here is the tricky bit.
Fuck her doggy style as usual. Follow with ass teasing as described above. This time, dont just fucking spit on her ass or whatever, actually use lube and start using the smaller vibe on her. Get her warmed up. Then, stop fucking her cunt and slip the bigger vibe in there, all the while, still fucking her ass slowly with the little vibe. Chicks start to lose control with two vibes, moreso if the bigger one has a rabbit bit that tickles the clit too.
Step 4) Tap that ass. Do it slowly and dont stop fucking her cunt with the big vibe. Ease it in with short strokes and make sure your dick is plenty lubed. Once you're in, you're in.
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