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My progress becoming my girlfriends sissy, Part 2 (True)
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To pick up where I off, I've been using anal to help me cum lately. You can go read up on my last post if you want. Anyways, my girl and I were passing a sex store the other day and she suggested that we stop in. I'm over joyed, but I gotta play it off like it's all her doing. We look around a little bit, and came across the dildo section. She almost always fingers my ass while blowing me, so she knows that I love it. I said "how about we take it up a notch?". She questioned me, "A dildo?! You couldn't handle that. How about a plug?". She doesn't know that I have a seven inch dildo that I ride from time to time. So we get this little metal butt plug and a bullet vibrator for her. To her, this is over the top kinky.

So we get home, and start some foreplay. She's laying on the bed, and I pull her pants off and worship her feet for a bit (she has gorgeous feet btw). I've been into feet stuff lately, I guess it's just another form of submission. After five minutes or so, she's blowing me and tells me to turn over. I get doggy style and she starts playing with my hole. I guess she's trying to relax it because she does't know that my ass can easily take this little plug. Anyways, she slides it in, and even though it was small, it felt sooo good. The cold metal sliding in my ass, I felt it "pop" in. It wasn't the anal that felt good per se. It was the feeling of submission. I was doggy style in front of my girl, and completely helpless. She could do whatever she wanted with my ass. She reached under and started jerking my hard dick. Then, she flipped me over and it returned to sex as normal, just with a plug in my ass, and a vibrator for her clit. That vibrator made her cum three times. And with the plug in my ass, I shot a huge load all over her soles. She won't let me take a picture with cum on them for whatever reason. But I do have some of her giving me foot jobs.

I've been waiting to plan something so that we pass the sex store at night again. I don't want it to seem like I'm all of a sudden sex crazed just because she put a plug in my ass. But, with valentines day coming up, I might try to plan something around that. I'm really trying to have it be her idea, but I almost can't take it anymore. I need her to fuck my ass with a dildo.

I've also been into CEI videos lately. I remember one of the first times I came on her feet, it was in my car. I was in the driver, she was in the passenger seat. After I came, she put her foot in my face and jokingly said "now lick it up". I could tell she was joking so I pushed her foot away, but in my head I was saying "yes, mistress".

Anyways, that's where I'm at with her. I'll post some updates if I can get her to go any further.

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1 year ago