Size matters

Miss H has a fun little habit of going into detail about her past sexual experiences with men she was with before we got together. Where she had sex with them, what she did with them, and one point she never fails to mention, how big their cocks were in comparison to mine. I'm not sure if she does this to try to get me off (I have a HUGE cuckold fantasy) or simply because she likes humiliating me. What ever the motive, it works. Now I've always considered myself to have an average size penis, not to big, not to small, but just right.


Unfortunately for me though this doesn't seem to be the case according to Mistress. She's constantly ridiculing me for how small it is and saying that's the reason she doesn't let me have sex with her, because she can barely feel it. I think it's more due to the fact she likes to see me squirm and beg for sex after being locked up in chastity for long periods of time, but honestly who knows?

As you can see from the first picture, my pathetic little cock is no match for the big dildo I've used on Miss H  before (the same dildo I want deep in my ass "pussy" so badly right now), nor does my tiny prick look all that menacing in the picture above. I've started to consciously try to make up for my lack of size by working harder on my oral skills and I even just bought a penis extender sheath that fits over my cock. Mistress seemed excited when I mentioned it to her. She'll be able to enjoy the best of both worlds, being able to feel a "decent sized cock for a change", as she so eloquently put it, and yet at the same time keeping me in chastity without receiving any pleasure from it or any chance of orgasm as my little dick stays neatly tucked inside the thick rubber of that giant cock.