If you plan in advance, and would like to tease him that he's been cuckolded while our queening him, put something inside your pussy (like a frozen cum-cube) and make him lick it out of you. A Cum-Cube can be made when you are milking him and you save some of his cum in small ice-cube sized container and kept in the freezer for later... cum cubes can be very handy in lots of humiliation scenarios.
The idea is to humiliate him and tease him that he's having a "creampie" (cum left over from another guy's orgasm)….for this you have to make him think you were just fucked within the last hour or two. As an alternative, you can also tease him by just telling him directly that it's his own cum-cube, and that he shouldn't think that he'll ever get away without cleaning up his "own" mess.
You should tell him that you "just had an amazing fuck, and that you brought home this wonderful surprise for him"; and you can tell him that you "love it when he cleans up your lover's mess" (or his mess, whichever way you want to play it). When he's licking you like crazy, tease him that "it looks like it must be really delicious" or that is seem he "really likes it". Remind him that he's not allowed to cum in your pussy because he 's a sissy and he can't satisfy you.
If your teasing him and making it seem that you were just fucked by someone else, then you should be dressed extremely sexy in your most elaborate lingerie (corset, suspenders, stocking etc.)…a site that someone else got to enjoy, more than him! You may want to make him wear something a bit Sissy-ish before you start.... or get him accustomed to have to wear a standard uniform for cleaning you up after a date.
To make it seem reasonable and believable that he's cuckold, you should do this either immediately after arriving home sometime from work or a night out, or after you restrained him in some way (like locked him in a cage, for example) and disappeared from the room where he is for about an hour….of course dressing up super sexy and putting on makeup/perfume, etc, so that he could see that you were ready for sex. You might call him a few minutes before getting home and tell him you have a fantastic surprise for him and to put on his best sissy clothes and be waiting for you.
It would be a huge mistake to go through all this effort and the cum-cube having not melted in your pussy…so make sure it melts before getting on top of him. Then let it ooze out just as if it were placed there from someone’s cock.
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