I won't bore you with all the details, but I have an amazing opportunity coming up next month. My friend (basically a FWB situation) is a domme in training. She is generally more on the reserved side, but when she flips that switch, ... Wow, you're (I'm) in trouble.
Long story short, she has WAM'd me on several occasions and is FINALLY! letting me get some payback. This might be a one time opportunity, so I really want to make the most of it. In general, she gives "fun-ishments" but when feeling particularly mean spirited has put ice cream in my underwear, given me marshmallow fluff and peanut butter wedgies, covered me in marinara, and even made me turn myself into human nachos for her amusement (not a big savory guy).
She is way less experienced in this than I am, and somewhat nervous, so I'm thinking mostly "fun-ishments" as well. BUT I also want her to suffer just a little bit (she's ok with it) for some of the meaner things she's done to me.
So please give me your best ideas. I am but one man with only my ideas, looking to you all for help . She prefers sweets like I do, but like I said, I'm looking for both pleasant and more (playfully)cruel/humiliating ideas to use on her. (Don't worry, I'll run everything by her first).
Go for a walk with her and make sure shes wearing wellies, then when your about to turn round to go back home, add custard to her wellies so she has yo ealk bsck in custard filled wellies!
I guess it depends on what you really want out of this. Personally, I'm more of the mind that you should do whatever you can to make her cum like she never has before. If it were me, I would want her to see and know just how into it I am with her.
Ooh, so many ideas to work with, and so little time. Here's a few ideas, although how they would really go depends on how much "benefits" there are in relation to "friends"
- Having her fish her own panties out of a bucket of some mess, then making her put them on afterwards - Put scoops of ice cream in her bra at the beginning, and let it slowly melt all over her as you continue - Depending on how saucy things get, maybe have her cover some part of her in frosting for you to lick off, or have her put the frosting somewhere on yourself her her to lick off
Make her wear some tight but full-butt panties so you can give her some good messy wedgies in return. Fill the back of her panties up to the waistband with peanut butter, jelly, ketchup and mustard and give her a wedgie to remember
Remember its your fetish not hers. If you want her to ever receive again maybe the best plan is to start out a little easy. Maybe some cake wedgies or something. A fish sounds terrible... I dont think anyone would want to return to that if you dont have the kink. (and even some with it) Make a little less fun for your self and a little more fun for her for a better result. Like to stay away from foul and offensive smelling things honestly.
I'm definitely talking to her through the whole lead up. *WE* are just looking for some more ideas. She'll get to veto anything she's uncomfortable with
Agreed with making it as fun as possible for her. It sounds like you already have a good dialogue or rapport, so that should be a good channel for figuring out what "fun" looks like in this context. Switchy people are just as diverse as kinksters of whatever other stripe, so have some conversations about what aspects of this are appealing to her. Sensation vs. humiliation vs. breaking taboo vs. feeling like a kid again... etc.... even though she's not a dedicated WAMmer it may be that there's parts that really line up with her other kinks, or what she likes to get out of bottoming in a scene, what kind of 'vibe' she wants the power exchange to have.....
Feeling out those general kinds of things in a more specific way might be more helpful (in the short and long term) than jumping right to specific substances and scenarios, I think!! At least this is what I've found in exploring WAM with non-WAM kinksters who nonetheless find some appeal in it - that appeal has been different for each one!
Love you, too
... Wow, you're (I'm) in trouble. 
. She prefers sweets like I do, but like I said, I'm looking for both pleasant and more (playfully)cruel/humiliating ideas to use on her. (Don't worry, I'll run everything by her first). 
Otherwise, you make a good overall point, that making it more fun for her would yield a better result
