Sex store shopping tasks

My wife and me were in Marks and Spencer’s to buy some knickers. She chose some and we went to pay for them. I front of the, thankfully small queue she said “ They are for you so you pay for them”
I had to stand there while the lady very slowly and carefully wrapped them up and asked me how I wanted to pay.
It was excruciatingly embarrassing.

Tell him to shop for extra small condoms. Make him explain (preferably to a female clerk) that the regular condoms slip off because his erection is simply too tiny. Explain that he will only need 3-4 for a years supply.

My wife made me go in, try on and buy a maid outfit and pick our a strapon for us to use. Thr clerk recommended a small bottle of lube, thr wife asked if she jmhad anything bigger. We bought a gallon of anal lube! Fuck it was embarrassing bit so hot. I also got measured and fitted for a bra and panties at VS. The clerk said it happens often and put me at ease. Didn't make things any less embarrassing. Final thing was she made me service a friend of ours at a glory hole. She didn't want a stranger so asked my friend of 35 years. I was dressed as a maid and sucked him off. I actually liked it and his cum was delicious! There's more but this are some ideas. Look up humiliation tasks, go through the list with tmhim and see which ones he'd be comfortable with or even uncomfortable. Some are out for us, but lots of good ideas! There's many lists, but one with over 200+++ ideas.