Pin the medals on the jacket for the occasion and remove them afterwards. If you leave them hanging on the jacket for a period of time, gravity will make the holes larger and noticeable but removing them the next day will help prevent that happening.
A popular method of wearing medals amongst those worried about pinpricks in their jackets and too lazy to sew on some temporary beckets, is for the owner to slide the pin of the medal bar gently down his jap's eye and then out through the frenular delta.
This way no-one can accuse you of making it all about yourself, and your boyfriend can enjoy the extra frisson.
Let us know how it goes.
Judging by their appearance at something I was attending yesterday, Trumpton seem to have got in the habit of wearing their ribbons on their uniform shirts. One particular Crew Manager had a GSM together with his QGJM, QDJM and FRS LS&GC.