Hi Laurel
If you search around the forum you'll find lots of advice on applying different sorts of moisturiser or oils before noogling. Lots of different things seem to work - the regulars will perhaps suggest their recommendations. Perhaps good quality e.g. Nivea, body lotion. You can buy soft cup rings from Noogleberry. Try the lotion or oil first. I've started noogling again using Noogleberry cups and an electric pump - I always get rings but they disappear quite quickly and your body seems to get more used to it. I know you want to be careful- your skin is more blemish-free than mine ! - but you may be able to get a bit bolder and it'll be ok.
Best wishes
Aria