Do you have any 28 yr old professional type women friends that work in the retail or fashon field. Not something gay or metrosexual but what I am driving at is
If your boys think these ladies are hot stuff and they take them shoping for a few clothes they will know if a man close to their age will catch their eye the boys will take note.
Even if these were the exact clothing you would choose.
What you are giving them is a start at the gift of confidence. A good part of a mans self esteem is his interactions with the fairer sex. The more positive reinforcement the better he thinks of himself. In 5 years or so their ability to pick a quality life partner is highly enhanced.
I am not advocating shallowness just something your boys could use the rest of their lives as an adjunct to their lives.
"All I want is a weeks pay for a day's work" Steve Martin