@Joseph
Every family has different traditions
My wife took our daughters to have their sheitels made and paid for them, not the chassan
My eldest brother’s wife made a gift of the lechter for each of our children who has married
Each of our sons gave their kallah a diamond ring, granted the diamonds were family pieces that came out of our vault, but the boys paid for the setting and any additional side stones.
The boys purchased the kallah’s wedding rings. In fact, the mesader kedushin specifically asked the boys if they had paid for the wedding ring with their own money.
My sons already each had a shas long before they were engaged
Opa (my mother’s father A”H) bought each of my sons a talis when they became Bar Mitzvah. Because they followed my paternal Litvak tradition, they were packed away for use after marriage.
The kallah or her parents purchased Kittels for the boys.
Our daughters presented the chassan with a gold watch after receiving an engagement ring. These were watches that were family heirlooms.
It is our family’s tradition for the mother of the Chassan to present the kallah with a gold bangle bracelet for the engagement, and a long string of Pearls for the wedding.
B”H we are blessed with a treasure trove of inherited jewelry, crystal and sterling and it has been our pleasure to give each of the five couples a nice share of the yerusha.
This coming Sunday, our youngest I”H will wed.
Her chassan has purchased the engagement ring. He was presented with the gold watch that belonged to my wife’s late father. My daughter went with him and bought him a kittel, but he paid for his own Tallis. He had a Shas before they met. His parents gave my daughter diamond earrings as an engagement gift. They are moving into my MIL’s house, as it sits empty since she moved in with us this winter. I don’t know if they’ll end up there permanently, that will be their decision.
Going back to my great grandparents at the turn of the 20th Century in Brooklyn, it has been the custom of our family for the Kallah’s father to buy a set of furniture for the first apartment and to set the new SIL up in business. In my case, the Chassan and daughter will come work for the CTL firm. I hope that in 5-10 years when I retire the firm will be run capably by our children and spouses and eventually by our grandchildren.