These days it is not new to see older women dating for young handsome men, a complete change in the trend from how it was before.
But there are certain aspects that the boy has to remember while going in for a different option from rest of his age:

1. Decision: It has to be your responsibility to cross check your decision several times if you are really serious about dating an older woman.
   Ask yourself many times why you have opted for this different choice.
   Analyze the pros and cons and accept reality.
   Remember that they have greater chances of having a family of their own before.
   
2. Financial Status: Although most of them would have got settled and will be from a good financial background, you must keep your eyes wide open for those who were just at home and are preying on you for money that they will have after divorce!
3. Health: It is a well known fact that as you grow old, greater is the chances to suffer from bad health.
   Even though you are emotionally ready to accept an older women in your life be aware of practical problems due to age like menopausal inconsistency or osteoporosis (weakening of bones in older women).
   
4. Accepting Dominance: Older women are more experienced than you so they tend to dominate you in most of the aspects mainly while making crucial decisions.
   Although you would have prepared for all these, please check if you can be patient enough to explain your point of view during such situations.
   
5. Know your partner: Before starting a relationship with an older woman, make sure that you know her well.
   Mind the age gap.
   This can cause some practical problems in your daily life in even basic things like TV shows or music.
   It is better to know her likes and dislikes, check if it matches with yours and if you can have a relationship with her for the rest of your life!