I changed the practice area of your question from family to criminal defense so that a criminal attorney can help you with this question.
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Probably most of things you do when dating. Whether or not you will actually be charged depends on whether local law enforcement focuses on it, but you are very vulnerable to such charges, particularly if you have a supervisory role over the 16 year old.
§ 6301. Corruption of minors.
(a) Offense defined.--
(1) Whoever, being of the age of 18 years and upwards,
by any act corrupts or tends to corrupt the morals of any
minor less than 18 years of age, or who aids, abets, entices
or encourages any such minor in the commission of any crime,
or who knowingly assists or encourages such minor in
violating his or her parole or any order of court, commits a
misdemeanor of the first degree.
(2) Any person who knowingly aids, abets, entices or
encourages a minor younger than 18 years of age to commit
truancy commits a summary offense. Any person who violates
this paragraph within one year of the date of a first
conviction under this section commits a misdemeanor of the
third degree. A conviction under this paragraph shall not,
however, constitute a prohibition under section 6105
(relating to persons not to possess, use, manufacture,
control, sell or transfer firearms).
It would really depend on your role with that person. I would suggest contacting a lawyer and talking to him in confidence about your particular situation.
Attorney Michael Kotik, Esq.
Two Penn Center (Philadelphia)
1500 John F. Kennedy Blvd., Suite 220
Philadelphia, PA 19102
(215) 564-1010 (Direct Line)
(267) 265-4553 (Cell Phone)
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