Optimus

- You both were surprised when one of your kids said they were going on a date

- He made them promise to be careful and not cause any trouble

- He insisted on meeting your son/daughter's date

Ultra Magnus

- It was a miracle that he let your daughter go out on a date

- He interviewed your daughter's date

- You reminded your daughter to have fun

Ratchet

- He was surprised when your son/daughter was going out on a date

- You reminded your son/daughter to have fun and stay safe

- He made sure your son/daughter took a few condoms with them

Bumblebee

- He couldn't believe that your son/daughter was actually going on their first date

- He got to meet your son/daughter's date

- You made sure that your son/daughter was going somewhere safe

Arcee

- She gave your older/younger daughter a lecture about dating

- She made sure your older/younger daughter took a couple of condoms

- You reminded your older/younger daughter to have fun

Smokescreen

- At first he wanted to take the son who was going on a date street racing

- You had to remind him that your son was going on a date, that was meant for only two people

- You reminded your son to not do anything stupid

Bulkhead

- He interviewed your son/daughter's date

- You reminded your son/daughter to stay safe but have fun

- Your son/daughter's date ended up taking them to a concert

Wheeljack

- He was happy that one of your one of your sons/daughter was going on a date

- He made sure they had condoms before they left

- You reminded them not to blow anything up

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Estelacastro06 suggested the 'kid's first date' chapters