Interacting with more people at the same time may speed up the process of finding the right person. Dating two people allows you to compare and contrast individuals and personalities. You may learn important lessons about your own personality and preferences. You will hone your first-date skills and may boost your self-confidence. The more you experiment with dating, the more you may find you can move past your own nerves and take an analytical approach about whether your date is a good fit for you.
Consider scheduling. When will you see each boyfriend, and for what types of activities? If you are keeping the two relationships secret, how will you ensure that one does not learn about the other, or vice versa? Think about how your other relationships may be impacted by having two boyfriends. Will friends and/or family approve? Who should you be telling? How will you cope with the possibility of appearing linked with one partner for some friends or relatives, and another for a different set?
Consider how you’ll devote the time necessary to keeping up with your boyfriends’ lives and needs. Doing so requires both time management and mental management to ensure you’re keeping the details of each relationship straight. Compartmentalizing each relationship may be useful in keeping the two relationships straight. One boyfriend, for example, might be your running partner and tennis buddy, while the other is your go-to guy for homework sessions or coffee shop conversations. [6] X Research source
You may be able to camouflage the nature of your relationship by treating each boyfriend as a “friend. " Consider the likely response from each boyfriend. Will they become confused or upset by your sudden lack of affection? Be aware that you may quickly become entangled in a complex web of lies and evasions. Quick thinking will be necessary and your moral discomfort will likely grow even more complex.
If you aren’t prepared for a group of friends or relatives to identify one partner as your official “boyfriend,” you may consider attending functions alone. Think carefully about your circle of relationships. Will selecting one partner to attend a given social function commit you to include him in the future? Will you run into trouble if overlapping social circles see you romantically linked with two different people?
Prepare for the possibility that your boyfriends will want to share news of your relationship with their friends and loved ones via social media. If they don’t think they’re sharing your time and affections, how will you handle this issue? Consider strengthening the privacy protections on your account so third party connections cannot readily access information posted by friends in different circles of acquaintance.
Remember that not all contraceptives prevent sexually transmitted diseases (STD). You owe it to yourself and to your boyfriends to ensure that everyone remains healthy. Always, always use a condom. Schedule regular physical exams as an additional safeguard.