Should I take my female friend with me to Hawaii?

[tstarr17]

Here's the deal. There's this one lady that I did start off dating a few years ago. We only dated for less than 2 months, but have remained friends since then, even to today. I did tell her recently that I now have reason to believe I never fully got over her, and she said she'd consider it, but that's another story. Let's assume we remain friends here for this question. A really good guy friend of mine is getting married later this year in Hawaii. When I told my female friend this, she said she wanted to go with me. Not to the wedding itself, but to see Hawaii. I originally thought that it may be awkward for me to bring her if either of us was dating someone else at the time, but lately I've kinda had second thoughts about that. A good boyfriend or girlfriend should be trusting. I have never cheated on anyone in my life and neither has she. What do you think, should I do it?

Updates

+1 y

Sure, it would benefit me financially since we'd split the cost of the hotel and rental car, but I wouldn't want to potentially ruin any future relationship we'd have with someone else if it came to that

[Paris13]

If You are Dating Someone Else, I would Not Bring Her. If She is Too, I would Thin of The Other Guy's Shoes. Bring Yourself. xxoo

[tstarr17]

I understand that, but there is a chance neither of us will be dating someone at that time, and if we did start dating again, I would definitely bring her. It'd be too soon for me to bring any other woman I started dating, even if I started with them right now

[Paris13]

Thanks, Gag. xxoo

[Iron_Man]

if she’s got a boyfriend and you got a girlfriend basically that’s a big red flag that you’re doing

[tstarr17]

That's what I thought too originally, but the reason I've had second thoughts is because we have gone out of town together as friends before, she really wants to see Hawaii, and I feel she is trustworthy. The reason we stopped dating is because she didn't feel any romantic sparks with me. I know she wouldn't try making any moves towards me during that time

[Iron_Man]

You better talk to your girlfriend about it

[Iron_Man]

I think it’s a mistake

[tstarr17]

I'm not dating anyone right now, and neither is she. That would only come up if either of us are dating someone else at that time

[Iron_Man]

Then take her

[Iron_Man]

Thanks for Most Helpful Award

[tstarr17]

I decided to go ahead and ask her. I forgot about this for a little while, but I went to Niagara Falls last August, and I did ask her then if she wanted to go. She didn't go then, and she said maybe to Hawaii

[Iron_Man]

Let me know if she goes

[jahaims]

You're simpin

[tstarr17]

We've gone on other trips before. Not out of the state we both live in, but we did a 3 hour road trip to some hot springs twice now. One of which was a few weeks ago