I’ve got a few different experiences with different girlfriends.
1) first time I ever went away with a girlfriend we went to Greece, we didn’t even discuss any topless sunbathing - I was very naive back then so I didn’t even think it was even going to happen. 2nd day there we are at the hotel pool, she’s in a bikini and all is good. I go up to our room to get something and look down at her from the balcony, she had taken her top off and was sitting up (amazing 32c breasts), I looked across and saw on the other side of the pool there was a group of around 5 guys, they wasn’t there when I left so must have just got there.
In my head I went crazy and not in a good way, she had kept her top on till I was gone and now that an audience Was watching her - and they were without a doubt watching her and not making it discreet either as it was only her and them at the pool - she had taken off her top showing them her breasts, and again she was sitting up straight facing them. Now I would die for this situation but back then it was hard to take.
She knew my demeanor had changed when I returned and she covered herself back up after an hour. We spoke about it and I was out of order saying she wanted the other guys to see her.
The next day she went topless again but at a different pool, this time I tried to play it different and in the pool we played and I touched and grabbed her breasts and kissed her - but this was apparently wrong too as it was me going over the top and that’s not what her being topless was about.
The rest of the holiday was a bit weird, we were testing the waters trying not to upset each other.
2) my next girlfriend I went away everything was different, I was far more into the whole showing situation, she went topless at the pool, topless on the beach, and even completely naked with me on a nude beach we visited. She had no reservations taking off her bikini at the nude beach. It was unfortunately not that busy and mostly full of old guys, was a rush being there tho, with everyone there watching us as we were at least 40 years younger than everyone else there. It felt like I was walking around with the Crown Jewels, this perfect 19 year old, blonde, skinny, perfect small tits, soft pink nipples, completely shaved pussy.
I’ve Still got a old dv tape of her naked, topless, and us fucking from the holiday, but have no way to transfer it which is so annoying.
So yeah, I went from complete prude and not wanting to show off my girl to wanting to show everyone my other half (speaking of which by all means, check my profile and pics I’ve submitted of my wife on this very forum
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