So I told a brief version of this story in another thread, but this thread is the best place for the full story.
My wife, her mother and her sister are extremely close and nudity in front of each has never been an issue. Their family holidays have mostly been in Europe where topless sunbathing is pretty standard.
The first time I joined them on a holiday to Europe I was a little nervous as I knew my MIL and SIL were used to being topless on the beach. I’d even seen photo evidence in the holiday albums - which they didn’t take issue to me seeing, it was more my embarrassment of not wanting to seem like I was enjoying it that stopped me from taking a good look.
I was mainly nervous as I didn’t want to embarrass myself (an obvious ‘reaction’ or maybe a gaze held a little too long). So the first day arrives after we’re all settled in and the ladies are by our villa’s pool. I take my sweet time heading out there, giving them ample time to hear me coming and cover up. I get out there for the first time and it’s just my wife who is topless. I notice my MIL and SIL are covered, but both their bikini top straps are down, meaning they definitely had their breasts out before I arrived.
I relax a little and enjoy the day. I’m used to my wifes body, seeing her naked is obviously no problem! Though I must admit, it was a little weird seeing it in front of her mother and sister.
Here’s where it gets interesting!
The next morning I’m getting ready with my wife in our room, and we’re discussing outfits for the day. This obviously prompts a thought for my wife, as she suddenly hushes her voice and tells me that she spoke to her mother and sister and told them that she wasn’t sure if I was going to be comfortable with them being topless, so they happily agreed to cover up. Thus I didn't need to worry about being uncomfortable.
Now I’m actually embarrassed! I’m stopping these two wonderful women from being completely relaxed on their holiday, all because I’m acting like a child over their breasts. I decide right there and then that I’m going to rectify this and stop being silly.
After breakfast, we all head out to the pool to relax. It’s now or never!
I say “ladies, don’t worry about covering up, I want you to feel comfortable and I feel comfortable so don’t worry about it”.
They both look at my wife in confusion and she just laughs and shrugs. I walk to my lounger next to my wife, and by the time I’ve set my beers down in the cooler and given her a kiss, MIL and SIL are now completely topless and are lying there in full view.
My wife is topless in thong bikini bottoms right next to me while her mother and sister are opposite me, in my direct eyeline. I don't even need to turn my head - my natural resting position gives me the perfect view! Thank god for my dark lensed sunglasses
And that’s how it was for the rest of the holiday! Breasts everywhere for the entire week when we were at our villa or the beach.
BONUS STORY
A few days in to the holiday, my wife and I were stood by the pool trying to take a picture together. Her mother asks if we want her to take a picture of us instead of us struggling with the iPhone front camera. We say yes, and she does. While we pose, I think to myself “it’s not everyday you have your photo taken with your topless wife by her topless mother!”.
I go to sit back on my lounger when MIL suggests that SIL should get in the pic with us. Before I can even process the thought, my SIL hops up off her lounger and bounds over to us, her small breasts shaking vigorously with each step.
As she stands on the opposite side of me to her sister and puts her arm around my waist, I decide to crack a joke and say “well it didn’t say Playboy Mansion on the rental listing!”.
The joke lands well and we all burst out laughing! I’d love to round this story off by telling you that that was the perfect picture taken where I have my arm around two topless women while we all laugh and look totally cool and relaxed..... I would be lying... That pic wasn’t very flattering! Thankfully we did a take 2 with “normal photo smiles” and that’s the photo that I will cherish forever!