My wife is 54 and has recently started going braless a little more. She's becoming comfortable with it, and I love the looks she gets!
Wife 63, breast lift, no silicone fake fillers.All natural, Nipples point forward, not down. 38DD’s. She’s proud of her breast. Braless all the time.
Pam has fulsome but still perky breasts, perfectly fitting in a cupped palm should you want to try. She often wears tight cotton tops in summer with no bra underneath. Her breasts jiggle nicely as she walks along and her nipples become more prominent. The admiring glances she gets are appreciated by us both.
Who wouldn't want to try? Problem here is I wouldn't be able to try that without wanting to try more stuff.
She sounds intriguing. Just the fact you'd both be willing to let another guy cup her breasts makes you both awesome imo. And it would only make sense that more could be appreciated by all involved. Thing is, if I got to cup em, I'd want to play with em. And then I'd want to kiss them. And lick them. And suck on them. And that of course is going to drive me to want to play with the rest of her. Feel, kiss and lick her genital area. Which in turn is going to make me want to feel her insides with my tool designed for that purpose. Get wetter and slipperier in the process... So you can see how these yummy things would want to progress naturally.
My wife sleeps naked, says she gets sore boobs but does it for me. She's a 34E if I'm not mistaken. She'd rather sleep bottomless but with a bra. It just makes such a difference to me to have her sleeping naked next to me so I can wrap my arms around her and feel nothing but her skin touching mine.
My ex-wife was a 34 C/D with nice teardrop shapes. At night, on weekends and on vacation she didn't wear a bra. While on vacation she liked spaghetti strap midriff tops and tank tops. Her vacation tops were thin, clingy material that showed off her jiggle and her high beams. She had one or two that were semi transparent. Her nipples and areolae were visible if one looked close enough. She also liked tops that gave a good side view. She turned a lot of heads. My current wife of many years is smaller at 32 B, also with a nice teardrop shape. She likes the same type of tops, with no bra, while on vacation. She doesn't even pack a bra for vacations. So, I definitely am a fan of the no bra look.
My wife is super athletic with perky breasts and she only ever wears sports bras when working out. Never wears regular bras and I love it!