In my time I've been fortunate enough to have had the opportunity to be
relatively friendly with an almost-spilling handful of wonderful women (and their almost-spilling handfuls.) (Subtle subtext presented through hardlinks for your enjoyment.)
In the course of being friendily frisky, my splendid opportunity bestowed dividends in the form of seven pairs of breasts:
The first pair she most distinctly moved my hand up from around her waist to, despite the fact that there really wasn't anything there beneath the training bra yet. I left it there to humour her, but that didn't keep her mind from breaking.
I was mortified to realize that I might possess a pair of wandering hands so once I realized what I was holding I slowly slipped my hand off pair #2, but to no avail - she headed me off at the pass, rounded me up and rather firmly led me back up the hill.
Expectations higher by now I rather breathlessly asked my way into the third pair in a manner not dissimilar to my previous request for the first kiss with the owner of numbers three and four. Communication is the most important thing, after all, although I would eventually regret the outcome of this inquiry.
I don't recall much discussion as to the potential fate of the fourth pair (in truth, I can't recall a single conversation with the one who wore them) but expression of their availability was communicated effectively enough in a wordless pudendum pounce. If she's going -there- SURELY some reciprocation wouldn't be entirely amiss...
The fifth was never intended (though I will leave hopes unspoken for); I would not move there though it took no great struggle for me to be moved. "We have lots of time to be platonic" betrayed our mutual vague regret and embarassment after the fact but sometimes saying no can seem mutually rude.
The sixth were everything I could have wanted, if only I had.
The seventh went untouched, though perhaps I should have indulged the shameless feline somewhere inside.
My vague inquiry is thus:
Is there anything to be learned from an analysis of the shifting locus of power in these situations? Will certain types of women bring matters into their own hands (er, mix-your-own metaphor here) or is the active / passive paradigm determined more by context than by type?
Owners of breasts, do you have any light to shed regarding the past and present conditions and constraints you have enjoyed and imposed on your own?
Not to shift subjectivity too far, I should also inquire if you have any thoughts on the kind of boy who wouldn't dive into cleavage until told that the water's fine. Whose want is more compelling when conditions are regrettably unmatched?
Has activity or passivity resulted in more regret? How have you gone about doing this, and what is the best way?
I realize there are no right or wrong answers here (though some righter than others) which haven't been sought for thousands of years. However, I suspect there are some good stories here.