Being the tactful woman that she is, and being able to cheat through the wonderful gift of empathic powers, Olayne would likely have more than one way to approach the rest of the cast.
Aolan and Vando: A night on the town - with as many drinks provided for Olayne's counterpart as they can stomach - with her drinking lightly, well within the limits of what wouldn't impair her reasoning too much. She partakes of whatever drunken buffoonery the other gets down to, if only to keep incidents from escalating too far. Her light drinking gives her a distinctly unfair advantage in any ensuing bar brawls. She proves to have a rather mean left hook.
With Aolan, however, she drinks more to wet her throat, as she speaks of her time and experience as a bounty hunter herself, speaking of lives taken, and mentioning, somewhat absently, near the end of their time together, how she's sworn off the taking of lives, beyond the ultimately necessary, a somewhat dour note to end on, but she pays for the drinks as an apology.
Renvar: A quiet, respectable dinner, neither splurging nor scrimping on the food and drink for the exchange. She listens intently and asks after the nature of his work, the depth of his studies and his position as a consultant. Olayne shares a mere handful of her experiences in the criminal underworld, noting more than one mysterious death that she's seemingly been witness to.
The evening goes well, as the pair undoubtedly learn a great deal from each other - her from his scientific study of the body, and he from her practical application of his theories on the field of battle, and in the darker corners of the earth. Parting farewells promise a repeat of the evening, and the putting of theories to practice.
Rhi'ihs: A night out on the prowl, armed with spear and bow. Undoubtedly a light catch, nothing spectacular to write home about, but a worthy competition nontheless. And of course, nothing is more satisfying than consuming the fruits of one's labour. Over a small campfire, stories are shared, and both gain insight into the paths that lead them to the army, to this particular way of life. Of course, Olayne's is but one of many, readily practiced, oft-repeated lies that comes off naturally, and almost seems to be true in its own way. Who knows what ghost the tale she spins truly belonged to. Perhaps one of many threads of life that she's seen the end of.
Saree Nett: A game of chess - a clash of wits, as she seems uncannily aware of the youth's wily ways and devious mind. Regardless of the victor, a deeper insight of the other is gained, if he even has the patience to see the game through to its end. Olayne proves to know the Ma'archy reasonably well, and is seemingly rather critical of their ways, but proves neither too harsh, nor too forgiving in her assessment. Of course, a bottle of wine is gifted to the young man upon their parting - as compensation to his mistress for having stolen him away - Olayne seems to find it ironic even as she relinquishes the tribute.
Claudia Cardinale: Undoubtedly noting her bearing, dress and manner - Claudia is treated to one of the leisures of the wealthy and highborn. The finest horses in the regiment are released from their stables and treated to an afternoon of riding through the wilderness, perhaps interspaced with a bit of racing, as Olayne would've undoubtedly provoked and prodded at the ma'archy's competitive streak, and pride. A moment of rest beside a picturesque pond to water the horses, where Olayne shares a tale involving a magical sword, held by an enchanted maiden at the bottom of a lake. She admits that she's already tested the particular lake they were at, but leaves the existence of a magical sword ambiguous. She does have a very fine weapon sheathed close at hand, come to think...
Upon their return to camp, the horses are stabled, and pleasant farewells are exchanged. Upon rejoining with Saree Nett, Claudia finds that a bottle of wine has been provided for their enjoyment, as thanks for the pleasant afternoon.
Lakkta Iosapp: Away from the bustle of cities or garrisons, Olayne immerses herself in music - playing melodies learned over decades of travel and experience, filling the silence between the pair with song. She shares an anecdote at the end of each song - an ironic tale of a would-be hero full of bluster meeting an untimely end, the inner-struggle of a dying man to mend the bonds between his sons as he splits his wealth among them, or just a fairy-tale about a loaf of bread that ran away.
Not much is said, but comfort may well have been found in their time. A promise of song and tales is offered, should the other wish it, before their paths diverge once again.