Sitting Alone

....

[10:30 PM]

Ms. Kathrine's head leans against your shoulder as you both sat there at the bus shelter. Cars come and go every few minutes and people walk by every now and then. Hooded figures glance and lurk, some leer and stare for a little too long....but Ms. Kathrine doesn't care. She feels safe in your presence snuggling into you with a gentle smile.

Soon the bus arrives. The moving displays of holographic lights of the bus can be seen coming down the block before the headlights illuminates the two of you fully. This bus goes down to a neighborhood next to yours, it's the same district but the stop is closer to her home than yours and the next bus takes you to the stop you always use.

You both stand as the bus approaches as silent as ever. Ms. Kathrine clears her throat briefly and plants a kiss to your cheek. Her soft lips brings out a regret in you. Just something you wished you did while you had the chance. You wanted to place your member onto her soft tongue and have her taste you with the lust that was displayed earlier, to have her lips wrapped around your base as you give her more love at the back of her throat.

You shake the thoughts away and boldly grab at her ass with a hand, sneaking in a final goodbye. Your hands knead into her womanly ass and she rubs her thighs together as if itching the spot between them....then she lets you go with a smile. You relent as well as she steps away.

"Um...." You watch as she stops at the step of the bus and turns to look at you, her eyes happy. "Thank you for tonight....I....really....really enjoyed it." She says before she turns back around and carefully boards the bus.

You smile back and wave at her. A happy look on your face as well. Yeah....yeah good job you. You did a good job. Well done. Ms. Kathrine sits down and waves back at you through the window as the door closes and the bus begins on it's way again. It travels down the road....further and further....then it's gone.

....

You stand there still half a minute after with your hand on your heart, frozen. What a day....but....despite all you did, completing Ms. Jenny's challenge, buying gifts, kissing Ms. Kathrine and doing it with her....you'd wish this wasn't a one time thing spurred on by luck. In truth Ms. Jenny just happened to choose Ms. Kathrine who was walking by. Then things just snowballed and stuff happened. Of course you don't regret anything but....it would've been nice if Ms. Kathrine thought a little more of it than....well, a quick fling with a cute young man.

It's complicated you suppose. If she wanted a relationship and was looking for one she wouldn't have done all that with you....right? She would've put more care into the relationship and handled it slow and steady. Plus, she probably doesn't want a younger man to anchor her down, especially one who probably can't stay fully committed to her.

Oh, why do you think this is the case? Well....

You sigh into the cold air and sit down, your breath is visible. It's because she didn't give you her contact info....simple as that. It's dumb, you know it and this might be a problem with you being greedy and catching feelings too easily....but, you kind of really liked her. Maybe it's because she was your first older woman or that she reminds you of your own mother in a way.

You groan leaning your head back into the seat. You never asked for her contact too as you didn't want to come off as....well, clingy or immature. If she wanted it to be a one time thing then that's what's best for her, especially when she's still wearing that necklace with the ring on it. You don't have any context to it but you can guess it's....complex at the least.

You sigh deeply again into a whisper. "Mannn~...."

Well, there's no changing anything that's happened now. Maybe you'll see her again somewhere? It's not like she's gone forever or avoiding you. Plus, there's some things you've got to focus on. The situation at home and all these gifts....and then Ms. Jenny.

She owes you a reward and you know exactly what you want. She hasn't responded back yet but considering the time she might be sleeping soundly in her soft bed by now. Unaware of who else will also be joining her someday soon. You feign an evil snicker to boost your own morale.

....