Emma and Donald rest well that night, totally sated in all ways by the time they return to their room. The next morning they are up and on the road early as Donald tells Emma they have a long stretch ahead of them today. The drive will be over eight hours.
As it is a long drive today, Donald dresses Emma in pretty pink underwear, shorts, and a polo shirt. He really does prefer her in dresses, but her tan legs and plump ass do look nice in a pair of shorts now and then. Emma in pants he only likes when they play that a particular way.
They drive for a few hours and then Donald is starting to feel the toll of so many days of driving. He sees the notice of a park ahead and pulls off to it for a bit to recharge. The stop is worth it.
They find a nice secluded grassy area under a tree. Donald brings the basket and cooler out, and they spread a blanket to have a picnic.
The sandwiches Dorothy made are still rather fresh in the cooler, and the assortment of fruit just drip with flavor. The homemade baked cookies are a wonderful finish to the meal.
So satisfied they lie back on the blanket content to feel the sun beaming down between the tree branches on them. Emma asks if Donald would like her to drive for a while as he has been doing it all of it so far, and with such a long trek today.
He assures her with a little rest now, he will be fine.
“How much of a rest do you want, sir?” Emma asks him, as her fingers roam up and down his thigh and then his crotch.
“You little minx,” he replies and pulls her to him, so she has a better angle to provide him with the attention she is suggesting.
Suddenly, Donald is pulled into a fantasy from Emma’s soft touch. It is like they are two teens in the backseat at a drive-in. Emma is a sweet young thing, just starting to be willing to explore more. So far he has only been able to get to second base, above her clothes. He so wants to move forward to third, and ultimately a home run.
Tonight, here in the back seat, his pure, innocent, Emmy seems to suddenly want to explore his third base. All the better. He does allow himself to gasp a bit feeling her hand outside his jeans tentatively rubbing him.
Emma looks at him is some surprise at his reaction to a normal thing she has often done to him. But the look on his face, his half-closed eyes tells her that something more is going on.
She leans close to him and kisses his lips, then whispers in his ear, “Are you alright, Donald?”
He hugs her and tells her, “Right now, Emma, be seventeen, your first time ever touching me, or any man. Let me enjoy imagining you exploring as a teen for the first time your teen boyfriend.”
Emma giggles with delight and replies, “Donny, is this how I am supposed to do it?” As she lightly brushes her hand across his covered groin.
Donald moans at her willing acceptance to play this out right now. “Oh Emmie, that is nice, here, let me show you a little more,” Donald replies as he takes her hand in his and runs it back and forth over his growing mound.
“Oh Donnie, how big you are getting,” Emma giggles. And then the real fantasy play begins.
He feels her hand running over his thighs, back to his groin over and over. The feel of his pants tightening around him, holding him in is this delightful sensation.
No, he is not really in jeans, but his shorts are holding him in rather firmly. The stroke of Emmy’s hand outside his pants as he imagines that this is the first time that they have reached this point together is stirring him so.
He runs his hand over her thigh which Emmy sighs about, but when he moves his hand to the front of her pants, she firmly takes it away and places it back on her thigh. This small battle goes on several more times.
Each time Emmy is a little slower at taking his hand away. The next time, when she lets seconds pass before her hand reaches to remove his hand, he is able to allow his fingers to rub over where her mons would be under her shorts.
The next time, he can move a little lower his fingers dipping in between her thighs to stroke against her clothed labia.
All this time Emmy is caressing, cupping and squeezing at his growing manhood. She has even found her way to his balls to cradle them and embrace them.
By now, Emmy is allowing Donny’s hand to stay between her thighs, and she mews as she, for the first time, is feeling someone rub her slit, pressing against the entrance of her vag, and rubbing against her clit.
It is so different and wonderful, feeling this touch through the fabric of her clothes. Donald/Donny is also feeling this different sensation. The fantasy that it is their initial exploring of each other, being able to touch this way for the first time. The naughtiness of them playing this way. Neither of their parents would approve, and both would probably be grounded if discovered. But oh so worth the risk.
The tightness of his jeans is increasing. He feels his shaft compressed against his zipper. Donny unbuttons himself, takes Emmy’s hand, and tries to lead it inside his pants. Emmy resists and instead moves to rub his lower stomach through his t-shirt.
“Emmy, please,” Donny begs her, taking her hand again to move inside his jeans. Again she pulls away to rub his stomach instead, this time at least under his t-shirt. Her fingers over his bare abdomen feel wonderful. Never has Emmy ever touched his flesh under his clothes before.
He tries his luck and moves his hand up under her shirt to feel the softness of her belly for the first time. Emmy whimpers, some in the loss of attention to her crotch which she is coming to enjoy, with the amazement of how she now feels wet in her panties.
She knows she has not peed, but this new sense of sticky wetness in her pussy is so delightful.
But the experience of Donny’s hand rubbing up against her stomach to... oh my, he is squeezing her boobs outside her bra. Oh, closer to her than through her blouse like he did last time feels so much better.
Then he lifts her shirt up to her neck, to gaze at her bare stomach and pretty bra for the first time. He bends and kisses Emmy, which is unique as her shirt now is pressing against his neck as he does, which makes the kiss even sweeter.
He moves down and kisses her breasts outside her bra while Emmy moans as he does. Then Donny lifts her bra up to reveal her lovely nipples and tits for his view.
He sighs deeply at the sight.
Emmy starts saying, “No, Donny, you can’t.” But when he lowers his lips and takes one nipple in to suck on, as his hand moves back to caress her pussy outside her shorts, it turns to, “Oh, Donny.”
He knows he has claimed her as his bounty, to do with more or less as he likes.
With his other hand, he firmly takes her hand again and presses it down inside his jeans. He allows her to stay outside of his underwear, for now, but oh, to feel her fingers run over his glans and shaft, so close is unimaginable.
He unzips his pants, to allow Emmy’s hand better access to his shaft and balls. She acts hesitant, just as he desires her to. But he is pressing her fingers down. She stays outside his underwear as she does allow him to push her hand down into this cave to explore.
Emma finds herself entering this same fantasy and imagines she actually is getting to be with a boy in the backseat at a drive-in when she is in her teens. Just the idea of that, almost seeing the movie playing in front of them on the large screen, the tinny voices of dialog coming through the amp clipped to the front window, makes her drip more and start to throb.
How Donald can suggest places to take her to. All, whether he realizes it or not, helping her live so much that she never got to before.
Donny is silently teaching Emmy how to stroke his cock to jerk him off and squeeze his balls, his hand over hers. Once she squeezes his balls a little hard, and he winces in slight pain. “Emmy’s those are very delicate, and you need to be careful how you play with them,” he tells her sweetly.
They kiss, and Emma pumps his cock inside his pants, but outside his underwear. To Donald this in extremely arousing. And while he would never confess this to Emma, trying to appear more worldly than her, he had never experienced this adolescence ritual himself, so it is so intoxicating to be fantasizing about it now.
Donald kisses Emma deeply, then again taking her hand, leads it inside his underwear to be grasping his cock full on. Ooh, the first touch on it, uncovered sends rushes cascading through him. It is like the first time that his cock has ever been touched besides by himself.
He cries out some, and a good bit of precum escapes. It amazes Donald that here under a tree now ay almost fifty-years-old, he can be truly experiencing the sensation of being a teenager getting jerked by a girl for the first time.
Emmy is surprised at the drippings from the slit in the head of Donny’s penis. She had heard about this in health class, but it is different to see it happen in real life. She tentatively touches the sticky wetness and rubs in down over Donny’s glans and shaft. It gives a nice lubricant to jerk his shaft up and down with.
Donald needs to control himself, but the teen boy here now is so sensitive to every touch, tickle, caress he is getting that he knows he will soon spill out. As much as he wants to hold back.
Donny is so proud of himself that he is firmly on second base with Emmy now. But she somehow is fully on third base. He wants to be there also so together they can make a run for home plate. Not tonight, but to have the players trained and ready for the next series.
Feeling Emmy’s hand squeezing his bat tightly, running up and down the length of it trying to find the best grip to hold it with to knock the ball out of the park, is too much for Donny, and his wad flies out of him, up over the wall it almost seems. He can hear the roar of the crowd going wild at this momentous event.
He grabs his handkerchief and wipes away his spewed seed. Then turns to Emmy and kisses her long and hard. “Please Emmy,” Donny says as he again slides his hand into her waistband. “Please, let me.”
Emma sighs contently, as the feeling Donny has been arousing in her is so exotic and wonderful she does want to feel more of his touch. Just as Emmy knows she will now want to often touch Donny unclothed, down there.
She spread her legs and signs expressing her willingness, and Donny’s hand is down inside her shorts, but on the outside of her panties for now. His fingers feel the sticky wetness dripping through her panties as he runs them up and down her slit.
Emmy cries out in delight.
The scene on the movie screen turns very dark, and Donny feels this is the sign for him to go forward. He fumbles to undo Emmy’s shorts and opens them some. His fingers caress the top of her mons around her panty elastic and then he takes the plunge.
He is there! He makes it to the promised land. Oh, the joy of feeling a female’s anatomy for the first time, uninhibited. Yes, the damp pasty fluid seems to just stream out of Emmy giving off this aphrodisiac scent. Donny so wants to taste it to know its flavor. Does he dare?