Taking the Scenic Route Home

Jenna and Cassie had spent many a late evening wandering the village together, enjoying each others company and the feeling of being a little less restricted than if they were in the bedroom of a house owned by one or the others parents. The place was virtually dead not long after the pub closed at around eleven, and it felt like they had the streets, side lanes and local park all to themselves. To Jenna it had always felt like a romantic way to pass the time, even if Cassie saw it as a purely social experience and the two of them never did more than talk nonsense and drink cider - assuming they could even get hold of any. Tonight could be different though.

"I'm not really tired yet, wanna go to the park?"

"Er, yeah I guess" Cassie shrugged.

The wording for the challenge had only stated that the dirty deed Jenna was planning must take place within a public setting. It didn't actually stipulate there had to be anyone else present at the time. Dry humping wasn't part of the deal that came with two hearts - presumably that was what made this a challenge - and for Jenna to have any chance of persuading Cassie to indulge in something like this of her own volition there could be absolutely no witnesses in sight.

"Can you believe Grace just stripping off in front of everyone?" Cassie laughed, still in disbelief.

"It was a bit of a surprise for sure" Jenna lied "Could you ever imagine doing something like that, Cass?"

"Not bloody likely. There's not enough alcohol in the country!"

Hmm, we'll see how I feel about that when you get up to three hearts Jenna thought wickedly to herself.

"We haven't been out together like this for a while now" Cassie noted "Not since you started dating half the women in the village at once"

"Yeah, that's why I thought it would be nice for us to get a bit of alone time"

"God, that almost sounds like you're trying to romance me!" Cassie giggled.

"Maybe I am" Jenna shrugged in a nonchalant manner that was quite deliberately ambiguous as to whether or not she was being serious.

"Things have been a bit funny between us recently, haven't they?" Cassie said, in an equally hard to read tone, as they approached the park gates.

"Funny in what way?"

"Well, like we've started making out with each other, and you feeling up my tits and stuff. We never used to do anything like that"

"And do you mind it? Or like it, or what?"

That was a really important question for Jenna. Making Grace strip naked in public or commissioning explicit photos of Imogen was hot for sure but felt like sexy fun rather than anything deeper, at this point at least. In Cassie's case, however, Jenna had harboured genuine romantic feelings towards her friend ever since they had hit puberty. She wanted whatever happened between them to be experienced mutually, rather than Cassie just going through the motions because the app was forcing her to.

"Yeah, I do quite like it. It's fun and it all feels very natural when it happens" she answered, promisingly at first, but then.."Obviously it's just best mates messing about though, isn't it? I mean, that's why it works, because it isn't serious. At the end of the day I have a boyfriend and I'm straight, but it can be kind of hot to experiment and I'm only comfortable doing that with you. I reckon if Lee found out about the things we've been getting up to recently he wouldn't be angry, he'd just want to watch."

That was a real mixed bag of an answer. It was exciting for Jenna to know that her friend and crush was actually enjoying herself when they were getting hot and heavy with each other, but she clearly viewed it as nothing more than a bit of harmless fun while her idiot boyfriend remained her true relationship. Perhaps that might change as the hearts racked up, but even then it would be hard for Jenna to know if those feelings were genuine and organic, having been given a nudge in the right direction from the app, or completely magicked up by it.

That was a question for another time though. The only one for tonight was: could Cassie be persuaded to dry hump her best friend n the local park?

"So Cass, you feel like fooling around a little tonight and stuff?" Jenna asked as casually as she could manage while the pair made their way onto the grass.

Cassie smirked a little, an immediate sign she was into the idea, even if it probably still felt strange to her.

"How come you're always trying it on with me now? You never wanted us to mess around before?"

Oh but she did. So, so, much.

"I dunno. I guess I didn't think you'd be into it."

"I'm not into it exactly..." Cassie blushed enough that it was visible even in the half lit area they were standing in "I guess it's pretty fun. And it's nice to feel as close as I can to my best friend. I was starting to worry you were gonna ditch me for Imogen or even Grace."

"I'd never ditch you for anyone" Jenna promised as she stroked Cassie's cheek then pulled her in close for a kiss.

The moment felt so genuine, so pure that Jenna almost didn't want to cheapen it in the name of winning some perv points through a phone app challenge. She was, however, naturally keen to try and push this make out session further, and if she happened to win some porn tokens while she was doing that then where was the harm? She slowly but forcefully began guiding her friend down onto the grass beneath them.

"Hey, what are you doing? It's wet and kind of muddy"

"That makes this even hotter"

Cassie allowed herself to be pushed to the ground, then waited as Jenna unbuttoned her jeans and pulled them down past her thighs, before lifting up the skirt her friend was wearing so Cassie's panties were also exposed. Jenna then lowered herself so she was straddling her crush, panty fabric rubbing against pabty fabric, and leaned her upper body over to begin making out again, lips locking as hips continued to grind.

This was pretty close to fucking and certainly pushed what was allowed for two hearts to its limits. Jenna felt sure that Cassie could stop this if she wanted to. Apparently she didn't, and Jenna never wanted it to end. The natural, mechanical arousal that came from what she was doing physically was heightened by the mental stimulation of knowing that Cassie was into it too. Jenna could even hear little, involuntary moans of pleasure escaping her friends lips on occasion. Eventually, it all became too much and Jenna could do nothing to stop herself from leaking into her panties. She wondered if Cassie could feel her juices at all through two layers of cotton. She kind of hoped so.

----

Jenna arrived home, stripped down to her underwear and lay on her bed under the light of her lamp, still far too energised to even attempt to sleep. She instead opened her Love List to check what she had accomplished that evening. Suddenly her heart was pumping even harder. Cassie was now on three hearts, with all the new possibilities that opened up for Jenna, and she had plenty of points to spend on Cassie porn. It also meant, she figured, that her friend must have enjoyed their light night walk in the park together. In many ways, the implications of that were just as exciting as being able to make her long time crush naked on demand.

As if that wasn't already enough to make Jenna's night, she quickly noticed something else. All of those perv points she had successfully accumulated that evening had come with a slightly unexpected bonus. Celestia was now on a full heart. She was officially dateable.