[Fiction] Jake and Hannah

[Xp0lTeRg13sTx]

Hello getDare! I'm new to this site but i've read a few stories as a guest before and i loved them! So i decided to make myself an account and have a dab hand at doing a bit of writing myself!

This is just the first part of the story and i apologise if it is quite long but i felt that it needed a longish introduction to at least give the reader a vague idea of what is going on. But of course more will be explained as the story progresses

All feedback is welcome, positive and negative... if my story is terrible then i want to know before i write anymore!

Okay so here we go...

***

I had never slurped a mug of coffee down as fast as I did that morning, but I had to, I was late and I needed the energy for my big day ahead! Today was the day I get Hannah back for the dare she gave me last week!

Hannah was my ex-girlfriend from several months ago. We had been together for over a year in what I thought was a happy relationship, before she dropped the bomb on me back in September, that she wanted to split up for reasons that I still do not quite understand. Maybe it was because it was the start of Sixth Form and we shared very little free time to be able to see each other, or maybe she had just grown bored of me… I will probably never know.

But anyway, last week on a slightly… drunken… outing with a few friends I decided it was a good idea to call her on the way home whilst still intoxicated. I don’t remember very many details of the conversation except I apparently told her several times that she should convert to “lesbianism”. Whatever that means… Worship some sort of lesbian twin goddesses’ maybe? I don’t know…

But seriously… when I got home I was still talking to her on the phone, undoubtedly about things I would regret later, and I did! Imagine the shock and horror as I turned on my PC the next morning, logged into messenger and saw that her display picture was me naked hiding 0% modesty!

After a long text-based argument, I discovered that at some point that night she had dared me to take a naked picture of myself, send it to her, and allow her to have it as her display picture for a week! Upon checking my phone of course I discovered several such naked photos, most of which had parts of my body missing as trying to self-shoot whilst drunk must’ve been difficult! Yet somehow I must have managed it!

Hannah has always been a very… persuasive girl. I had done many embarrassing things for her in the past, but having my naked body on show to all her online buddies was definitely up in the top ten list of the worst dares!

Of course, every cloud has a silver lining and I also discovered her text reply which she had clearly hoped I wouldn’t notice, which said: “Thx Jakey! Mmmm I luv it U can dare me bk sumtime I promise :P”

Gotcha!

I spent a while thinking through exactly what I could get her to do in return for this, I went through several options and just drew a blank each time; until I looked at my calendar and discovered that we had arranged to meet up and play tennis the following Saturday. Perfect, me and Hannah used to play tennis a lot when we were a couple (she has always been a very athletic girl and it was the only sport that we BOTH enjoyed), but since we split up, we still met up on occasion when the weather is nice for a game and to catch up on life with each other.

There it is… since Hannah had allowed her friends and people that I’m none too familiar with see me naked, I would make it so the public could see her nak… wait…no I couldn’t get her to play tennis naked in the park that would be illegal! Unless… she usually plays in shorts but I remember her saying a while back that she bought a skirt for it but hasn’t worn it yet. No idea WHY she hasn’t worn it, but that’ll do! If I dare her to wear it without any underwear during the game, then there’s no way she can prevent anyone who sees her from getting a good glimpse of the goodies underneath!

***

I have to say, Hannah was none too impressed later on when I called her and told her that I had re-read the text that she’d hoped I’d forgotten about, and had already come up with a dare in return; and even less impressed when I told her exactly what it was that I wanted her to do!

“No way Jake, there’s a good reason why I haven’t worn that skirt yet! I need to get something to wear under it, not just underwear, and ESPECIALLY not naked under it!” was her reaction when I told her my dare. She sounded pretty stern, so I decided to offer her something in return.

“If you do this, you can keep that picture of me as your display picture for another week!”

Amused by the possibility of more people I know seeing me naked, she reluctantly agreed but added, “I’ll do it as long as I only have to be pantyless DURING the game… so I can at least cover myself even a little on the way to and from the park!”

“Deal…” To which I then hung up the phone.

***

Once I had downed my drink, chucked on a t-shirt and shorts (didn’t bother with underwear, seemed fair!) I made my way to my car to drive to Hannah’s. Her house was over the other side of the city, so it gave me time whilst driving to think about the day ahead. The thought of her being near enough naked from the waist down today was enough to make me tent rather uncomfortably on the way there so I tried not to dwell too much on the subject!

Before long I was pulling up outside Hannah’s house, it was a good sized house, end terrace. 3 bedrooms i believe, one being hers, 1 being her brother’s and the other for her parents; although she was home alone today… luckily! I parked up and knocked on the door, and she very quickly answered, hiding most of her body behind the door and only sticking her head round.

With a big grin on my face and in a sarcastic tone I asked, “Ready to go then babe?”

“Shutup Jake! This is soooo embarrassing for me! At least in my dare the whole world didn’t have to see your arse!”

I tried to contain my laughter… and failed. Hannah was not impressed but resigned herself to the dare knowing that she did kinda deserve it!

As it was such a nice day, I decided that we should play on the outside courts in the sun instead of the indoor courts where we would play if it wasn’t such a nice day (clearly she hoped it wouldn’t be!). She looked slightly surprised when I told her this, as she knew it meant that a LOT more people would be able to see her, plus you need to add the wind into the factor! … Although, there was only a very slight breeze today, it was more like a July/August kind of day rather than early may.

I prompted us to leave, so she reluctantly picked up her bag and stepped out from behind the door… only then could I see WHY she was so reluctant! I knew skirts that girls wore to play tennis were sometimes very short (experiences of watching tennis on TV, I was never sure whether it was the shortness of the skirts that attracted me to watching it, or if it was the ridiculous grunting noises they made whenever they hit the ball!), but even this did not prepare me for what I saw. She was wearing a white pleated tennis skirt that could not have come down more than a couple of inches below her arse. Top that off with a light blue t-shirt with presumably a sports bra underneath to stop the inevitable from happening, and it was enough to leave me speechless for at least 10 seconds before she blurted out, “Ok ok I know, let’s get this over with!” With that, she stepped out of the door, turned around and began to lock up.

Once she had her back to me I could see she had her ‘boob length’ hair tied up in a neat ponytail. I always called her hair ‘boob length’ because I remember when we were dating that if I pulled her hair down across her chest, it was just the right length so that the tips just covered her nipples.

It was a short walk to the park, which wasn’t too eventful. We talked about what we had been up to over the past week or two. Mainly the conversation was her talking about sixth form and how she was getting on with her mountains of coursework that had to be handed in during the next month or so. She was always a very career minded individual, she knew exactly what she needed to achieve to get into university and nothing was going to stop her from getting it. Admirable, to say the least, but a lot of the time I just wished that she would… Relax… a little more.

Soon, we were nearing the gates to the park, and apart from a few lustful glances from passers-by the trip had been largely uneventful. The gates to the park were at the bottom of a small flight of concrete stairs which ascended to the main area. Like an idiot, I caught my foot on a broken flagstone and stumbled slightly just before I got to the stairs, which allowed Hannah to start climbing a couple of steps before she turned to see what had happened…

“Are you okay Jake?” She said with a smirk on her face and trying not to laugh. “You dumbass…”

“Yeah I’m fi…” I began to say before I looked up and realised that in our current positions, I had a good view right up her skirt and could see her bright purple panties. Hannah noticed this, but simply tutted, and proceeded to carry on up the stairs at a faster pace.

After regaining my composure and catching her up, we carried on walking now through the park towards the tennis courts. Hannah looked a little embarrassed as she was getting a mixture of more lustful glances from the men, combined with disgusted looks from mothers with young children.
When we finally reached the tennis courts, there was one other couple playing, but luckily for Hannah, they were just packing up to leave as we entered. There were a total of five tennis courts surrounded by a ring fence, with the entrance to the right of court number five. The numbers then moved off down towards court number one on the far left. Naturally, Hannah chose to take us all the way down to court number one and sat her bag down on the floor.

“Go on…” I chuckled, as she looked around nervously before pulling the tennis rackets and ball out from her bag, then proceeding to lower her panties and replace the space in the bag with them.

“Let the games begin…”

If you guys want... more to come...