Friendly Wager 1

Danielle and I went to the same high school and both ended up at the same midwestern college a few hours away from our hometown. Danielle was the stereotypical girl next door type- funny and playful personality, dark hair usually pulled into a ponytail, big brown doe eyes, 5'6, skinny with a nice ass and B cups that fit her build. We had dated a few weeks during our sophomore year of high school and didn't hang out much after, but became close friends when we went to college. We both dated and hooked up with other people, but mostly stayed single, both just trying to enjoy our college experience.

During the summer after our second year of college we both decided to work and take an interim session class instead of returning to our hometown and staying with our parents. The majority of people in town were students or worked at the college, so during the summer, everything was pretty dead, with most students returning home and a lot of employees not working or vacationing. We had already become bored by the beginning of June, so we decided to go out after we got off work one Friday to drink and watch baseball. Danielle and I gave each other a lot of shit all of the time and this extended to our love of sports, as Danielle was a Cubs fan and I was a Cardinals fan. She picked me up at my apartment a little before 7. We headed to a local hole-in-the-wall bar we liked and that didn't look twice at our fake IDs, as we were still 20.

I sat a couple beers down on the table in the back of the bar where we were watching the game and said, "I can't wait to see the Cards kick the Cubs' asses tonight. I don't know how you can be a Cubs' fan. They always suck! The last time they won the World Series, more people road horses to the game than drove cars!"

"You're such a fucking dipshit, Cody!" she laughed. "We are just about to turn it around. There's plenty of games left and I know my Cubbies are ready to tear into the Cardinals. Your starting pitcher has been over a 6 ERA like the last 3 years."

"Your entire pitching staff has probably been over a 6 ERA the last 3 years!" I teased. "Care to bet on it?"

"I'm up for a wager, but we are both broke and betting money is boring anyway."

"What then? Drinks?"

She pondered a second and said, "Drinks can be part of it, but can't you come up with something more entertaining and exciting?"

I laughed. "Fine, when the Cardinals win, you have to go to the bathroom and change into my Cardinals jersey and wear it the rest of the night. Then, go to the bar and order a round. We can't leave until your beer is gone."

"I would never be caught dead in a Cardinals jersey and what is exciting about that?"

"Well, because all you get to wear is the Cardinals jersey. Nothing underneath."

"You are such a perv!" Danielle jeered in a playful tone. "I'm not doing that!"

"My jersey is big enough to cover everything if that's what you are worried about. I just wouldn't do any cartwheels.

Or maybe you are just chicken? Guess you don't have any faith in your Cubbies after all!"

"That's not it! I know they will beat the Cardinals, but if I agree to the bet then I get to dare you to do something really embarrassing if the Cubs win."

"What's that then?"

"You won't know until I make you do it!" she jeered. "If you believe in your Cardinals, then it wouldn't matter what it is anyway."

I thought for a minute. The Cardinals were already in first place while the Cubs were in next to last place. The Cardinals really looked like another potential World Series team this year, plus the game was in St. Louis. It would be hot to see Danielle wearing nothing but a Cardinals jersey the rest of the night, not to mention the fun of her being embarrassed after losing. "Sounds like fun! You're on! I hope you'll enjoy the feeling of getting to wear a winning team's jersey." I joked.

We continued drinking and taunting each other. Neither team scored until the top of the 5th inning when the Cubs hit a solo home run and then knocked in another run on an outfield single.

The Cardinals didn't score in the 5th, but combined for 4 runs in the 6th, 7th and 8th inning to go up 4-2. I really got cocky and started teasing Danielle about how she would love the feeling of a Cardinals jersey on her bare skin. She just huffed and said, "It's not over, until it's over. The Cubbies will get make it up in the 9th!" I could tell she was getting a little nervous.

In the top of the inning, the Cubs start off with a single and groundout before the Cardinals closer walks the bases loaded. I'm downing beer and cussing at the screen, but I know the Cardinals can easily get out of this with a ground ball double play. The next batter grounds to third base, and the game should be over, but the ball hops off his glove and toward the corner in foul territory. The runner on 3rd easily scores and the runner on 2nd rounds third and heads home as the third baseman is trying to get to the ball. The runner slides in under the tag and just like that the game is tied. Danielle jumps up and down and starts trash talking me.

The Cardinals get out of the inning without any giving up any more runs, but also can't get anything going in the bottom of the 9th. Danielle and I are both on pins and needles as they go to extra innings. The Cubs can't really get any runners in scoring position and the Cardinals manage to load the bases in the 10th and 12th innings and strands everyone without scoring a run. We are both still downing beers and yelling at each other and the TV. In the top of the 14th, the Cubs get runners on 1st and 3rd. The batter hits a ground ball and is thrown out at first for the second out, but the runner on 3rd manages to score.

Danielle goes crazy and taunts, "I wonder what I will make you do?"

I reply, "It's only one run and the Cardinals still have the bottom of the 14th."

The first two batters in the bottom of the 14th groundout and then flyout. Danielle is dancing with her beer in the air, as the next batter hits a line drive single. Now, I think they have a chance with a walk-off home run or at least a couple base hits. The next batter goes down swinging on strikes. I hang my head and Danielle is shaking her ass at me yelling "Loser!"

"Ok, what do I have to do?" I ask.

"Don't worry, you'll see soon enough!" Danielle laughs.

It's now after midnight, and we finish our beers, pay our tab, and head out to her car.

Danielle reaches in the back and grabs a scarf laying in her back seat. "I want to see if you can guess where I take you." she says with a smile. She tells me to turn my head as she drapes the scarf over my eyes and ties it in the back.

She drives for about 10 minutes taking turns every so often. Finally, she parks, but keeps the car running and she asks if I know where we are. I tried to keep track of the turns she made and about where we were, but had trouble making a guess after all the beers. "I don't know, the football field?"

"Wrong! I guess you are a loser twice tonight." She laughs as she takes off my blindfold. I recognize where we are. We're parked in a little gravel parking lot for a shop south of campus. It's obviously closed and it's the only shop on the road, surrounded by houses. The road it sits on goes out of town one way and the other way houses line it, before it runs between the west side of campus and the sports fields.

"Why are we here?" I ask.

"You'll see soon enough. Let's get out." Danielle says grinning from ear to ear.

I get out and she walks over to my side of the car. She leans up against me and very assertively, but playfully whispers in my ear, "Listen to what I tell you to do. If you don't do what I tell you, then I'm going to make this dare a lot worse for you. Now, Cody, arms up, I'm going to take your shirt off."

Being pretty drunk and a little horny, I don't spend a lot of time thinking and put my arms in the air as Danielle pulls my jersey and t-shirt over my head. She says, "Now, kick off your flip flops and hand them to me." I do as she says, and she places my jersey, shirt, and flip flops on the passenger seat. Then, she very seductively puts her hands on my bare chest and brings them lower until she finds the top of my shorts. She slowly undoes the button and zipper, before pulling my shorts and boxers down to my ankles. She tells me to step out of them and throws them in the passenger seat with everything else.

I just smile at her like a dummy and ask, "What now?"

She puts her body against mine again, reaches down and slowly rubs my cock. I'm almost instantly hard. She whispers in my ear, "What now is that I'm going to get in the car and leave you here naked. If you want your clothes and stuff back then, you can come to my apartment and get them." She leans back with the biggest smile I've ever seen her have. She starts to walk to the driver's side door and I say, "You can't be serious? That's probably almost a mile to your apartment! What if I get into trouble?"

Danielle just keeps smiling and says, "You shouldn't have bet against the Cubbies! Plus it is almost 1 am and most people are gone for the summer. You just have to streak by some houses and apartments, not like I'm making you run through campus." She reaches in my shorts and pulls out my flip phone. "I don't think you will get caught, but in case you do, here is your phone so you can call or text me and I can come get you out of it. If you keep complaining, I'll use the scarf to tie your hands behind your back." Danielle laughed hard before saying, "Have a nice walk! Go Cubs!" Then she drove out of the parking lot honking her horn.

I instantly take off out of the parking lot and hide in behind some bushes in front of the house next to the shop. I really hope Danielle honking her horn didn't wake anyone up nearby. My adrenaline is already running high. I can't believe I'm buck naked a mile from my clothes.

I workout and run pretty regularly. I'm not ripped, but still in pretty good shape. I'm pretty confident in my body, 5'10 with dark hair and decent looking face and slightly above average six and a half inch dick. I do pretty well with girls at school. I am pretty outgoing, but I never imagined doing anything this crazy.

I watch the road for a few seconds before I take off running through the lawns of the dark houses lining the road with my phone in one hand and the other trying to cover the erection Danielle gave me before driving off and leaving me.

I made my way to a house down the road. I hide behind a tree as I try to figure out what to do next, when I hear my text message ringtone go off. I try to quiet my phone while looking back at the house to make sure no lights had come on. My phone goes off again and I quiet it a little more quickly this time. I flip it open and switch it to vibrate mode.

There are texts from Danielle. "Just got to my apartment with all of your clothes. I have to admit that I was pretty pumped I beat you and got to rub your cocky nose in it."

"It is kind of turning me on though that you are running through the neighborhood naked right now! Maybe I'll just go to bed and give your clothes back tomorrow!"

"Oops! Hope your ringtone is not on and you didn't wake up the neighbors. See you when you get here! haha"

I look behind me to make sure the house is still dark. The road that winds up to Danielle's apartment is in front of me. I can run down the road but there are houses and condos lining the road with not a lot of places to hide if a car came down the road. If I run through the yard of the house across the street, I can run through the backyards and hopefully stay hidden. It's hard to see but I would guess there are 20 houses with backyards that I would run behind. I can't see any fences, but it's too dark to see to the next road. I decide to take my chances and hope nobody was sitting in their backyards or letting their dog out or something.

I decide to forget about about my modesty so I can run faster across the road and behind the houses. I get across the street and run up the side of one house to get to the backyards of the houses on Danielle's road. As I pass the side of the house, a bright light turns on and shines on my naked body. I run faster and get into the backyards of houses farther away. I turn around and realize it was a motion sensor light. I don't think anyone saw and lights in the house weren't on, but I wasn't waiting to find out if it woke anyone up. I continued running through the backyards with my erect dick bouncing everywhere.

I should have lost my erection from Danielle stroking me by now, but I have to admit the adrenaline of being naked and the fear of getting caught was turning me on and keeping me hard. I didn't want to get caught by an unsuspecting person or get into trouble, but I couldn't quit thinking about being naked outside where I wasn't supposed to be. I would never want to streak across the field at a football game or anything, but running naked outside trying to hide and not get caught for Danielle's amusement was unlocking a fetish I didn't know I had. I was horny and really needed some relief, but needed to get to Danielle's and get my clothes.

I made my way to the end of the houses without much trouble. I saw a few lights on in a few houses, but just kept going in the darkness without seeing anyone. Now, I have no choice to cross a road and run between two apartment buildings. The balconies face the alley I have to run through. I slow down at the side of one of the buildings and look around the edge. I see a few lights on in apartments but as far as I can tell nobody is on their balcony. I run as fast as I can and get near the end of the apartments when I hear "Oh my God! Why are you naked?"

I freeze. A girl my age stands up, smoking a cigarette, on the second floor balcony. "You better explain before I call the cops!"

I try to cover up with my hands and just whisper "Shhh! I'm sorry! I swear I lost a bet and a girl left me naked almost a mile away. I'm just trying to get to my clothes."

"That's hilarious! I might be inclined to believe you and not call the cops if you do something for me."

"Please, don't call the cops! I have to get back soon. What do you want?" I ask.

"It will be easy. Just face me, put your hands on your head, and jump up and down twenty times." she giggles.

I don't really have any choice. It's easier to just do what she wants and try to get out of there without her calling the police.

I turn, raise my hands up to my head, and start jumping up and down. My dick bounces up and down slapping my stomach and legs as she laughs. When I'm almost done, she reaches in her purse and pulls out a digital camera and the flash goes off as she take a picture.

"Hey, you never said anything about pictures." I try to say quietly.

"Well, how would anyone believe me when I tell them a hot, naked guy ran by my apartment?" she asks with a smirk on her face. "What are you gonna do? It's going to be 'hard' getting up here to take my camera."

"Fine, please just don't show anyone. I have to get going." I say.

I don't know what else to do, but hope the flash on her camera wasn't bright enough for anyone to be able to recognize me. I'm sure she is going to show her friends, but she's right. There's nothing I can do about it. Hopefully, noone she shows will be able to tell that it's me.

"Feel free to run by anytime!" She waves at me as I start running toward the road on the side of the apartments.

I'm getting into an area with a bunch of buildings and more apartments. I decided the best thing to do is run and not stop until I get to Danielle's. I cross the street and run through a parking lot and between two buildings. Now all I have to do is run through an empty lot with nothing to hide behind, then run behind the length of one apartment building, through a parking lot, and finally run behind and up the side of Danielle's building to get to her door.

Luckily, even though this was the most dangerous part of my run, as I was out in the open the entire time where anyone could see me, I didn't see a soul and make it to Danielle's stairwell. I run up the stairs to her apartment and tap a few times on the door.

"Who is it?" she says playfully through the door.

"You know damn well who it is." I say annoyed.

"I don't know if I can let a naked man in my apartment at this late hour." She laughs, "Did anyone see you?"

"Yes, some girl on a balcony made me jump up and down and took a picture of me. Just let me in!"

"That's awesome! Hopefully, I can find her and get a copy of the picture! And you are in no position to make demands. You have one more task. I'll even give you clothes for it. You have to go to the middle of the lawn and do 100 jumping jacks. I'll give you my Cubs jersey to wear or you can do it wearing what you have on now. Through the peep hole, it looks like you are enjoying this anyway." She giggles. "So what's it going to be?"

"Do I get my clothes back after?" I ask.

"Yes, if you follow my instructions."

Danielle's apartment building is U- shaped, 2-story with all of the apartment doors facing the lawn in the middle. I would guess there are about 60 apartments. If anyone comes home or leaves, they are bound to see me. At least a lot of people have moved out after spring semester or are gone for the weekend. I know her jersey will barely cover me. "I would rather get caught completely naked than in a Cubs jersey." I say and take off back down the stairs.

I get to the middle of the lawn when my phone vibrates. I open it and see a message from Danielle. "Once you start the jumping jacks, you can't stop until you're finished even if someone pulls up in a car or comes out of their apartment. If you stop or try to cover up before you finish 100 jumping jacks, I'm making you walk back to your apartment naked. haha"

She couldn't be serious. It's another mile and a half to my apartment. I just need to get these jumping jacks done and get my clothes back.

I look around and see a few lights scattered through the apartment complex, but don't see anyone outside or in the parking lot. I look up at Danielle's apartment and her front window is dark, but can tell the curtain is pulled back. I'm sure she's in there watching and laughing her ass off.

I'm still really turned on by everything that has happened that night. I start my jumping jacks, with my phone in my right hand, counting to myself. My dick and balls bounce up and down with every jumping jack. I've done about 75 jumping jacks when I hear behind me, "Holy shit! Cody?" I turn my head and instinctively put a hand in front of my dick and see Mandy.

Mandy lives in one of the apartments across from Danielle. Her and Danielle became friends this last year and had come over multiple times this year to party with us. She was a year younger and was from about 4 hours north of where we grew up. She was about 5'4 with blonde hair, hazel eyes, little dimples, and big boobs. She was kind of a smartass, so she fit in with our group perfectly. I was always teasing and flirting with her when we hung out. Danielle knew I kind of had a crush on her.

I quickly snapped out of it and kept going with my jumping jacks. "Oh my god, when Danielle texted me and said she left a surprise for me outside on the lawn, I had no idea it would be this great! Why are you out here exercising naked?" she laughed while staring at my penis flopping up and down.

"I'm sorry, Mandy. I lost a bet to Danielle and she made me run like a mile naked and do jumping jacks out here before she would give me my clothes back." I said clearly blushing, trying not to be distracted by the low cut tank top Mandy was wearing.

"It doesn't look like you have anything to be sorry for. I can't believe Danielle made you do all of that! I've never seen that side of her. I love it!" she said as I finished my jumping jacks and put my hand over my dick the best I could.