Chapter 17

Game Set Match

Darren's Adventure: The Wailord Cruise


Long time no update! Well it's not that I had writer's block or anything. I do have the next 5 or so events already planned out. It's just that I have been busy with school and other things which have effectively lowered my time and culled my pokemon passion so to speak. This is what you can expect from me in regards to the rest of the story: updates once in a while with a few sporadic quick ones along the way until winter break. When winter break comes I'll be back to my usual speed. It's not like many of you cared or anything (shout out to my lone reviewer lol) but I just thought I'd let you know for the stories sake and my psychological sake. I realize that this story has been sparse with the Misty content (and with story besides smut) but it will come in due time. Later!


The next day I woke up with a feeling of disgust inside me. It dawned on me that this entire cruise so far was just this meaningless, sex-filled, hedonistic trip.

I washed my face in the bathroom and stared at myself in the mirror. 'Look at you. You've stooped down to fucking a 15 year old girl. She could have been 14 for all you know. You're a disgrace... You came on this trip to befriend Misty, and you made a half-assed attempt at getting with her.'

I stormed out of my cabin before the air of repugnance around me caused me to harm an object in my vicinity.

I made a promise to myself right then and there. 'That's it. For now on, no more sex on this trip.'

I cycled through the contacts on my phone to see if I could meet up with someone and blow off some steam.

'Flannery no. Cheryl nah. Gardenia nah. Ash,…. Hey what about Elesa? She was a pretty cool chick.'

I sent Elesa a text to see what she was up to.

I got a reply, "Hey, do you like tennis? I'm heading over to the courts in ten minutes and I need someone to play with. If you've never played before I'll help you out."

I answered back, "Awesome I didn't know you played. I actually love tennis myself. I'll meet you over there."

'So she's a model, plays lead guitar in a metal band, and likes sports. This is the perfect girl' I thought to myself.

I stepped on to the tennis courts and noticed Elesa stretching on the sidelines of the first court. She was wearing a white tank top with a sky blue mini-skirt. She was bending over and reaching for her ankles, her cute round bottom was in plain view to see. Her skimpy white underwear left little to the imagination. Elesa noticed me from the corner of her eye and immediately stood up, smiling and waving.

I waved back and approached her. She handed me a tennis racquet.

"I'm warning you," she smirked. "When I was in high school I was a nationally ranked tennis player. I gave it up to pursue my music career."

"That's fine. I think I've got quite a bit of game myself." I confidently stated.

We took up opposite sides of the court and began to volley. When we were sufficiently warmed up we started a game of 1 set and 5 games, or first to 5 wins.

Elesa took the first game quite handily winning as she held me without scoring a single point. She was able to take advantage of my lingering rust and dominated with smooth strokes and impeccable footwork. Likewise she won the second game game-15, my only point coming off a failed drop shot that didn't make it over the net.

For the third game it was time to bear down. I noticed that despite her obvious talents she wasn't the hardest hitter. I decided to go for the kill on each shot. Despite some mistakes as a result of my reckless play, I managed to take her by surprise and win the game, game-30.

In the 4th game she was took notice of my improved play and upped her return game. We had each other running all over the court, sweat beginning to gather amongst our bodies. I managed to take the 4th game on an ace in a tie breaker, 2-2.

The 5th game Elesa began to crack, showing signs of obvious frustration as she yelled out an expletive when missing an attempted sideline winner giving me the game, 3-2.

At this point with a three game winning streak under my belt I got a little complacent. I lost the next game tying it up 3-3.

The 7th game was the most intense one yet. We were in the 2nd tiebreaker of the match and Elesa had the advantage. All she needed was one point to take this game. She missed her first serve wide for a fault. On her second serve I decided I was going to attack and move up to the net to put the pressure on her. She sliced a slow serve and I charged sending a rocket to her back hand. She reached out hitting the ball with a weak backhand as it flew up into the air right to my position. My plan had worked, and now I had an easy shot to win the point. As it was falling, I was trying to decide whether I should let it bounce once to be safe or hit it on the fly. In my hesitance, before I knew it the ball was right overhead. I swung erratically and sailed the ball past the baseline. Elesa gave a fist pump and I put my hands on my head in disbelief.

The last game was rather uneventful. My concentration was shaken after that screw up and Elesa took it to me for the win. To make matter's worse Elesa layed in a drop shot in for the game winning point. I dove for it just to try for it and slammed my arm into the pavement. We shook hands at the net and said "Good game." Elesa noticed a stream of blood trickle down my elbow. "We should go into the locker room and have that cleaned up."

I followed her into the locker room. When we got in she pulled out a first aid kit and cleaned up the cut with hydrogen peroxide. "You were pretty good out there," she complimented while dabbing my arm with a cotton ball. "As were you. We have to play again some time, I do want a rematch," I smiled.

"Sure. I'd love to have a regular tennis partner."

I stood up ready to leave and gave her a hug and a "thanks" in gratitude of helping out my injury.

She gave me an inquisitive look so I stayed for a second to see if she had anything to say. We were standing just a foot apart.

"Darren I was thinking… although we didn't put anything on that game…maybe you could help me out."

She leaned over the bench and gave me a view of her upskirt. She reached her hand down to her underwear and pulled it to the side so it was still on, but her wet pussy was now visible. With one hand grabbing her panties to the side, she reached her other hand down and spread her pussy lips. My cock grew hard instantly and my mouth was watering.

Was I really going to break the promise I just made to myself?

I stripped down and approached Elesa. I pulled up her skirt to her stomach and grabbed her panties so she had both hands free to balance on the bench. I stuck my erect penis into her pussy for a feeling of wonderful ecstasy. Though we were in the back, the fact that we were fucking in the public place of a locker room only heightened the moment. I began pounding her good, her pussy juices dripped down the shaft of my cock and onto my pubic area. Elesa moaned and her voice echoed throughout the locker room. I fingered her for a bit and then let her suck on my finger while we fucked in an effort to mute any future moaning. I picked up the pace and began ramming her pussy as savagely fast I could. She started to bite on my finger and I could tell it was hard for her not to moan out loudly. We were now drenched in sweat inside the stuffy locker room. I pulled off Elesa's panties while kissing her delectable feet in an effort to get a clear sight of her glistening round ass. After this I stuffed my member back inside her vagina and started slowly sliding in and out of her. She closed her eyes and breathed deeply like she was having a mini-orgasm. The feeling of her extremely tight cunt felt so incredible. Soon I was nearing climax but I only desired to keep fucking her more. I pulled out to save myself and she scrambled to her knees in an effort to catch my apparent cumshot. I tried to utter the words "No wait" as she began stroking and sucking my throbbing cock but I could only remain silent in my state of euphoria. I gave it my all to hold off orgasm. Beads of sweat were dripping down my head and I was breathing heavily. She pressed her lips against the head of my cock and made a vibrating "bzzz" with her mouth. This was the icing on the cake as I couldn't help but erupt a huge creamy glob of cum directly onto her face. My dick pulsated violently churning out wave after wave of cum. A puddle gathered in her right eye and she managed to catch a fair share in her mouth and on her tongue which she swallowed eagerly. We headed into the shower to clean up and made out sensually for the entire duration. I was just grabbing her ass and enjoying the tongue play between us.

When I got back home I sat down and sighed. Maybe putting restrictions on myself was a bad idea. It was back to going with the flow.