To the Park

Florence pulls into the general parking area of the local park in their town. Derren had been around it a few times, but he wasn't the type to be interested in what parks had to offer. Florence, however, seems very comfortable here and quickly leads Derren to a secluded area of the park with a couple of wooden benches. She quickly takes a seat in the one that is being shaded by a tall maple tree. Derren joins her, but is still confused about why she wanted to spend time with him here.

"Ah, what a beautiful day!" Florence says as she stretches and stares into the beautiful blue sky. It is the early days of spring so the air is still chilly and as a result there are few people in the park. Both Derren and Florence wear light jacket/hoodies. The lively greens that mark the end of winter are sprinkled around a park that will bloom vibrantly in a matter of months.

"Um, thanks for coming along."

"No worries, anything special you want to do here?"

"Uh, no. I just like coming here, and I wanted you to come with me today."

"Okay."

"Sorry, if this is too boring for you."

"It's not what I would have picked, but if I wanted to go where I would want I wouldn't have let you choose in the first place."

"That's true. This would have prevented any say I have in matter anyway right?" She says as she places a hand over where my claim to her rests on her flesh.

"Well if I was cruel yes, I didn't think you saw me that way though."

"Heh, I know you would respect my opinions. Anyway thanks for coming along."

"Sure, so what do you usually do here? Secret Cheer training or something?"

"No, this mostly."

"Sitting?"

"I read sometimes too. I'd be rude to do that when I'm with someone though, so just sitting today."

"Can I ask why?"

"I feel like I can clear my head and think out here. Derren, how did you feel about me? You know before the day you made me your secretary."

"Boy that's a loaded question."

"Just answer me, please? It's important."

"I thought you were the most brilliant and radiant woman I'd ever met."

*Wham* Florence lays into Derren with a sharp jab to his arm.

"OW!"

"Don't give me that sugar coated BS people give when they're afraid of making someone mad. It's important to me please tell me!"

"Fine I thought you were the typical stuck up, ice queen bitch that thought she was better than everyone."

"I thought so, thank you for being honest."

"Was there a point to this?"

"There was, remember the day that you made me and Chelsea yours, and remember why she said she betrayed me?"

"Yeah she said you were naturally better than her at everything and she was jealous."

"MmmHmm, well she also mentioned me getting guys over her right?"

"Where are you going with this?"

"Well I could usually use my looks to get a guy to go out with me, but things would go down hill from there. I'm stoic by nature, I don't like opening up, I mean I'm the type of girl who wants to take a guy to a park and sit around for god's sake! Best case scenario was they got uninterested and left me, and the worst case, well, they'd use me and throw me to the side when they were done with me. I guess what I'm trying to say is, you asked me the first day I became your secretary if I want to be more, and I have given it a lot of thought."

"Let me guess, you want to be my girlfriend but you're scared I will be bored of you after we have sex and I'll toss you to the side."

"yeah..." She blushes and looks down slightly.

"Flo, have you seen the women I am with right now?"

"You mean Miko and Mia?"

"Yeah, both of them are fucking emotionally unstable lunatics. I mean I love them to no end, but trust me, trust me, boring is fine by me every now and then."

"Heh, so you do think I'm boring then, I see how it is."

"You really think you're less boring than Miko and Mia?"

"Fine, no I don't hehe. To be honest you remind me of my Mom."

"Wait, what?"

"I'm very much like my dad, we're both introverts that struggle to communicate. My mom meet my dad in college and she **** him to open up. Dad said if it wasn't for mom he probably would still be a loner to this day. So, you kinda remind me of her in that regard. Oh, and you two are the only people on this planet I fear being on their bad side the most."

"Does she also have magic powers then?"

"Ha, no she's mother which is scarier I think."

"Pfff, isn't the the truth, I'm still scared of pissing off mine, and I could enslave her if I wanted to."

"Hahaha, maybe they do have magic powers then."

"Maybe."

Derren and Florence talk and laugh amongst themselves for a while. Their conversation flows naturally and light heartedly as they continue to grow closer talking about their lives. However, the sun starts to set and the air chills beyond the comfort provided by their thin extra layers.

"Geez, look at that the sun's going down! How have we been here for six hours!"

"Wow you're right, but hey time flies when you're having fun."

"Yeah, um Derren. I have something else I want to tell you, if you don't mind?"

"Sure what's up?"

"First actually, about that day with me and Chelsea..."

"Oh, are you gonna ask me to free Chelsea, sorry she made her bed now she has to lie in it."

"No, this has nothing to do with her. That day you praised me for my loyalty in not betraying her, but I wasn't loyal I was a coward! I couldn't bare facing you after learning what you could do and I wanted to run away. If we're being honest if throwing Chelsea to the wolves would have let me escape the hunt I would have."

"Why are you telling me this all of a sudden?"

"Because I love you, but seeing that shell that used to be Chelsea roaming around everyday just reminds me that I should be in that state with her. I don't know what to do I-I'm awful, I'm sorry I have already betrayed your trust before we ever got involved! Please make me like her so I don't feel this guilt eat me up anymore!"

As tears stream down her face Derren realized how much that day must have weight on her heart all this time. Her best friend betrayed her, and by her admission if she wasn't so terrified she might have considered doing the same. It clearly tore at her and when she finally had the courage to confess to him the flood gates opened and her heart spilled out all her feelings at once.

"Fine I understand, take off your shirt I'll write something more fitting on you."

"O-Okay" Still crying, sniffling, and trembling she removes her hoodie and her skimpy top. She closes her eyes as Derren approaches unwilling to look at the man she loves before he takes away everything from her like she truly deserves. She feels the pen run across her right breast opposite to his last piece of writing was on her body. Once again she anticipated a sense of nothingness that never arrived, and once again she opened her eyes very much herself.

"Huh?"

"Take a look. If you're that concerned about loyalty, and fear you'll betray me I fixed that."

She looked down at her body once again, the familiar Dutiful Secretary line remained unchanged on the left side of her chest, but on the right was new writing:

Derren Smith's loyal girlfriend

"Wha, why?"

"I guess I fell in love with you too, Flo."

"Uuu, Derren!" Tears flow even faster now as Florence sobs while tackling Derren into a hug.

"It's okay Flo, I love you, I really do."

"thank you." Florence whispers while Derren and Florence hold each other in each others arms for what felt like an eternity.

Some time had passed and the two new lovers snuggled on the park bench they were suppose to have left an hour ago.

"So I'm sorry I told you you could spend Sundays with your family only to have Mia call you in for Miko duty."

"Nah, it's cool it should only be for a bit anyway when you leave to go to Jessie's."

"Still is there something I can do to make it up to you?"

"Would it be okay if I used that favor for someone else's benefit?"

"You still feel guilty about Chelsea huh?"

"Well, yes."

"I can't just forgive her though."

"I know, forget I said anything!"

"No, there's maybe something I can do for you."

"O-oh is that okay?"

"Sure, plus Mia says it creeps her the fuck out. I do wonder what all this time has done to her though."

"It has been a month or so right?"

"Yeah, and no scientist has ever been able to run a study about locking someone within their own head for a month either so it should be interesting if we let her out now."

"Well then, um, thank you."

"Yeah no worries."

Florence leans in her face a deep crimson and not just because of the nipping cold and plants a kiss on Derren's cheek. Derren returns in kind placing a gentle hand on her cheek and tilting her face to face his own. After that Florence felt time start to crawl like every atom and molecule in the universe had slowed to near immobility for the two lovers. In this reality there was just the two of them in peace and in love. Slowly and gently, his lips met hers, and she invited them openly, warmly, and tenderly. This was the thing she yearned for, this feeling that she'd feared would never find her. This was love, and she was happy. Their kiss turn from gently slowly as their desires boiled over. No one could say who's advanced first, but soon both tongues were wrapped in a dance of passion and bliss. Like all good things, this moment had to come to an end as the two separated both covered in a new sheen of sweat, and renewed reddening of the skin as lust warmed the cooling night air. Only a thin strained of saliva connected the two now has they breathed labored breaths panting like dogs on a summer afternoon. The look of lust prevalent in the eyes of both as senses returned and thought resumed.

"Come on, we need to go now!" Florence grabbed Derren's hand, and with a determined face marched out of the park.

Derren was confused about where they were going even when they pulled up to an un familiar house. They entered a quaint two story house not dissimilar to his own. Waiting inside were a stoic looking man and a bubbly looking woman. Looking at the two made it very obvious were he was, Florence's house.

"Mom, Dad, if it isn't too much trouble could you two go out for like an hour?"

"Oh my! What's gonna happen to my little girl." The woman Derren assumed was Florence's mother said with a big knowing smirk.

"Well you see..." Florence walked over to her parents and showed her newest writing on her chest.

"Well if he went that far to make you his girlfriend we can't say anything I guess." Her father broke his usual silence to say while her mother excitedly squealed and hugged her.

"Okay take car of my baby girl you little prince charming." Her mother said while giving Derren a playful jab to his side. Her father said nothing, but Derren was relieved he didn't have to use his powers again to avoid an ass beating. It was quickly just the two of them again and once again Florence took Derren by the hand. This time leading him up the stairs and into her room. The room was relatively simple and tidy, about what Derren would expect from Florence if he was being honest. Derren sees Florence rummage in her nightstand a bit before she turns around to face him.

"Here." She says with her face once again a deep crimson.

"Is this..."

"L-lube, yeah."

"Really?"

"It's the place I'm most sensitive, I've played with it before so I know. However, I wanted to give my first time to someone special."

"Isn't it usually the other way around for most women?"

"Who cares about what's normal or not! Ass play is what I crave Derren, are you gonna take my anal virginity, or are you planning to make me beg you?"

"That does sound fun."

"Hah, hah, haa, Derren I need this! Please! I need you in my ass so bad!"

She doesn't waste anytime for a response as she strips Derren of his pants and begins stroking and slobbering on his cock. Her breaths are labored and she begins playing with herself, but she reaches behind to do so. First two fingers go in, then it's three, then four, and finally the whole damn fist is inserted as she ferociously fists her own ass. With the attention she's giving and the show she's performing it takes little time for Derren to reach full mast, and she wastes little time in putting a generous slathering of lube onto his cock. He also realized that the hand she was using was the one she had up her ass and that she was lubing up for him already while getting him up. Satisfied with her work so far she gets to her feet and gets on her bed with her hands and knees. She then looks over her shoulder, the look of the shy and nervous Florence was long gone from her face. Replacing it was that of a crazed whore looking to get her hole stuffed. Derren was not about to leave a lady waiting and approached an expectant Florence. Florence thought she had Derren pegged as a lover and assumed he would plunge in immediately, so when he approached and caressed her ass she shuddered and gasped.

"Haa, huun, oh Derren wh-what are you dOing"

"Giving you what you want Flo." He whispered sensually into her ear before falling back behind her and gently placed three fingers into her ass while he began lashing her ass cheeks with his tongue.

"AAAAAAAHHHHNNNNN OH MY GOD!!!!!!!! DERRRRRRRRRENNN!" Florence was losing her mind as he groped, lick, kissed, fingered and fisted her ass. She clutched at the bed sheets and moaned and begged for him to stop teasing and give her what she wanted, no needed.

"Alright, I will give you what you need if you tell me what you are." The slightly demanding tone he had as he loomed over her naked body sent and electric pulse down her spine as her pussy started dripping onto the bedsheets below.

"I-I'm an anal slut."

"Not quite right love."

*smack* Derren gave her a quick but firm slap across her ass.

"AAAAAAUGHN! FUCK! OH, MINNNMGH! HAH HANGH!" Was she an M? Florence thought to herself as she nearly climaxed from having her oversensitive ass abused by the man she loved. No she doubted she'd get off for any other man like that it had to be Derren. THAT'S IT!!

"AH, I'M YOURS! I'M YOUR SECRETARY, I'M YOUR GIRLFRIEND, I'M YOUR ANAL SLUT, I AM YOURS DERREN SMITH!

"Perfect."

And with that Derren plunged into her forbidden hole and she fucking lost her mind. As he began pumping into her plump ass millions of neurons shot endorphins into her brain giving Florence a sensation of satisfaction and pleasure she had never enjoyed before. She did wish he could be just a but rougher with her, but no sooner had she thought that he grabbed her arms without warning and held them behind her back.

"UGMF..." She grunted into her pillow as his anal **** picked up with renewed fervor. He was now standing slightly over her as the new position pointed her ass straight towards the ceiling. Using her arms as a grip for balance he took her ass like a jackhammer. Every savage pump drove her face in and out of the mattress below as her entire body became Derren's toy to fuck."

"DERREN, DERREN, DERRRRRRRRREEEEEEEEENNNNNNN!" She could only scream in madness as she was ravaged into paradise. Florence was so in bliss she had lost count of how many orgasms she had, but she had counted 10 before she lost count.

"AUGH I'm gunna cum!"

"YES YES YES YESSSSSSSSSSsssssssssss!" Rapture rocked her body as Derren exploded into her asshole. What felt like a liter of fresh sticky cum painted her insides white as she writhed in overwhelming ecstasy.

""HAH HAH HAH"" Both Florence and Derren panted as they lay next to each other. Florence was nuzzling and kissing Derren as she had been enamored with him even more than before. She found the perfect man for her, a strong man with unfathomable power, a gentle man that could be tender and make her feel safe and she could open up to, and last but not least an absolute brute who could pin her down and stretch her whore ass.

"Wait here." After a quick rest Florence grabbed a butt plug from her night stand and shoved in in to her cum leaking ass. Derren shot her a knowing look as she walked to her door.

"Don't get the wrong idea, Mom'd be pissed if I leak cum all over the house." An argument that Derren might have believed had it not been for the pussy juice running down her legs onto the floor below. A few minutes latter she returned with a big sports drink in her hand.

"Here drink up, we're going for round two."

"Oh what if I'm too tired to go again?"

"I don't care I've waited years to get this feeling and I'm not done feeling it. Now drink up."

The cool gaze she had reminded Derren of a dominatrix ready to **** her partner. This was undercut by her getting up off the bed and throwing herself on the floor so that once again her ass was up and her face landed hard into the hardwood floor of her room. Her face slammed down with a thud, and Derren was concerned that Florence had knocked herself out. However, her groan of pain and delight told him it was an unfounded worry. She looked back at him expectantly as she waved her ass back and forth eagerly. Derren gulped down his drink and pitched it to the side as he stood up and ravaged Florence once again. Of course he was ready for a round 2.

Side note: her parents, not being idiots, got a hotel for the night and had a little fun of their own.

Authors Note: This chapter actually comes in at 3,215 words. This is, I believe, is the most I have ever written for a single chapter thus far on this site. Combined with the last chapter the Florence chapters come in at nearly 6,000 words at 5,862 words. I think it is safe to say I had a bit of fun writing this date, and the ideas kept flowing. One such thing was the anal and M aspects of Florence which I made up writing it as she didn't enter the story with plans of her being an anal slut. However, it was a lot of fun to write it, and it takes her a little closer down to Mia and Miko's level (though Flo is still far and away the most sane member of the trio).