Some time later, Issei and Claire were chilling out in a outdoor onsen that night. All they had was the night sky and the sound of bugs. They were both naked in the onsen as they enjoyed the relaxation, holding drinks in their hands and having tons of conversations. They shared kisses once in a while during the night.

After they finished the drinks, Issei had something important to say now. "Claire, I want you to know that...I love ya!" He embraced her.

Claire knew how Issei meant that; it wasn't the creepy kind of 'I love you'. She smiled softly. "Love you too, Issei." She hugged him back. "Thank you... For everything."
They kissed again and there was a bit of silence.

Issei broke the silence. "Claire, I got a question for you."

"...I'm listening." Claire was intrigued.

"Wanna battle with kisses? Like a contest, I guess you could say." Issei grinned.

Claire was very competitive, and powerful. She was very familiar with competitions and battles, that's for sure. She couldn't decline a challenge, nor have the thought of losing in the end. "You're on. I will be victorious." Claire declared arrogantly, but also blushed a little too.

Issei grinned bigger and got excited. "Hell yeah!"

"The first move is yours." Claire declared with her lips ready for him.

They began making-out in the onsen. It felt amazing, and they had their arms around each other. They shared deep, passionate kisses with tongue. They went at it for quite a while, neither stopping or showing signs of wanting to quit the battle.

Claire pulled away briefly for some air. "Y-You really are something, Issei..." she blushed and said with embarrassment.

"Yup, that's true!" Issei smirked a little, and slipped his tongue in her mouth again.

Claire gasped at this, but regained her composure to continue with all her kissing power.

Issei knew deep down he was going to win, because he was obviously more experience with this stuff. He continued kissing the blonde Prez like there was no tomorrow, and Claire attempted to return everything back. 'Oh man, her mouth is so wet and warm!'

They kissed deeply as their tongues swirled around and battled in their mouths. They exchanged saliva during this kissing battle. Issei also enjoyed how Claire's large and wet boobies were pressed against his well-toned chest as they kissed.

"I-Issei..." Claire blushed as they swirled their tongues around together. She was having trouble keeping up now. The two were feeling hot inside as they continued kissing and making-out.

Issei did some impressive kissing techniques that Claire wasn't familiar with. It caught her off guard; she struggled to not only keep up with him, but to keep her composure.

Issei finally won when Claire gave in. "I... I surrender. Y-You win." Claire was breathing heavily after she pulled away, her face super red.

Issei smirked as he pulled away too, feeling victorious. "Hell yeah, I win!"

"W-What would you like for winning? I figure you should w-win a reward of some kind..." Claire looked away in embarrassment.

Issei didn't have to think for too long, for he basically knew what he wanted. "Claire Harvey, will you allow me to take your virginity...tonight?" He held her hands in his own, giving them a warm squeeze.

Claire gasped and swiftly looked at Issei directly, completely in shock and surprise. To her, it was similar to a marriage proposal. "Y-You... Issei... I...I-I..." she couldn't really form a whole sentence. Claire nonetheless hesitated to fully answer, a worried look on her face. "Issei..."

Issei managed to calm her down with a gentle kiss.

During the kiss, everything seemed clear to her. She thought about Issei a lot, and he was the 'first' for her in many ways. It only seemed natural for him to take her virginity, of all men. After thinking about it in her head, she accepted. "...A-Alright, let's commence the operation."


The two went to Claire's headquarters to have sex in bed. It was the place Claire preferred to do it.

Her face dyed a deep crimson, Claire mumbled, "Why do you always snatch away all my firsts…?" Her face turned away in embarrassment.

Issei chuckled. "Well... What are you gonna do?" He had a point. They were both naked and they embraced each other.

If she were to be seen in this state, Claire didn't think she could handle the embarrassment. Thankfully no one would see. 'I realize the truth of this situation. I'm about to lose my virginity, and there's nothing stopping it.' Claire asked Issei in a nervous tone, "Please, be gentle with me. It's rather embarrassing to be in this situation..." Claire was red to the max as she slowly closed her eyes. She tried to overcome her fear, embarrassment and doubts. She prepared for a kiss.

'She definitely is a beauty.' Issei thought as he also closed his eyes and kissed down; their two lips coincide, and their breathing began to hurry up. The feeling of a kiss had reached them.

"Nn, fuu…" Claire's tongue invaded his mouth. Her lips stuffed Issei's lips.

They french kissed, tangled tongues included and saliva exchange job, too. Deep and passionate french kissing at it's best. The kiss lasted awhile, as both were naked and with their arms around each other.

Issei was squeezing her butt during the make-out session. Her butt had less flesh than her breasts, but his fingers still sank into it.

"Mmhmp!" Claire was surprised at Issei's hands on her butt in the kiss. Claire hung her lips against his.

Issei pulled away briefly. "All you need to do is let me make you feel good." Issei said as he resumed the kiss. Lips and lips touch...

'This feels nice...' Claire thought as she enjoyed the kiss. Her face turned red as she noticed that she was in the state of pushing down Issei. At the same time, she noticed that Issei is getting excited.

Claire's mouth was warm and wet, so kissing her felt amazing and turned them both on. Her tongue felt good while kissing as well. Tasting her wet and warm mouth with the tongue and saliva included was crazy good.

They repeated a kiss many times over and over. Short kiss, lengthy kiss, several times.

Finally their tongues and lips drew apart, the lengthy kiss ended. After they finished, they sat up on the bed.

"W-What do we do next...?" Claire asked nervously.

Issei focused his attention on Claire's naked breasts. "Titty time!"

Claire blushed madly and nodded slowly. She had her hands covering her breasts, but now she removed them for him. Both her nipples and areola were beautiful.

'Whoa, look at how massive her breasts are!' A sight that his growing erection showed he was happy with. He decided to have some fun with those large, soft funbags. "I'm going to grope them, Claire." He told her as he was about to go to town!

"Go right ahead. But be g-gentle..." Claire's face reddened more.

On the president's invitation, he wrapped his hands around the two lovely peaks from below and moved his hands in circles. Breasts was as soft as pudding, yet it had an intense elasticity that pushed back at his fingers like springs. When he touched them, he found them to be the perfect level of soft yet also vibrantly elastic. Issei noticed the temperature above the hand.

"Nnaaahhh…nnn. Your hands…Your hands are squeezing my breasts…!" Claire's face flushed and raised eyebrows.

He initially softly touched those soft mounds and lifted them up to check their weight, but then he dug his fingers into the far-too-soft flesh, eliciting the president's moaning voice. But there was no hint of pain in the moan, her skin was trembling a little, and she was obviously aroused.
"They're so soft, it feels like my hands are sinking into them! I love boobs!" He started groping her breasts even stronger over time. He let his fingers sank into that white flesh like it was a swamp. Issei lost himself in the fluffy softness and smooth skin. The warm body temperature and milk-like aroma only built the passion of his caress. As his hands fondled her soft mounds again and again, he watched them change shape as if sucking in his hand. He was no longer able to control the strength of his hands and his fingers dug even deeper into her flesh. 'I really do love boobies!' He was the Oppai Dragon, after all.

"Nnaahh… So-so rough. If you're that rough…"

With all the experience and knowledge he had of breasts, Issei knew exactly how to touch Claire in all the right ways. He grew even more aroused as the boobs seductively changed shape before his eye and he used every piece of knowledge he had to try to draw out as many moans of pleasure as he could. He even rolled her light pink nipples between his fingers until they grew erect.

"Fwah… That…that's amazing… Your fingers feel so good on my nipples…" she felt embarrassed but felt so much pleasure, too.

"Really? Then I'll keep doing it." He responded to her voice by persistently rolling her nipples between his fingers while fondling those large boobies. Those gummy-like points grew to the size of her pinky finger's tip and bent a little. "Claire, your breasts are amazing...!" Watching them was enough to make Issei even hornier. He also kissed her as he continued to knead, to rub, to massage her breasts.

Claire moaned by the touch and kissed back hard. After awhile, Claire broke the kiss. "Nn…ahh… No…this isn't enough. Suck them, Issei. Suck my tits… Suck them as hard as you can…" Her seductive voice asked for even more stimulation to her breasts.

"Okay, I'll suck your tits now!" No man could have refused that request, so of course Issei wouldn't. Unable to restrain his arousal, Issei sucked on one of the erect nipples.

"Kyaaaaaaannnnn!" But as soon as he did, the queen of the school's body gave a large jerk and the stimulation to her aroused nipple brought a damp scream to her lips.

He fondled both her soft mounds while moving his face back and forth between them, licking and sucking the nipples. Each time he licked the tips and each time he sucked the entire areola, an agonized moan would escape her lips.

"Ahn! M-My nipples are my weak spot."

As he dug his fingers in to grope those soft fleshly balls, they grew gradually tighter and pushed back at his fingers. The nipples grew slightly darker and even the areola swelled out as Issei enjoyed the gummy-like texture.

"Nnah…pant, pant…I can't…stand it…" Her voice gradually grew higher pitched. Moisture filled her blue eyes. The dampness of her moans grew and reverberated through the room as she wrapped her arms around his head so he would suck on her nipples even more.

Issei continued to have fun with Claire's unbelievable breasts. Motor-boating them, fondling them, sucking them, kissing them, everything you could imagine. He continued to suck and play with her breasts for several more minutes.

"Kyaaaaaaaaaaa!"

He sucked on both nipples at once with the tits pressed together. He also pressed his fingers on her nipples like buttons. He also motor-boated her! "Brbrbrbrbrbr!" He grinned with his face buried in her soft amazing tits.

"AHHHHHHHH!" The sensations was tough to handle, and Claire moaned loudly.

After he finished, he had a question to ask. "Could you return the favor?" Issei asked with his hands still sinking in her breast flesh.

"...S-Sure... I guess so." She got on her knees, and took Issei's hard cock inside her mouth. She swirled circle around it, and sucked on it, while moving her hand on the shaft. She wasn't good at this, but tried anyway.

Issei moaned lightly at the pleasure of this blowjob. Clarie's mouth and hot breathing felt really good on his dick. Her mouth was so warm and wet. Her tongue felt really good, too.

Claire continued to suck on him, trying her best even though it was her first time doing so. "I can taste some juices on my tongue...a-are you close?" She put it back in and sucked him harder, also fondling his sensitive balls. She continued this for some time.

"C-Claire, I'm gonna cum!" Issei shivered and moaned, then eventually shot the load in her mouth.

"Mmhp!" Claire couldn't swallow everything, but enjoyed the taste. "It's not bad." It tasted good because of Issei being a dragon and a devil.

He then began devouring her gorgeous body. Issei enjoyed Claire's body every which way possible. He rubbed her pussy and rubbed her thighs. He kissed and massaged her all over and enjoyed every inch of her body, especially her breasts.

She shuddered and moaned, dripping wet between her legs. "AHHH~ Issei!"

After seeing this, Issei fingered her pussy. He moved his fingers inside and pleasured her pussy.

"AHHHHHHHHHHHH!" She moaned loud and shivered in delight. It was almost too much.

He fingered and ate out her pussy. He enjoyed the taste of her pussy juices. "Mmh. Peaches." He had his tongue inside and swirled it all-around. He had tasted the juices of tons of chicks before this one.

"AHHHHH!~" Claire moaned. Claire then slowly sat down on Issei's face. She blushed. She pressed her butt into Issei's face, wanting him to lick her pussy more.
He continued to eat out Claire's pussy, his hands resting on the sides of her ass.

"Ah! Ahn! Don't stop, that feels great! Ah!" Claire had a cute face and moaned.

"Mmhm." He really enjoyed the taste of Claire's wet pussy as he ate her out and fingered her.

"Lick all-around inside of me. A-And don't you dare hold back!" Claire was getting into it.

Issei nodded and he started to move his tongue all-around inside her wet pussy, just as he was told. He ate her out, without mercy.

"Mmhm, you're good at this, Issei...!" Claire moaned in great pleasure and came on his face. "AHHHHH!~"

After that finished, Issei had another idea. "Give me your tits!" He was holding his dick in hand.

Claire laid back for him. "O-okay..."

Issei slid his cock inbetween Claire's breasts. He held them on the sides and started pounded away. "Ahhh!" He moaned at the softness.

Claire blushed madly. "Oh Issei..."

Issei continued thrusting hard, moaning even more. His dick often disappeared inside the large mounds. "They're so soft...so big...ahh!" He moaned and thrusted more, his head now going near her mouth.

Claire licked the tip to add more pleasure. "H-hows this?"

"Ahhhhhh, hell yeah!" Issei shivered and moaned. He thrusted the tip inside her mouth, while pounding harder and his hands squeezing on her breasts, also the nipples were inbetween his fingers. After continuing for awhile, he eventually had an orgasm. "AHHHH!" He came strongly with his nine inch dick buried in her large breasts.

Claire cleaned up and blushed madly. "That was...really something."

After a minute or so, they were ready for the main course.

Issei couldn't be more excited. Because today, his cock would be planted inside her most precious place, of the beautiful Prez.

Claire knew what was coming next. 'I can't believe he's about to take another one of my first's... He's taken so much already...and now...' She blushed madly. "It's embarrassing..." Leaning back she allowed Issei to set himself up to fuck her in the expensive bed.

"It's not embarrassing. You're beautiful." Issei felt it was his duty to take the lead, so he laid ontop of the Claire on the bed while propping himself up with his arms. "Here I go!" He almost had a nose bleed!

Fear overtook Claire's body. 'Oh god...he's about to...' Claire looked away with an extremely embarrassed expression on her face.

At her request of being gentle, Issei wanted Claire to be as comfortable with things as possible. "I'm gonna put it in now." He pressed the head against the tip of her pussy.

"Okay… Ahhhh!" Claire cried out. Claire's revealed pussy felt both the chill of the air and the heat from the penis head. 'I can't believe this is h-happening...' She held onto his hands for support.

Issei breathed heavily from the blissful arousal he felt when invading the female body with his penis, something he has experienced countless times. "Oohhh…wow." Even with all the lubricant stickily covering the soft flesh, his dick still had trouble entering. He pushed in more to break her barrier once and for all. 'Claire Harvey's virginity is mine.' He felt a sense of accomplishment. He also cast a Devil spell on his body so he could last longer.

"Ahhhhhhhhhh!~"Claire groaned and gasped at the pain and sensation of becoming an adult. She shot some juice already. "H-how embarrassing..." Claire mumbled.

"That's nothing to be ashamed of! It just means that you're feeling really good... Now let's make you feel much better!" The Red Dragon Emperor slowly started pumping himself into the girl, which caused her to wince in pain. "Are you okay, Claire? D-Does it hurt?" Issei stopped his hips when he found her so tight it hurt the head of his penis. He was worried he would damage her sensitive flesh if he kept going.

Claire answered while holding him in a tight grip. "I-I'm fine. Just…keep going-g."

"O-Oh…sure." He moved his hips at a steady pace. He was patient with her as he waited for her to get used to it.

'T-This is incredible. I've never felt this good before...! Ah! It's a feeling I can't believe I've never had before.' Claire thought as Issei's ministrations made her moan louder and louder.

Issei continued pounding her, dominating her whole vulva. Issei continued at a decent pace. 'Wow, this is...!' He felt amazing right now. "It should start feeling good soon."

"Ah, hh, hh, hhhhh…" Claire clenched her teeth and endured the unfamiliar sensation of having someone else inside her body. "Kh…ahh…hh...ahhh!" She put her hands on Issei's forearms.

Without rushing or pulling out, Issei rubbed their sensitive flesh together to let the entrance of her tight love tunnel familiarize itself with the head of his cock. "Claire, does it still hurt?" He looked down to the base of her spread thighs and saw his manly cannon halfway buried inside of her pink pussy.

There was still a lot of pain in Claire's voice, but the amount of moisture in her holy tunnel gradually grew. "It d-does... NHAah! Uuh, it hurts." She gave another upset groan and arched her eyebrows. But the pain was not unbearably bad. "S-slow down...! I might spurt again!~" Claire threatened with confidence.

He began thrusting a bit faster now, but not hard. "Ahh…ahhh. Your insides…are sticking to me, Claire!" His erection grew even larger from the pleasant feeling inside her.

"…I-Issei." She looked up at Issei. Various emotions appeared and disappeared in her deep blue eyes. Claire was starting to really get into it herself. "Ahhhh~!" At the moment Claire's legs were wrapped around Issei who pummeled her vagina with fierce strikes. Her face turned more red. "Ahhhhh!" She came on him.

"Ahhhh! Claire!" Issei said as his thrusting continued, feeling her juices on his cock. Issei could sense her delight and he tightened his grip on Claire and deepened his penetration. "Hh…khhhh, ahhhhh." His cock rubbed against every nook and cranny of her vagina. He continued thrusting his cock inside her pussy and bent his body to bring their faces in close. "Ahhh…khhhh, ahhhhh~"

Sweat covered Claire's amazing naked body and her long blonde hair clung to her. She moaned louder.

Issei stuck his fingers in that blonde hair and enjoyed its honey-like smoothness while peering into her beautiful face. "You're starting to relax down here." He began to move back and forth harder and faster now. "Ah, ahn, ahnn…ah." Her vagina's length, its thickness, the strength and frequency with which it wrapped around him, the shape of the folds when it squeezed, and probably even the shape of her pubis, hips, and womb were all a perfect fit for his dick.

It was starting to feel really good for Claire now. Their sex organs had grown accustomed to each other. "Ahn, h-hey. Not so har-…ahhhahn!" Her body was sweating and her breathing got heavy.

He started thrusting a little roughly. "Does it feel super good, Claire?!" Meanwhile, he slowly sped up his hips to drive his ferocious cock into the sensitive flesh surrounding it. "Nn…hnn…"

"Wha-…? O-o course-e...!" Claire gasped and moaned loudly at the thrusting. She had trouble speaking and her eyebrows arched upwards. As the hard penis moved through her vagina, her insides tightened and relaxed around him. "Ah, ah, ahhhn. Hey, I told you…not so har-ahhhhhhhhn!" The prideful Claire had been restraining her voice so far, but now she released a truly sweet cry as her entire body convulsed. Her sexy body bounced around and she could not raise any kind of protest.

Issei enjoyed watching Claire's boobs bounce as he fucked more harder. Confident that she was feeling pleasure, Issei thrusted balls deep. Enjoying himself even more, Issei put his body weight into his hips. As he repeatedly pounded his penis inside her pussy, he could feel her hot juices coating his tightly-wrapped penis."Ahhh...oh G-God!" Issei moaned loud and he suddenly grabbed both of her large breasts. He thrust quickly and as deep as he could.

"Wh-what are you-!? Hh, hhhn~ Wait, ahhhn, wait~!" Claire moaned wildly. "Hahn… Ahahn, nnnn…"

He dug his fingers into her breasts and pushed the protruding nipples back inside the areolae. He played with them wildly, while thrusting hard and fast. "Gahhh!" He pumped his hips with even more force than before, feeling Claire cum on him several times now. He added some twisting and angled movements while penetrating deep inside. He would sometimes stop deep within her and skillfully rub against her cervix, but he generally just thrust his hips like an animal. "Hwah…ahn, hahn, nn…hhh!"

Claire's entire body seemed to convulse. She threw her arms and legs around him. "Nnah!? Kyaaaaaaaaaaaahhhhhhhhhhhhh!" Claire was stammering from the ministrations.

'Claire looks like she's about to cum!' Issei felt his arousal rise to its peak. He leaned forward and pressed their chests together. His chest was very manly, and it squished her large, soft boobies. "Arghhh!" He began moving his hips more roughly, feeling insane pleasure.

"Ahn! Hhh…ah! Ah, ah, yes, there~" Her huge breasts shook and she seemed to be accepting the penis with her entire body. "Ahn~! Hahn~ …Heeeen. Y-yes, right there."

And they moved their hips with enough harmony to show considerable experience together.

Issei made use of the abnormally wide head of his penis as he thrusted in and then nearly pulling his penis completely out. When he pushed in, the tip would accurately hit her womb. When he pulled out, he would rub at all of the flesh inside and finally try to hit the somewhat tighter entrance. "Your pussy feels... s-so good." Sweat dripped from Issei and he embraced her hot body. "C'mon, let's kiss."

"Hyahhh, ahhhh~!" She wrapped her arms around his neck. They shared a kiss. Claire then pulled away. "Ahhn. There, ahh, yes, there!" The Claire's voice grew even higher pitched from the perfect unity she felt through her vaginal flesh, her body leaking more juices.

Issei was now finally entering his orgasm, and he could feel the juices slowly escaping his body. "I'm about to cum. I'm gonna cum now, Claire! Claire…" His inner love for her amplified the pleasure he felt from the continuous wave-like motions of her vaginal flesh. The urge to ejaculate was several times greater than normal. This is something he felt when he had sex with Rias, Akeno and Asia among others.

"Ahhhhhhn. Ah, nn, nn. You're rubbing…everywhere inside me!" Claire felt her approaching orgasm as well, again. She felt insane pleasure and her entire vagina tried to milk the penis when she sensed it was about to cum. "Ahhn, hyahhn."

Issei's dick got really hot and hard inside Claire's pussy. "I'm about to cum! I'll make sure my cum goes deep inside you as p-possible!" He gave her more pleasure than anyone else could give her.

"Ahhhhh~" She had trouble speaking as she lifted her hips to accept his thick penis inside. Her usually dignified voice melted to a hopelessly seductive tone which made his dick even harder inside. "Bwah, ah, ahh!"

He pressed the head of his penis against her somewhat curved cervix to push through to the other side. Every part of a Claire's body was made to be soft, so even that somewhat hard cartilage-like spot was no match for his forceful masculine hardness. The lid meant to protect her baby garden opened inwards.

"Nfwaaaaaaaaaaaaaahhh…" Claire almost fainted.

"T-This is incredible!" He thrusted and moaned. "A-Are you cumming, Claire?" Issei's thing pushed in as deep as it would go. Their vagina and penis were a perfect match and, when he was inside her down to the base, the flesh stalk would hit her carnal weak point at the perfect angle. He embedded his thick penis head in her G-spot. "Hurry up and cum. C'mon, Claire!"

"Ah, ahn, ahhhn. Ahh~! Ah~!" She remained prideful even now, but not even she could keep up the act. Her face grew sexy as she drowned in sexual pleasure. Her toes curled up on her feet as she locked her leg around his waist. She also gathered strength in the arms around his neck to embrace him with her entire body.

Issei suddenly thought about everyone's reactions to this event. 'U...Uoooooooh! ...I-I don't care what happens anymore, I'll take responsibility!' He thrust without reservations and came close to climaxing.

Claire was sinking into deep pleasure. "Ahh… Ah, ahh~! "

"OH GOD HERE IT COMMESSSSS!" Issei's penis head spewed a great quantity of hot cum into her womb, filling her to the brim. He came strongly inside her hot, wet, soft and tight pussy like there was no tomorrow. "GAAAHHHHAHHHHHHH!" He had his face buried in her tits as he came inside.

"Kwah…ah, hh, ahhh…!" The lid to her most precious place had been pried open and a sticky dampness had been pumped inside the narrow pathway. Claire could not speak properly as he ejaculated so forcefully it could be heard inside her lower stomach. "Hkh, hhh…"

Meanwhile, Issei was pumping more as he filled up her pussy with a milky liquid and his body was shaking in delight.

With Issei pumping and dumping inside her, her body began to convulse. "Hyah…I-I can't take anymore! My stomach's…already full...!" Claire's orgasm came next, strongly. "HYAHHHHHH-NAAAAAAA~!" Warm fluid sprayed from deep within her young pussy. The juices left her as her body came like crazy and she sprayed pussy juice all over his cock. The orgasm was really strong because Issei's hands were squeezing her breasts at the same time.

Issei pulled back his hips with a 'pop'. When he pulled his penis from her vagina, the hole shrank down again almost immediately and some cum burped out.

Claire laid on her back with her limbs lying limply next to her and all of her muscles twitching, especially in her lower body, a white liquid dripped from her pussy. "Ahh, fwahh… I-I feel so full."

After they cleaned up, they cuddled together in warm pj's. They drifted off into a deep sleep, feeling completely safe and peaceful.


(A/N - Inspired by Karlos1234ify, I will do another chapter to this story. It will be considered a "bonus chapter", and it will consist of Issei in a harem with several girls from the series 'Hundred'. Stay tuned for that!)