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Frank couldn’t believe he was doing this, it was as if his body was on autopilot and he was along for the ride. It was Sunday night, two days since Illi passed him that note in class asking him to go to her place that night if he wanted “something new”. Frank had wanted that, of course, but he was scared out of his mind. And it wasn’t because he was scared of Illi (although he had to admit, she could be very intense at times) but because he was scared of what it meant. For him. For their friendship. Illi and Frank had been friends forever, before they were “Illi” and “Frank”, and they’ve been together through everything. Frank was scared of embarrassing himself, of having Illi never see him the same again. Sure, she knew he was into some weird stuff, but there’s a difference between knowing something about someone, and actually seeing it.
Before he knew it, Frank was at her house, a house he’d seen so many times before, been inside so many times before. He crept around to the side of the house, where Illi’s bedroom was, praying that there weren’t any neighbors taking a late night stroll who would happen to spot him. With a deep breath Frank hoisted himself onto Illi’s windowsill, thanking God she lived in a bungalow, and knocked on the glass. As if she was waiting up for him, she quickly came over to the window and opened it up.
“Uh, wow Frank, didn’t think you’d actually come.” She laughs awkwardly, helping him into her room. It was small and messy, but it was very Illi.
“You were the one who invited me.” Frank snorted.
“Well yeah, but I said Friday, didn’t I, silly?” Heat rose to Frank’s face. He was so easily teased, a fact that Illi always liked to take advantage of. She loved seeing his cheeks go pink and his eyes darting everywhere in the room but her face.
“I just… I don’t know!” Frank huffed, sitting on the edge of her bed.
“I should’ve known you’d come eventually. I mean, puppies get lost for a day or two, but they always come back home.” Illi’s teasing took a more flirtatious edge, her smile getting bigger as Frank’s face got redder. She walked over to one of her drawers, rustling around in it for a moment before pulling out a red dog leash. Frank’s eyes widened, he knew this was coming, but seeing the leash in her hands did something to him. He was practically shaking from excitement, rubbing his thighs together out of arousal as his eyes tracked Illi’s movements and the collar in her hands.
“Oh? Is my little puppy excited? So eager for your collar, you’re such a good boy aren’t you?” Illi walked over to Frank, unbuckling the collar and putting it around his neck, the bright bloody red standing out against his skin. “Is it alright, puppy? Not too tight or anything?”
All Frank could do was nod enthusiastically, too horny to formulate any words of substance. Illi giggled, straddling his lap while having the leash wrapped around her hand. She peppered his jawline with kisses before rubbing her face into the crook of his neck. Illi moved her head back, making eye contact with him, “I’m gonna get up, and then you’re gonna take your clothes off for me, okay? Good boy.” She stood up, leash still in hand as she watched Frank take off his clothes, helping him with his shirt so the leash wouldn’t get tangled. Once he was mostly naked, she got a good look of him. Frank was thin, little of either muscle or fat on his body. He had pale skin from spending most of his time indoors, which was littered with the odd stick-n-poke (some of them her own handiwork), as well as the jack-o-lantern on his back, his first real tattoo which he got on his eighteenth birthday.
“Do you want me to keep these on, puppy?” Illi said quietly, running her finger across the bandage wrapped around Frank’s chest. If it were up to her she’d have taken them off, wanting to see as much of Frank as she could, but respecting his boundaries was more important to her.
“I, uh… you can take them off.” Frank mumbled anxiously. Illi’s smile softened as she gently unwrapped the bandages from Frank’s chest. His tits were small, but still a source of discomfort and shame for him. That was most of the time, though. The way Illi was smiling softly at him, and whispering little praises in his ear made him almost forget about any of that, only focusing on the girl in front of him.
“You’re so sweet for mommy, puppy. Such a good boy.” She muttered in his ear, her hands trailing down from his shoulders to his hips. She gently pulled down his boxers, they were already wet from his arousal.
“Oh? Are you excited, puppy? Excited for mommy’s big, hard cock?” Illi teased with a giggle, waving his underwear in the air before throwing them somewhere across the room. She peppered kisses across Frank’s neck and chest, before standing up and roughly tugging on his leash.
“Come here puppy, come sit on the edge of the bed.” Frank obeyed her, quickly scrambling to sit the end of Illi’s bed, his legs hanging off. Illi knelt on the floor in front of him, her face between his legs, staring up at him with her big eyes and batting those long eyelashes, as she still had his leash gripped tightly in her hand.
“Mommy has to make sure you’re nice and ready for her cock, okay puppy?” Illi said breathily before diving in to eat his pussy. This was Frank’s first time doing anything like this, so as soon as her tongue just barely grazed over his clit, he was whimpering like a dog, clenching her head between his thighs. That didn’t stop Illi though, it seemed to encourage her, without any teasing or easing him into it, she locked her lips around his clit, sucking it and flicking it in her mouth with her tongue.
Frank came embarrassingly fast and hard, his legs shaking and his pussy dripping like a fountain. His heart was racing so fast, he felt like it was going to beat out of his chest; it was the most intense orgasm of his life. Illi felt his orgasm, but didn’t stop. Frank shoved her head away in overstimulation, his clit unable to take any more attention right after he came so hard. He got a good look at her face, her cheeks were rosy and she had the biggest satisfied grin on her face, her mouth and chin absolutely soaked with his slick. “You’re... you’re such a bad puppy.” Illi said, but couldn’t hold in her laughter, “You came so fast, mommy didn’t even have the chance to enjoy herself properly.” She tried to look mad, but she couldn’t suppress her smile; she was having a lot of fun with this, with Frank. “Do you want mommy to fuck you now, puppy?”
“Yes.” Frank nodded enthusiastically.
“Yes what..?”
“Yes, yes please. Yes please mommy. Please?” Frank couldn’t wait, he scooted himself up the bed as much as the length of the leash would allow without choking him. Illi smiled, she climbed onto the bed and started to undress, tossing off her shirt and wiggling out of her pants. Frank took her almost-nude form in, she was wearing a lacy red matching push-up bra and panty set, the same colour as his leash. His eyes were darting from being drawn to the apex of her chubby thighs, her hard cock straining against the confines of her panties, and to her tits, which he so badly wanted to reach out and squeeze to see if they felt as soft as they looked. She reached behind her to undo her bra, before pausing and scoffing.
“Ugh, my nice ones always get stuck. Help mommy with her bra, puppy?” Illi turned around, and Frank quickly scrambled to unclasp the bra. While he did, Illi pulled her panties down, letting Frank get a good look at her ass and momentarily distracting him. When he got it undone, Illi took it off and turned back to face Frank, leaning in and kissing him on his jawline.
“Thank you, such a good boy for mommy.” She whispered as she dropped the leash and stood up, walking to her drawer and pulling out a condom. Frank furrowed his brows, disappointed seeing the barrier. Sure, logically speaking a condom was a necessity, he wasn’t on birth control, and there was no way that pulling out would be viable with how... enthusiastic Illi was. Regardless, Frank spoke up.
“Wait! ... I, I mean... I mean we don’t really need it. You’ve been on estrogen for like two years, and I’m like six months on testosterone, so you don’t have to worry about me getting pregnant, or anything.” Frank knew it wasn’t really how testosterone worked. Illi didn’t know that, but nothing was going to happen, anyway. Illi paused, looking back at Frank with a mix of surprise and excitement.
“Ohh, I forgot about that, puppy. You’re so smart. Well, if you’re sure.” She put the condom back, picked up a bottle of lube, and got back on the bed. She popped open the lid with her teeth, and squeezed a generous amount on her hand. Frank watched intently as she brought her lubed hand to her cock, she shivered as the cold liquid touched her sensitive skin. She stroked her erection gently, making sure she coated her entire cock with the slick liquid. When she was done, she looked up at Frank, grabbing his leash again.
“Puppy, can you show mommy how you open yourself up?” Frank quickly brought his fingers to the entrance of his pussy, pumping two fingers inside with ease. When he added a third, he started scissoring them, stretching his walls further to prepare for Illi’s cock. He kept curving his fingers to hit his gspot, making him whimper and making his pussy even more soaked. Illi watched him work himself open, her cock rock hard and dripping with precum. Frank pulled his fingers out of himself, looking up to Illi for guidance on what to do next.
“Good boy. Now taste yourself for mommy.” Illi grabbed his wrist and guided his slick fingers into his mouth. Frank sucked his fingers, his cheeks hollowing from the suction, and flushing from the embarrassment of being made to taste his own fluids. Illi pulled his fingers out of his mouth, before licking a stripe across his palm and fingers, tasting the mix of Frank’s arousal and saliva.
“Ready, puppy?” She asked softly. At Frank’s enthusiastic nodding, she lined up the tip of her thick, uncut cock with his hole. She thrust herself in with a grunt, Frank whining from the sudden penetration. Illi thrust in and out slowly, she was inexperienced and so was Frank. As she started to find her rhythm, she sped up, her thrusts becoming faster and harder. Frank gripped the blankets tightly as he was fucked against the headboard, the pillows providing little protection against the hard wood of the headboard. Frank adjusted his position to lie down more, there getting some pressure on his clit with each thrust, and a faceful of Illi’s soft tits. Frank, once again, came embarrassingly quickly once he got to the new position, his walls clenching around Illi’s cock as he wrapped his legs around her waist, and cried and moaned into her tits.
Illi knew from the start she wasn’t going to last very long, and once Frank came she knew she was done for too. She buried her cock as deep as she could, and came inside him in small spurts, her body shuddering as she pulled tight on his leash before falling on top of him. Their sweaty bodies were tangled up, Illi’s softening cock still inside Frank as she whispered in his ear.
“You did so good for me, baby. Such a good puppy for mommy.” She pulled out slowly, letting them both adjust to the change. She got off the bed and grabbed an old t-shirt off the floor to wipe her and Frank up.
“There we go. All nice and clean.” Illi said gently with a smile. She reached over to Frank’s neck and gently unbuckled the collar. After she set it down, she peppered his neck with kisses.
“Do you think your parents would mind if you stayed the night?” Illi asked hopefully, getting back into bed and under the covers, Frank following suit. Illi tucks herself in behind him, spooning him.
“They probably won’t even notice.” Frank laughed softly. “Even if they did, I’m too happy here to care... I’m really happy we did this. I... I like you a lot, Illi.” Illi smiled and wrapped her arms around Frank’s waist, nuzzling her face into his neck.
“Aw, I like you a lot too, Frank. And I’m happy we did this too... I hate being sappy, but you really do mean a lot to me. You’re my best friend.” Illi turned Frank’s head to the side. They looked into each other’s eyes, sharing a moment of intimacy. Frank leaned in, and Illi closed the distance, their lips meeting in a gentle, sleepy kiss. They might have a lot to talk about in the morning, about what they were, but right now, they were happy just being Frank and Illi.