It was the start of summer and Toby was just thinking of how he could earn some extra money to buy some computer games as he was coming downstairs when he overheard his mother. “I am so sorry Mrs. Wreath. Tabitha won’t be able to babysit for you tomorrow…. Yes, she won the spot on the gymnastics tryouts for the nationals and must be present… No, none of my other girls are available either.”  Toby’s ears perked up at this. He had never babysat before, but here was the opportunity he was looking for and he was sure he could do it... “How hard could it be to watch after a little cub anyways,” he thought as his tail swished behind him.  “Mom, I can do it.”  “Not now Toby, I’m on the phone… Yes Mrs. Wreath, I understand how hard it is to find a babysitter last minute— “I said I can do it. I can watch their cub for them.”  His mother looked flustered stuck between her son trying to get her attention and the desperation of Mrs. Wreath’s plight. Thankfully though Mrs. Wreath’s heard him over the phone and took the chance on him. “What about your son? What was his name? Tommy? Sounds like he wants the job,” she said to Toby’s mother.

“His name is Toby,” Henrietta frowned as she looked back at her son. “Well, I don’t know. He hasn’t babysat before. How old is he? 14, a year younger than Tabitha… yes, he is responsible. But if you’re sure you’re okay with him?”   “Oh yes, if he is as responsible as his sisters, I don’t mind giving him a try, and if he does a good job, with all your girls being busy this summer, I am sure we will have more need of his services. That is if he is still willing to babysit some more. I’m also desperate here. The restaurant has a 3 month wait to get another reservation,” Mrs. Wreath concluded. 

Toby fidgeted with eager excitement as his ears swiveled, trying to overhear what Mrs. Wreath was saying. Finally, his mother sighed in defeat between her son eagerly bouncing on his toes and Mrs. Wreath’s pleas to give the boy a chance. “Alright… Alright,” her frown changed to a smile. “He can babysit for you.”  Toby punched the air as he celebrated while his mother got the details from Mrs. Wreath.   Soon it was Friday night and Toby’s mother was dropping him off at Mrs. Wreath’s front door. She wrung the doorbell as she tried not to smile too much at her son’s excitement as he wagged his tail. The door then opened revealing a cozy looking home and a plump, but a very lovely older female Sugar Glider dressed up to the nines with a little cub holding on to her legs.  “Thank you again for coming, Mrs. Baggins and thank you Toby for agreeing to babysit on such short notice.”

“Please, call me Henrietta. And this cutie must be your daughter.”  “Yes, her name is Poppy, and please call me Posey,” Mrs. Wreath said as she placed her hand on her daughter's back trying to get the young cub to stop hiding behind her, but she was not having any of it and buried her face against her mother’s leg. “Where’s Taby.” Poppy said shyly, face still buried against her mother. “Honey, we talked about this. Tabitha can’t watch you tonight, but this young man is her brother, and he will look after you.” Toby stood a little straighter at being called “young man” then he knelt down to Poppy’s level and greeted the shy girl. “Hi Poppy, I’m Toby, Taby’s little brother. I am glad to meet you. My sister told me all about you, but she forgot to say how cute you are. How old are you? Do you want to play some games with me? She told me all your favorite games to play. She made me promise to make you happy as she was sad, she couldn’t come tonight.”  

The little sugar glider peeked from behind her mother. “I’m almost 9, My birthday is in two months. Can I play Minecraft on the Xbox,” she said as she let go of her mother. “Sure, and if your good, we can have ice cream after dinner.” This got a big smile from the girl, “Ice-cream! Okay, then let’s go play.”  Won over by the boy, she took his hand and practically dragged him inside as the two older women laughed. “Well, I think that’s that,” said a smiling Mr. Wreath as he came up and kissed his wife. Our uber is here, honey. And thank you again Mrs. Baggins.”  “Oh, your quite welcome.” Then after some quick discussion of pickup time for Toby she waved good night to the couple. “I will be taking off then. Have a lovely time tonight.”  Posey then stuck her head in the door one last time to say goodnight to her daughter and remind Toby of her bedtime and that their number was on the fridge if he needed anything.  Toby nodded, showing he heard her as an excited Poppy vied for his attention wanting him to see her house she built in Minecraft. 

After that the night went off splendidly. Poppy was a perfect angel, and she really liked Toby too as he knew more about video games than any of her other babysitters and he gave her an extra scoop of ice-cream too. Then as the night passed, he made sure she got her bath and got to bed, though be it a little late, letting her finish her latest build in the game. Then his mother called to check on him and let him know that the Wreath’s would be late and said he could stay the night. Toby then played some games for a while before checking on Poppy. He found the little sugar glider awake in bed. 

“What’s wrong Poppy? Can’t sleep,” he asked frowning. “No…I’m scared. Can.. can you stay with me and read me a story.” Toby smiled, his heart melting for the little girl. “Sure, pick out a book then get back under the covers and scoot over.”  She did as he said, quickly grabbing a book from the shelf. It was a thick book Toby noticed. Much thicker than he imagined, a young cub like her sitting still long enough to read. Then he thought of his sisters and their love of reading and shrugged as he took the book and looked at the title as Poppy settled back into the bed. “The Girl Who Drank the Moon” he read aloud. “You sure this is the story you want to hear?”  Poppy nodded vigorously.  He sighed as he laid next to her on top of the covers. “Okay then. Chapter one…” He read to her for a very long time before she finally drifted off to sleep. By the time she had, her parents were back. He had not noticed them standing at the door watching them with a smile until he got up, setting the book down on the dresser, and started to leave the room. He nearly jumped out of his skin when he met them in the hall, worried for a moment that he was in trouble, but both of them were smiling.

“So, she made you read for her,” poppy’s father chuckled. “That’s just like her. I bet she said she had a nightmare or something, right?”  He chuckled more as Toby said she told him she was scared.  Mrs. Wreath rolled her eyes as she smiled, “that’s her favorite tactic. Next time you tell her she needs to sleep. Or you can keep reading to her, as long as she is in bed. Well, it’s late. Your mother will be by in the morning to pick you up. Have a goodnight, Toby and thank you again for coming to our rescue.” Mrs. Wreath then leaned over and kissed him on the forehead and Mr. Wreath clapped him on the shoulder, then playfully guided his wife to their room, making Toby blush as he heard giggles coming from their room before retreating to the guest bedroom.

The next day a sleepy Poppy got excited seeing Toby eating breakfast in their kitchen and sat on his lap telling her mother about all the fun they had until Toby’s mom picked him up.  This was a bit awkward as her squirming made the 14 yr old boys cock become erect.  He was not a stranger to sex, having had many partners. It was common for boys his age to be sexually active and he even had been with other girls even as young as Poppy. But those situations were completely different to this moment. The girls he knew, that were Poppy’s age, had been the ones to approach him wanting sex. A couple of them were even more experienced at age 8 than he ever was. That, and he was mature enough to know that not everyone thought this was okay. Especially when he was supposed to be looking after the girl and not thinking about how good she felt on his lap. He blushed furiously, for sure that Poppy’s mother knew he was getting aroused, but she only smiled and said nothing. Either she didn’t care, or she enjoyed watching the boy squirm. In any case, Toby’s summer became a lot busier with the constant request from the Wreath’s to watch their little girl. This also scored him a few other babysitting jobs as more parents learned about his reliability from the sugar glider family. But by far Poppy was his favorite and she his. 

She begged her parents for him to watch her, even when she had sleep overs and her friends would tease her about him being her boyfriend. At first, she would be embarrassed, but soon she started leaning into this, insisting she get to sit on his lap and wanting him to hold her as she smirked at her girlfriends that seemed to be secretly jealous of how close they were. Then one weekend Toby was asked to watch over a sleepover that was pre planned for Poppy’s birthday, however the Wreath’s had a family member come down sick and they needed to go check on them, but they were out of state. So, making sure it was okay with Toby’s parents, they asked him to stay over and Toby was happy to help out. But little did he know just how much that weekend would end up meaning to them both. 

The first day was the day of the party and though Poppy was not happy that her parents were going to miss it, she cheered up considerably when she realized that Toby would be there the whole weekend and as her friends showed up they soon distracted her as they gave her gifts and shared cake and Ice-cream that Toby helped dish out.  Though smiling now, Toby couldn’t miss that she was being clingy and that she even got upset when her friend Tonya, a blond, white furred mouse, playfully licked some icing off Toby’s muzzle then grinned mischievously at her.  Toby, having a thing for white furred girls couldn’t help but blush as he became erect and was unable to hide it as his hands were full at the time. 

Poppy then got between Toby and Tonya; her arm stretched out so her patagium gliding flaps covered him.  “You stop it, Tonya. Toby is my bo—babysitter.” She blushed so hard that everyone noticed and started playfully teasing her. “Okay, okay girls. Its Poppy’s birthday be nice,” Toby said, though thankful he was able to adjust his shorts will she hid him from the other girls. As thanks, he pet her head fur and then told them to go play while he cleaned up the kitchen.  Soon he could hear their laughter from Poppy’s room and what sounded like a heated discussion. 

Not long after the dishes were cleared away, and the table wiped down; Toby saved the washing up for later and went to the living room and sat down on the couch wondering what else those girls were getting up to. He didn’t have long to wait as the gaggle of girls suddenly burst from Poppy’s room and all jumped up on the couch with him. Poppy quickly crawled up on his lap and wiggled her bottom, getting comfortable. Then all the other girls just staired at him as if waiting for something to happen. Just as Toby was about to ask what was going on, Poppy kissed him on the muzzle. Toby felt her little tongue dart out and meet his tongue ever so briefly, making his heartbeat quicken, the thrill of it causing his cock to stiffen again. All the other girls squealed with laughter at the sight of them kissing. Then just as suddenly as they had come, they all jumped up and ran back to her room. Leaving Toby in a daze and having to deal with another erection as he wondered what else the girls would get up to before the night was over, leaving him hot under the collar.

Earlier, in Poppy’s room the girls were still teasing Poppy. “So, he is your boyfriend now.”  “How far have you two gotten?”  “Did you see his shorts tent up when Tonya licked him?”  “I bet I could get him to do more than just blush.” “I know let’s tease him again and see how big he gets down there.” “S-stop it,” Poppy stomped her foot. “Toby is nice, don’t you tease him. He’s mine.”  “oohhhh” all the other girls said together and then giggled. “Come on Poppy, we know you’re too shy to have done anything with him. Why not let one of us have a go at him,” her best friend Hana teased.  “He did like it when Tonya licked him” another girl said. Then another said with a huff “I bet all foxes are into mice.” “Nooo,” Poppy wailed. “I… I will prove he likes me more.” “Oh, how are you going to do that,” they all ask.

“I can kiss him, and he will let me, and and” Poppy faltered.  “And you have to slip him some tongue,” Tonya prompted causing all the girls to giggle and before Poppy could protest she found herself in the living room and on Toby’s lap staring at him for what felt like forever as her friends watched. Then she kissed him… really kissed him and pushed her tongue into his mouth and felt like she received an electrical shock causing her eyes to go wide before jumping off him and running back to her room, heart racing.  Her girlfriends all teased her more than ever, though after a moment Hana got the others to stop, seeing Poppy was starting to get upset. Then all the girls gave her lots of birthday hugs to show they didn’t mean any of it, then started to change into their PJ’s to finish the night watching movies together.

When they came out, Toby had set up the living room to look like a pillow fort with blankets everywhere so that the girls could climb over or under to get comfortable with the couch being the castle walls.  The girls loved it and found the spots they wanted with Poppy cuddling up next to the right of Toby on the couch and Hana on his left and Tonya choosing to lay out in front of them under the ends of the covers while the four other girls took up the rest of the space. 

Soon they were all settled as the movies started. Though most of them hadn’t noticed, Toby was blushing again and really thankful for the blankets as it hid his erection. Having so many sisters he didn’t think that he would still get so aroused by simply sitting with all these young girls. However, for PJ’s most of them elected to wear shorts and baggy shirts and nearly all of them forgoing any undergarments allowed him glimpses of a nipple here or crotch there any time one of them moved. Worst still, if he could call it that, was Poppy. Because of her gliding flaps all her shirts had slits in them and the young sugar glider didn’t wear the special tops made for sugar glider girls when at home. This meant that any time the blanket fell off of her, he had a clear view of her chest if he wanted. Then, as to make matters worse. Both Hana and Tonya both seemed to get the idea to tease the boy, and he half wondered if they had got together on this idea. 

Toby nearly jumped out of his skin when, timed just right to be during a jump scare, he felt a hand grip his cock through his shorts.  He looked at Poppy quickly realizing it was not her and turned his head towards Hana. She was looking right at him and put a finger to her lips, smiling mischievously, as she gave him as squeeze and continued to stroke him off. Toby groaned to himself as his cock slipped fully from its sheath, torn between fear of Poppy noticing and wanting the girl to continue. Then just as suddenly Hana stopped with a giggle then leaned over his lap to say something to Poppy that he did not catch but made the sugar glider giggle.  Then as he started to relax thinking it was over, he felt something wriggle up the loose leggings of his shorts and then wrap itself around his erect cock. He was shocked and looked at Hana, but she was focusing on the movie now.  He knew it wasn’t Poppy either as she was holding his arm.  So, he slipped a hand under the blanket and felt a fleshy tail wriggle under his fingers and heard a soft squeak from Tonya as he gripped her tail when its tip teased his balls.  She looked back at him from the floor and gave him a wink before turning back to the movie, her tail still circling his cock in an attempt to get him off under the blankets.

Needing to get away from these two precocious nymphs to calm down and not cause a scene by having to explain to Poppy why his shorts were wet; Toby extracted himself from the couch almost yipping as Tonya attempted to keep him there.  The interruption caused all the girls to see what was going on. “Going to make snacks,” he apologized and quickly went to the kitchen hoping that the dark room hid his erection. Poppy was grumpy about this until, sometime later, he brought out something both buttery and sweet to her delight, caramel popcorn. It was a big hit with all the girls and Poppy took the opportunity to sit on Toby’s lap with her own bowl, leaning comfortably against his chest and forgetting about everything else, at least until the popcorn ran out. She did love her sweets. With that the rest of the night was less eventful for the boy, though at the end Poppy insisted he tucked her in making the other girls giggle as they made one huge sleeping pile in the pillow fort. And long after he turned off all the lights, he could still hear them talking and laughing. 

The next day, Toby made them all pancakes for breakfast with some difficulty as he dodged another attempt from Tonya to corner him while the other girls were getting dressed or sharing the shower. Then, before all the girls left as their parents trickled by to pick them up, Poppy blushed as most of her friends made lewd suggestions of how she could spend her next few days with her “boyfriend” with Tonya being the most vocal.  “Be sure to give him your v-card, Poppy. If you don’t, I might take him from you hehehe. Mom did say she was looking for a new babysitter. I’m going to make sure she asks for Toby.” Poppy looked shocked at Tonya. “D-don’t you dare. T-toby would—“Would what?  He treats you like a little sister.  That and he sure seemed happy with my tail last night, if you know what I mean.” Poppy gasp and was about to say something when Hana saved her the trouble. “At least Poppy still has a v-card to give the boy she likes, instead of passing herself around to the boys’ soccer team like someone else we know.”  It was Tonya’s turn to gasp. “You take that back Hana!”  Hana smirked as she and the mouse went back and forth, until Poppy had enough and stopped them. “Stop it you two. We’re friends remember.”  By this time, it was just the three of them and out of a moment of boldness or foolishness Poppy promised them she would give her first time to Toby. And to prove she was serious they all went back to her room where Poppy took off her shorts and undies and blushing red sat on her bed spreading open her cunny for them to inspect her hymen. “B-before my parents come back, I will give him my first time and show you that I love him, and he loves me.”  

Tonya, momentarily transfix by Poppy’s pussy being on display unconsciously reached out with a finger and traced it around the sugar glider’s vaginal opening causing Poppy to eep as Tonya let out a breath that she didn’t know she was holding. There was a pause then all three started to giggle before a loud knock resounded on the door. “Tonya, Hana your parents are here to pick you up. Did you hear me,” came Toby’s voice from the other side of the door. “Coming!” all three girls called back and started giggling again as Poppy got dressed and the other two grabbed their bags.  All three of them looked slightly guilty as they came out and Toby was waiting for them. Before he could say anything, they ran to the door, stopping they each gave Poppy a hug and a kiss goodbye before hurrying to their waiting mothers.  Tonya stopped long enough to say something to her mother and pointed back at Toby before waving one last time before getting in, upfront, with her mom. Toby raised and eyebrow at this and then notice Poppy frowning as she called out “bye, bye, see you soon” to both of them.

As the last car pulled away, Toby looked at Poppy and asked, “So, want to tell me what that kiss was all about last night.” Poppy’s face blushed suddenly and couldn’t meet Toby’s eyes. He grinned as they stepped back inside and shut the front door. “And just what do they think you’re going to get up to with your boyfriend,” he emphasized the last word with a smirk as he watched her squirm. He patted her head intending to let her off the hook and not press the issue as she clearly was embarrassed, but then she threw her arms around him and buried her face into his chest.  “Poppy?” 

“I, I… I love you Toby and I want you to love me too. They were teasing me that you only see me as a little kid. Like a little sister,” she stuttered out then finally looked up at him. “They teased me so much I got angry and told them I would prove to them that you love me to. You… you do love me, don’t you?” Her eyes were tear-filled now, worry and doubt creeping in as she just opened up to him and knew he was about to reject her.  “Oh, Poppy,” he said softly and picked her up carrying her to the couch. He sat down with her on his lap.  “What am I going to do with you?” He booped her on the nose as she looked up at him, her eyes then going wide as he kissed her on the lips. “I do love you. But are you sure you want to be with me, and that this is not some silly crush?”  “No! Don’t say that. It’s not a silly crush. I want you… And I can tell you want me to. You never treated me like a kid, don’t start now. I.. I know naughty things too that Hana taught me and what boys would like.” At this Toby jumped as the little sugar glider slipped a hand down between them and gripped his stiffening cock. It was Toby’s turn to stutter. He was still trying to be the good babysitter but she was wearing him down. “You know I told Hana and Tonya that I would prove to them you love me… that I would give you my first time. I want you to take my first time. Take my little flower.” 

Between her words and her hand gripping him through his shorts, Toby was no longer thinking about being the good babysitter and really wanted to take poppy upstairs and give her what she wanted.  But he made one last effort to be sure she was serious. “Poppy,” he bit his lip, “are you sure about this. You can only do this once. I… I don’t want you to regret”—She kissed him, her tongue darting into his mouth cutting off his words and unlike last night the kiss continued until both of them were out of breath. “Yes” was all she said when the kiss was broken. She then took off her shirt with Toby’s help and blushing she giggled as he stared at her flat chest. “You know I caught you looking at my nipples more than once. You’re a naughty boy, Toby.” They both giggled at this before Toby placed his hands over her flat chest, feeling the young sugar glider’s nipples stiffen against his palms. He then massages them a little, trying his best to make her feel good before telling her to stand up on the couch. She follows his orders trusting him, her legs spread and straddling him. She can’t help giggling again as he kisses her bare belly as he unbuttons the jean shorts she was wearing and starts to pull them down as far as they will go with her legs spread.

“Such cute panties you have on Poppy,” he tells her as he rubs his hand over her crotch, his fingers slipping between the outline of her little camel toe causing her to suck in her breath. “Th-that tickles,” she moans as her tail fluffs up. Toby giggles as he tells her “Well, its only going to get more intense from here.”  He keeps rubbing her little cunny as he licks her chest and sucks on her nipples, causing Poppy to grab on to his head to keep her balance on the couch as she gasped out in surprise. Toby keeps this up until he feels the crotch of Poppy’s panties becoming wet from her juices, and his dick is straining against his shorts. He then has her hop off the couch and takes off the rest of his clothes then helps her out of the rest of hers.  His cock throbbing at the sight of a string of her juices still clinging from her slit to the crotch of the panties until she stepped out of them. Then taking a steadying breath, he asked her “ready,” as he held out his hand to her. She nodded, taking his hand and letting him guide her back to her room. Toby then sat down on the edge of her bed and pulled her close to him. 

Poppy was shaking now with nerves and could not stop staring at Toby’s cock. It was nothing like her daddy’s cock when they use to share bath times. She did not realize boy’s cocks were all different and that some could be so big and stand up like his. Oh, she had heard how Hana described playing with her daddy, but it didn’t really sink in until she had one right in front of her face.  Toby, having more experience, showed Poppy what to do next by having her grip his cock and how to start stroking it up and down until he started leaking precum. “Mhnn j-just like that, Poppy. You’re doing great. Now, see that bead of white stuff coming from my tip? That is called precum. You have to smear it all over my cock so it will be easier for you to put my cock in you.” 
“Hana told me about this,” Poppy said excitedly. “She told me she does this with her daddy and when he leaks like this then he is feeling really good and… and she said she sometimes licks it off his peen.”  She was spreading the pre over Toby’s tip as she said this and without hesitation, she licked some from his tip causing Toby to moan sharply and grip the bed, the sensation causing more precum to shoot out. “Ewww, it’s bitter,” Poppy declared, her tongue still sticking out making Toby laugh. “Yes, it can be, but you may start to like it the more you try it. Some girls really like to suck on boy’s cocks and swallow their cum.”  “Really,” she questioned not sure if she could ever do that, it was so bitter.  Toby could see that she was really doubting this, so he told her she didn’t have to do it and could ask Hana more about it later. Maybe even invite Hana over later for another sleepover.  “I would like that” Poppy said as she continued to stroke Toby’s cock then notices a lump at the base of his cock. When she gripped it with her other hand, feeling it, Toby yipped. “What is this,” she asked.  “That is called a knot. I think only Canine boys have these and they help boys stay inside a girl when breeding them. They’re really sensitive,” he said as he winced when she gave it a squeeze. 

Poppy was looking at it closely and surprised Toby by licking his knot, making him shutter. She seemed to like this and liked his reaction, so she kept going despite still thinking it was still bitter. Toby was moaning and getting lost in the feeling but then remembered he was supposed to be taking her virginity and wanted to reciprocate. So, getting her to stop he picked her up and laid her down on the bed. Then, it was his turn to look at her, causing her to cover her face in embarrassment as he spread her legs and looked closely at her tiny, untouched cunny.  He then with one hand spread her slit apart and looked at her intact flower admiring the pink flesh. Then, just like Tonya did last night, he reached out with a finger and traced it around the sugar glider’s vaginal opening causing Poppy to yelp in surprise then squeal as she felt his tongue licking her. “Noo… its dirty. Don’t to that,” she cried out.  

“It’s not dirty Poppy, its wonderful,” he said and kept licking her. His tongue traced over every part of her slit and dipped inside tasting her nectar.  Then he kissed her little button and teased it with the tip of his tongue before sucking on it and continuing to eat her out as he stroked his own cock keeping it hard.  Poppy was now holding his head again; her fingers gripping his hair as she tried to cope with these new feelings. She was wriggling on the bed, the stimulation too much for her as she panted and felt like she was about to explode. Toby for his part did not let her get away and kept going until, with an ear-piercing squeal Poppy had her first orgasm. Her whole body felt like it was seizing up, her legs snapping shut against Toby’s head and trapping him there as her juices gushed out of her and splashed against his muzzle. After what felt like an eternity to the little sugar glider, her body finally relaxed. Her legs released their hold on Toby’s head, and he was able to get up, still licking his muzzle and smiling. “Did you like that, Poppy?” 

In a daze, Poppy nodded. “Good, I think your ready now,” he chuckled but it took Poppy a minute before she had the strength to sit up. When she did, Toby sat on the end of the bed and helped her sit on his lap, his cock nestling between her legs, making her wince as she felt it press against her still sensitive slit. He held her there for bit until she calmed down, petting her and cuddling until she was ready. Holding her around the middle with one arm, Toby got her to put her feet on the bed to steady herself as, with his other hand, he lined up his slightly tapered tip to her entrance. “The first time is painful so take your time Poppy. There’s no rush,” he said sagely. Then he groaned at how tight she felt as she lowered herself. She gritted her teeth as she felt his tip push inside her but continued to lower herself until she felt him pressing against her hymen and stopped. “Toby, I’m scared!”  “Shh, its okay, we can stop if you want,” he said and he petted her head soothingly, but she shook it and said, “No, I want this.” Then, before he could reply she let her body drop, not giving herself time to back out and cried out in pain as her hymen tore, Toby’s cock sliding halfway in before her vaginal mussels clamped shut stopping her descent. Toby moaned as Poppy’s eyes filled with tears of both pain and joy. Thinking quickly, Toby tightened his hold on her, supporting her with his arm to give her more time to get use to the feeling of his cock inside of her. “I… I’m bleeding,” Poppy blurted out, startled by the sight of some blood mixing with her juices and Toby’s precum running down his shaft.  Toby started petting her head again, “that’s normal for a girls first time. Soon it will stop, and it will feel good.” Poppy put her hand over his arm, leaning against him for support and sniffled. They sat like that for a while until Poppy’s legs started to shake.  She then knew she either needed to continue or stop. 

Stubbornly wanting to prove her love for Toby, she wrapped her tail around Toby’s waist and slowly let herself drop the rest of the way down until she was sitting once again on Toby’s lap, his knot now pressed firmly against her cunny and rubbing her clit causing her to see stars. Toby, seeing that Poppy was too exhausted to move, took over placing one hand under her knees, as he lifted her with the other, making shallow thrust inside of her. Poppy responded with squeaking moans as she leaned her head against him. The pain was nearly gone now, and she felt so full each time he lowered her back down onto his knot, her second orgasm building, only needing something to push her over that edge. 

Toby’s ears twitched every time Poppy’s cunny started to stretch over his knot. He fought back the eagerness to pull the sugar glider down, forcing his knot up inside her. He wanted to breed her properly so badly it took real effort to keep himself from doing it, knowing that it would be too much for her first time. She was so small after all, and he wanted her first time to be a happy memory. So, grunting and groaning he nibbled her neck to distract himself as her cunny quivered and milked his shaft.  Soon he couldn’t take it anymore and let Poppy drop down one last time as he let go of her to grip his knot, giving it a squeeze. He yelped as his cum burst forth and shuttering he pumped her full of his hot seed. Poppy’s eyes widened, the sudden warmth filling her, pushing her over that edge causing her to squeal with delight as she came for her second time. The shock was so great she kicked out with her legs, causing her to rise halfway up Toby’s shaft, her feet then slipping off the bed dropping her back down. It was Toby’s turn to see stars as Poppys full weight landed on his hand covered knot forcing him to shoot another load of cum out of him. Soon, with no knot to hold back the flood, their combined juices gushed out to soak the sheets of the bed. The two of them sitting there, trying to catch their breath for a long time after. Finally, with an effort, Toby lifted the exhausted girl off his shaft and they both laid back on the bed and cuddled in the afterglow. Any thoughts of cleaning up left for a later time. “I love you Toby,” whispered Poppy, a large smile on her face as she snuggled close to him before falling asleep.