William felt very vulnerable without any pants or underwear on. But it turned out Dawn's skirts fit on him - so he went from a polo and khakis to a long black skirt and oversized band shirt from Dawn's closet as his clothes were in the wash. He wasn't sure if that was any better than being naked. As they sat on the couch together, he found himself crossing and uncrossing his legs repeatedly while Dawn just smiled knowingly at him.
"Have you worn skirts before?" she asked. 
"Like once or twice," William said nervously, "but I was wearing underwear too." She giggled. 
"It's kind of nice honestly," she said. "Breezy, right?"
"Y-yeah," he said. "Breezy." He shifted again as his dick became uncomfortably hard again. It hadn't been more than an hour since he accidentally came in his pants, why was it happening again? Dawn seemingly couldn't help but tease him. 
"You must really like wearing that," she said.
"It just feels weird against my junk," William said defensively. She giggled again. 
"Well, I think it looks nice on you," she said, leaning in to kiss him. He relented and kissed her back, but had to readjust the skirt again while he did. 
"Thanks," he muttered as they pulled away. "I don't think I look very good in girl's clothes though, like...in general." She tilted her head at him. 
"Why not?" she asked.
"My antlers and everything. It's just really obvious it doesn't fit me," he said. 
"Aw, hon," she said softly. "It doesn't have to 'match' to look good. As far as I'm concerned, you're just a super cute guy in a skirt." His ears perked a little. He picked up his tea that had been sitting on the coffee table and finished it despite it being cold. Dawn glanced around and cleared her throat. 
"I'm uh, actually starting to get turned on again too," she said. William's cock twitched against the fabric of the skirt. 
"Oh?" he asked. She blushed. 
"It's just...seeing your cock in my skirt like that," she said, squirming slightly. William inhaled sharply. His dick pulsed again, though he didn't move to cover it this time. She licked her lips. 
"Wanna take this to the bedroom?" she asked. He nodded slowly. 

Her bedroom was, first of all, adorable. She had at least three mesh nets filled with plushies, display cases full of gemstones and succulents, and even more fairy lights. Her sheets were very soft, William noticed as sat down on the bed.
"Hey, William?" Dawn asked softly. "Can you do me a favor?" 
"Um, sure, what is it?"
"Can you put on a different skirt? And top? Here, let me get them," she said. She rifled through her closet and William found himself blushing thinking about essentially playing dress-up with his date. She walked over to him holding a very short pink vinyl skirt, striped leg and arm warmers, and a mesh top. William couldn't figure out if it was the best or worst thing he'd ever considered wearing - but seeing her soft, pleading eyes, he couldn't say no. While he got into his new clothes (he hesitated to call it an outfit, as it showed everything), Dawn also changed into something else. He was so distracted trying to figure out exactly how to put on the arm warmers that he was shocked when he looked up. Dawn was wearing a leather jacket with nothing underneath it, so he caught glimpses of her perky breasts. Below that was a pair of tight leather shorts that accentuated her muscular thighs. William's breath caught in his throat. 
"You look great," they said to each other at the same time. Both then cracked up and giggled, putting William more at ease. William sat with his legs slightly crossed at the edge of the bed as she approached him. She was even wearing fingerless gloves. What an incredible look. But before he could appreciate it for too long, she placed her hand on the center of his chest and shoved him back onto the bed. 
"Just relax," she murmured, spreading his legs. He gasped and blushed at how vulnerable he was. There was no underwear on underneath the skirt, so his dick and butt were completely exposed.


"Have you ever had anal before?" she asked. He started to stutter. 
"W-with toys," he said. "And a uh, strap on once." 
"Oh?" she teasingly drew her finger down his thigh to his dick, and he shuddered. 
"Y-yeah," he said, "Scruffy fucked me with one once but it was, kind of too intense. I had to stop." 
"Mm," she said. She reached up and gently caressed his cheek. "I'll be gentle, then." He wanted to argue, but it was hard to say he disliked the idea considering the pre already oozing out of his dick. She took some lube from a nearby nightstand and unbuttoned her leather shorts before pulling her dick out. That cute dick that had already taken his mouth so easily was about to do the same to his ass. He started breathing harder. 
"Shh," she said gently, slowly and deliberately rubbing her cock against his thigh. He placed a hand over his mouth and breathed deeply into the arm warmer. 
"Just be careful," he pleaded softly to her. She smiled.
"Of course," she said gently. "I wouldn't want to hurt a cute boy like you." She took off her gloves and put lube into her hands, carefully stroking the lube onto her dick. She put a little more lube on her hands and slowly pushed her fingers inside of him. He let out a shocked small gasp from how cold the lube was. It wasn't completely unpleasant though, especially as she began slowly finger-fucking him. 
"Wow," she said softly. "You're so tight, William. You've toyed yourself before? I'm surprised. You feel like a virgin." He let out a soft whimpery moan and covered his eyes, unable to look up at her. She giggled again before slowly pulling her fingers out of him. She kept his cheeks spread, and William could hear her breathing a bit harder. William cautioned a peek and saw Dawn gazing at his spread cheeks with a half-lidded lustful expression. He covered his eyes again, feeling suddenly very embarrassed. The tip of Dawn's dick pressed against him and his dick started twitching even more. Oh no. He was getting worked up way too fast again. Before he could calm himself down, Dawn slowly pushed her cock inside him. He let out a surprised bleat and gripped the bed tightly. 
"Does it hurt?" she asked gently.
"N-no. Just surprised. Wow," he said, struggling to form words coherently. "Your dick is already stretching me..." She slowly exhaled. 
"Yeah, you're a lot tighter than I expected," she said softly. "God, you're squeezing my dick so much." More pre dripped from William's dick onto his mesh shirt. He pulled up the shirt so he could feel it drip onto his bare stomach instead - and so he didn't make too many clothes dirty that night. She eased her dick in slowly, the two of them both breathing hard. William couldn't help but squirm and stifle soft moans as she slid herself into him. 
"Dawn," he moaned out as she hilted herself in him. She let out a soft moan in response. 
"Fuuuucck," she hissed. "William, I...don't know how long I can fuck you. Oh my god." He shook his head, antlers rattling. As she pulled out and pushed back in carefully, her dick happened to press just perfectly against him. 
"Oh no," he moaned. "Oh fuck." Sure enough, his twitching dick tensed - and spilled white cum onto his chest and pooled onto his tummy. Dawn kept slowly fucking him as he came, rubbing his prostate and causing more cum to dribble out of his overeager cock. He could only watch himself cumming and let out soft, whimpery moans. It turned out to be less of an issue than he predicted, because less than a minute later Dawn pulled out, stroking her cock and letting out a sharp gasp. 
"Fuck, William," she half whispered, half moaned. She came, her clear cum dotting William's chest and stomach on top of his own cum - before the majority of her cum drooled onto his thigh and ass. She panted as she squeezed the last of her cum out of her cute cock. William had been embarrassed before, but he couldn't help but feel a weird disappointment that she hadn't cum inside him. Still, he felt amazing laying there covered in a mix of their cum. Dawn then finally collapsed beside him and kissed him hard. He kissed her back, enjoying the roughness of her tongue fucking his mouth just as eagerly as she'd fucked his ass. The two laid there for several minutes, just breathing hard and staying close to one another. William reached over and gently ran his fingers through her hair. They looked at one another and started giggling again.
"That was amazing," William said. "I've never had a hands-free orgasm before."
"Ooh," she said, nestling into his hand. "Maybe we'll have to try it a few more times. To make sure you like it." He smiled.
"I'd like that." Dawn slowly pushed herself up. 
"Want to shower together?" she asked. 
"Please," said William. 

William couldn't help but marvel at Dawn's body as they undressed for the shower. Even though he'd already seen quite a bit, altogether she was just a gorgeous sight to behold. Her legs were muscular, her body slim and breasts were perky and small. He was also lithe but had broader shoulders and weak legs and arms. The two climbed into the spacious shower together, and William slid it closed behind him. Dawn gently pushed him in front with a little giggle.
"You need to get all that cum out of your fur," she said.
"Fair enough," he said with smirk. As he stood facing the stream of water, Dawn mischievously reached around him and rubbed his stomach and chest. She nestled against his back. 
"Tonight's been really fun," she said softly. 
"Yeah," William agreed. "I'd love to hang out like this again." She sighed against his fur, her breath warm and sticky. 
"We've still got all night," she said. "Is there anything you'd like to try?" William thought about it for a moment. 
"Are you normally a top?" he asked. 
"Yup!" she said happily. "I mean, don't get me wrong, I like bottoming from time to time. But you're the kinda guy I really adore topping. I prefer to bottom for women." 
"Ahh," said William. "That's...kind of hot, not going to lie." She giggled. 
"You like thinking about me bent over my bed and getting railed by a cute girl?" she teased. 
"Well. Yeah," he said honestly, rubbing soap into his fur. "I don't bottom very often so this has been really nice. I wasn't expecting to uh, wear any outfits either." 
"Well," she said softly, "If you really like it...I know it's kinda early into this, but I really want you to be my sub." His ears perked. 
"Really?" he asked. "Do you not have like...a ton or something?"
"I don't have any subs. Or doms," she said. "I actually was pretty asexual for a while but when I saw you leaning over to pick stuff up at the cafe I just...knew I needed to feel you around my dick." He licked his lips. 
"How about you ask me again when we've messed around some more?" he asked. She nodded against his back. He could feel her filed down antler nubs against his back. 

William wasn't sure what he'd gotten himself into. He was lying face down on the bed, wearing a blindfold. His hands had been tied together and then tied to the headboard. Meanwhile, his ankles were spread and tied to the posters on either side at the end of the bed. His ass, barely covered by a new plaid short skirt of Dawn's, was completely vulnerable. He'd mentioned never really trying BDSM to her and wasn't sure if he was about to regret it. He could move just enough to move his hands to be over his head instead of under his chest, and that was it. 
"Remember what I said?" Dawn asked. Her voice was somewhat muffled, which meant she was probably going through her closet again. 
"Green is all good, yellow means hold up and talk about it, red means stop completely," he said. 
"Yes. Good boy," she said, her voice much closer. He gasped softly as she placed her hand on his thigh. "I'm just going to spank you a little first. Nothing major." He nodded against the bed. She gently rubbed his ass and squeezed his ass cheeks before lightly smacking him. He was about to say something about how that wasn't too bad - turned out it was just the wind up. The next slap was hard and the sound echoed through the room. He gritted his teeth but managed to not make a noise. It stung but gave him a head rush. She slapped his ass again. And again. Around the fifth slap, he finally started to make some noise, whimpering against the sheets. Her hand slammed into him relentlessly, each smack resounding and making him go from whining to yelping. And just as he was about to call out "yellow", she stopped, gently rubbing his ass - then she leaned in and kissed his ass gently. She spread his cheeks and kissed his hole. He squirmed and moaned as she gently pushed her tongue inside him. She rimmed him gently while he squirmed and got hard again. Her tongue felt incredible filling his sensitive ass. He started grinding and humping the sheets underneath him as Dawn rimmed him deeply. She then softly kissed his twitching hole. 
"Good boy," she said gently. "You took those spanks really well." William squirmed more, as nothing got him more embarassed than being praised. There was a pause before she began feeling up his ass again, though her fingers were cold - there was probably lube on them again. William was correct. She slid two fingers gently into him, though he thankfully wasn't as tight or clenched as earlier and took them in easily. He slowly exhaled against the bed as Dawn slowly and methodically finger-fucked him. 
"How's that, hon?" Dawn asked gently. 
"R-really nice," William gasped softly against her bed. She increased the pace of her slender fingers, and William couldn't help but start moving his hips against her. 
"That's it," she said softly. "You love getting fucked like this, don't you?"
"Yes Dawn!" he gasped out. "It's so good..." his voice trailed off as he humped the bed rhythmically, bringing his ass to meet the thrusts of her fingers. Just as he was starting to grunt and get close to cumming, Dawn stopped. He uselessly humped at the bed with a soft whimper. Dawn let out a soft laugh. 
"Did you think I'd let you cum so soon?" Dawn asked gently. William whined in response. It turned out she wasn't done playing with him. 

Dawn straddled William's hips and teased the poor deer by rubbing her cock against his butt without putting it in. He whined and squirmed against her and she giggled as she touched herself against him, making sure he knew exactly what she was doing. 
"Dawn," he whined softly, "Please..."
"Please what?" she asked. 
"Please fuck my ass," he begged.
"I'm proud of you for being so direct, but no," she said, continuing to stroke her cock and rub it against his butt and tail. "I'm gonna get off and cum on your cute back instead. Don't squirm too much or I'll cum faster." There was a sing-song quality to her voice as she touched herself on top of him. But he couldn't help but squirm and beg anyways, despite what she said. She stroked herself with one hand and grabbed his tail with the other, making him yelp. 
"You're being, ahh- a very bad boy," Dawn said gently, her voice very breathy from touching herself. "Do you want to cum after this or not?" He whined. 
"Y-yes, Dawn." 
"Alright. Mm. God, you're so cute," her voice was trembling slightly as she stroked herself quicker. "You ready to feel me cum?" 
"Yes," he whimpered out. She gripped him tightly with her thighs and jerked off against his butt with her hand making his butt jiggle. Even though he couldn't see it, he felt incredibly embarassed feeling his butt jiggling against her hand. He whined pitifully against the bed while she got herself off. 
"Fuck," she whispered. "Oh my god I'm-" her voice was cut short as William felt her hot cum splatter onto his lower back. His dick twitched against the sheets as he felt her cum drip down his back and pool on his ass. Dawn made a soft, cute noise as she drained the last drops of cum against his tail. She then gently stroked his fur, pushing her cum into it more. He'd need another shower. Dawn then shakily got up and carefully took off his blindfold. Her face was was reddened and she was sweaty and panting. William blushed at the sight. She kissed him gently, before carefully undoing his restraints. As he took the leg restraints off himself, she stood by the bed just watching him. 
"Hey, William?" she asked gently. 
"What's up?" he asked. He could still feel her cum soaked into his back. 
"I wanna try getting you off but - um, in a different way," she said. He raised an eyebrow. Like the last two times hadn't been "different" enough. But he agreed - he was a little too horny to argue. 

William sat at the edge of the bed and Dawn was behind him, feeling up his chest and kissing the back of his neck. He glanced over at the toy she'd brought up and placed beside him. A fleshlight. A cute pink one. She reached over to the toy.
"Can you lube up your dick?" she asked. "I only have so many hands..." 
"Of course," he said, taking the lube that still laid on the nightstand. He poured a little onto his hand and stroked his twitching cock - which was getting impatient from the lack of attention. Kissing his neck, Dawn then gently lowered the fleshlight over his dick. 
"Oh," he murmured from the unexpected feeling. It was ribbed on the inside. It massaged his poor impatient cock and he twitched harder inside of it. She stroked him slowly with the toy at first, her breasts pressed against his back. He soon was breathing hard and his hips started to buck from the unusually stimulating toy. He grunted as Dawn squeezed the toy around his cock. 
"How's that feel?" she purred against his ear. 
"Really good," he said honestly through gritted teeth. She kissed his ear and neck and he moaned, shoving his hips into the toy. 
"That's it," she said softly. "I love watching your dick shove into it..." She sighed dreamily as his nostrils flared and he moved his hips more urgently. He reached up and wrapped an arm around her head, pulling her closer as he frantically fucked the toy. 
"Dawn, I'm - fuck I'm gonna cum," he gasped. 
"Good boy," she said, her voice cracking. "Cum for me." William slammed his hips up against the toy while Dawn squeezed it - and his cum sputtered out of the end of the toy, oozing down the sides as he moaned and bucked like it was his first time ever cumming. She gently kept rubbing the toy against his dick, squeezing every last drop of cum he had in his body until he couldn't handle it anymore. 
"T-too much," he gasped against her. She kept stroking him though, even moving faster, and he cried out from the rush of overstimulation. He finally had to push her hand and the toy away because it felt like his dick was about to burst. She giggled softly and kissed his cheek. 
"Sorry," she said gently. "You just looked so cute bucking your hips like that." He sighed wearily and fell back onto the bed. Into her lap. She leaned down and kissed him, gently stroking his cheeks and looking affectionately into his eyes. 
"So how about it?" she asked. "How do you feel about being my submissive?" William gazed up at her. He didn't have to think long at all. 
"What do you want me to call you?"
"Mistress."
"Then yes, mistress. I would love to." They kissed once more before giggling softly. So much for the whole not fucking on the first date thing.