If being shy was a sickness, then Evan was sick as a can be. He was a nerd's nerd; a technology major at a prestigious three letter tech school. Who, as a twenty-two year old fresh faced graduate landed a job at one of those Silicon Valley-bubble tech startups whose best bet was to be bought out by one of the big companies or sold to some venture capitalist who would do that themselves.
Evan had a lot going on. New job, new city, and new stresses. Time for a relationship? Ha! And the rigors of his anxious adult life is what constantly fed his shy demons. It was to such a degree, Evan couldn't pin down his sexuality, and preferred to just keep labels from mucking up the myriad of worry pin-balling around in his brain and racking up that cortisol.
He'd dare to say he'd like some dick. Of course, he had no earthly idea how to even approach anyone to slip that tidbit about himself in there. Which is a shame he lacked confidence, considering he had the body of a bottom.
Evan was lanky, average height, skinny build. He had soft, feminine features, hazel eyes, red hair done in what could be described as a guy's pixie cut. He wore thick square glasses, and was hairless below the eyebrows, lashes notwithstanding. His body was a skinny, unimpressive canvas of never-picked-up-a-set-of-weights-in-his-life. His dick was average, not small, certainly not big, just average. Of course, his biggest assets were, well, his ass. His cheeks were rounded and firm attached to curvy legs, his hole was pink and hairless.
Wanting him to break some tension in his personal life, a friend of his booked him a massage. The masseuse in question was Payton who, in her spare time ran a massage business out of her Sausalito home.
Payton was thirty-five, trans, Indian-American. She had an adorable face, mocha brown skin, with dark hair done up in a braided ponytail. She was fit, but not a meathead, she had D-cup breasts, flat stomach, rounded thick rump, and skinny and long cock.
Her business was all business and she wasn't one to have any hanky-panky with her laundry list of clients, however, one look at Evan nearly sent her into tent pole mode. She could barely speak as she introduced herself.
While she could barely speak, Evan nervously rubbed his right arm. "So, um, do I have to like, take my clothes off? Like all the way off? I mean, if I have to, sure. Just know, I'm not, like, used to that. Heh-heh." Even nervously explained.
Payton had to snap out of it for a moment and remember she was a professional. "Well, I mean, you can leave your underwear on, but, this is a deep tissue massage, it's usually best when there's access to all your tissue." She clumsily explained.
"Oh, o-o-okay, if that's what you're supposed to do, I'm all for that."
"Great, this way please."
Payton led Evan by the hand over to a sunroom that overlooked the bay. For privacy's sake, she had the blinds drawn. Her parlor area was very zen. It had a soothing indoor fountain, massage table, couch off to the side, and one of those old three paneled changing partitions in a corner. She instructed Evan to disrobe behind there, where towels were waiting.
"I'll be right here if you need anything." She assured him.
Evan nodded and headed to behind the partition. He took some deep breaths to psych himself up, then quickly got naked, even quicker wrapping a nearby towel around his whole body. He tip-toed over to the table and hopped up, leaving the towel around him like a blanket. Payton folded the towel down to where it covered his ass.
She started him out with the hot rocks before moving him to some massage oil, slathering it all over his back. Cue the canned massage parlor banter.
"My roommate's friend Jamie said you were like, the best, so she got me a massage with you. I desperately need it, otherwise I don't think I'd just run out and get one on my own." Evan explained.
"Well, I'm flattered. Don'y worry, you're in excellent hands with ol' Payton."
"Great. That's a load off my mind." Evan said earnestly with a calm sigh, probably not realizing that phrase in general sounded sarcastic. Anyway, the boilerplate banter continued.
"So, new to the Bay Area, right?" Payton asked to Evan's nod. "Welcome. Are you in tech or finance?" She asked half-jokingly.
"Tech. Just landed this great job with this company in San Jose." He explained.
"That's great."
"That's stressful." Evan sighed.
"I can tell." Payton added, working on his upper back. "You certainly have a lot of tension back here."
Evan grunted. "I hope this helps. My lower back is always killing me." He complained.
"Ooh, poor guy. I can fix that."
Payton moved to massaging Evan's mid back before working on his lower back, stopping right before the towel covering his hind parts. The closer she got, the more Evan blushed. His dick hardening sandwiched between his body and the table.
Payton continued to pry. "Have you tried the fun-filled Bay Area dating scene yet? Or are you spoken for?"
"No to both." Evan loudly sighed.
"No time with the big tech job?"
"Sort of. I-I-I think that might just be an excuse. I don't know if you've noticed, but, I'm a little bit...you know, shy?"
"What? You shock me, sir." Payton chuckled.
"Yeah, I know. I've always been shy, I guess. But, it's made it super hard to find a relationship, let alone get laid."
"There's a million and one dating apps. And the Bay Area has a large lonely population...hell, they're the ones who create the apps. You know." Payton shrugged.
"I do. I dunno. I just...I just get this anxious feeling when I approach someone. Like, there's this cute guy in my apartment complex. He's a huge stud, but like, if I even look at him, I avert my gaze the second he so much as glances in my general direction."
"Cute guy, huh?" Payton smirked.
"I think I'm definitely into something...a little more phallic, if you catch my meaning?"
And catch his meaning she did. Payton's peen was massively tent poling inside of her pants as she desperately tried to hide it. She fanned herself a little. She was usually ridiculously professional with her clientele, but for some reason, Evan was sending her into happy ending mode.
"Oh yeah? I mean, with this bod I can see why. Seriously, you could have a line of guys waiting to take you."
"Wish I had the confidence to even approach a guy." Evan sighed.
"How about 'hey, I want you to stuff my cute ass with you big meaty cock. Wanna get out of here', try that."
"Is it really that easy?" Evan asked.
"With a body like this? Yeah, it really is. Be a bit more outgoing, you'll get some dick in no time."
"But I don't know if I can." Evan countered.
"You got your job, didn't you? You had to at least nail a few interviews."
"I had what they were looking for. Plus, a professor of mine knew one of the hiring managers, she put in a good letter of recommendation for me."
Payton rolled her eyes. Evan could take the lobster out of lobster bisque with his shyness and overall pessimism. She was starting to think all he needed was a little push to get him to realize he had the confidence in him all along.
Plus, if anything, she could ram his cute butt for good measure. She slowly moved her hands to work the lowest part of his back. Then she started to lift up the towel.
"It's okay. Deep tissue means all your tissue." She explained. "Plus, could you feel those lower back knots? You have so much tension in this area. It's definitely not healthy."
Evan blushed. "Well...I mean, yeah. Okay."
She threw the towel off and took a moment to ogle at Evan's cheeks, goosebumps coursing over his ass as the towel was wrestled away.
"Oh yeah. This is one hot tushy." Payton said spreading some oil on his cheeks. Evan winced, then smiled.
"You really think so?"
"Honey, I see a lot of asses come through here. I know asses, and this is a sexy ass."
Evan blushed. Wow, no one ever complimented his ass before. He knew he had a thicker rump than any other guy he knew, but, wow, he wasn't used to such an unsolicited compliment.
Payton rubbed in the oil, spreading his cheeks out and in to fully massage them. Her eyes kept on looking into his crack, seeing his perfectly hairless pink asshole pucker each time she rubbed his cheeks out.
"Such a feminine rear." She commented. "Could be such bottom for sure."
Her fingers found their way to swirling around his hole. Payton's cock was ready to leap out of her shorts. Her body was telling her to bend Evan over the table and take his ass to pound town, but, she couldn't dare be so forward. It was clear Evan was into this, he winced and moaned ever so softly as Payton fondled his butt. As professional as Payton was trying to be, there was no chance she wasn't going to fuck this hottie, but Evan's cagey shyness needed to be abated, his tension released.
"Totally forward question: what's your experience with acquainting your ass to something phallic, Evan?"
"I actually have a dildo that I use fairly regularly, but other than that, nothing. I've never had a real dick. Hell, I've never had sex with anyone before."
Cute ass, shy willing demeanor, and a virgin? Payton was practically dripping. She had to use a hand to fan herself to calm down. She got up and started to walk out of the room, making sure she wasn't facing Evan so he couldn't see her massive boner, which is something she wanted to surprise him with in due time.
"I'll be right back. Don't move." She called.
"You got it." Evan called back.
He took the quick quiet time to look around Payton's makeshift at-home massage parlor. Getting bored of that, he gently shook his oiled cheeks.
"Could it really be that easy?" He mumbled. "Just flash a little butt and get fucked? Hmm."
Payton then returned moments later, her boner died down enough for her to face Evan. She smiled and held up a silver vibrator. "This about the size of your dildo?" She asked, slowly sauntering over to him.
Evan blushed and struggled to have words leave his mouth hole as Payton gently caressed the tip of the vibrator on his shoulders, all the way down to his back and finally to his ass where she stuck the cock between his crack.
"Well, um, I mean, uh..." Evan stammered.
"Would you like to try this one out for size?" Payton asked.
"Um, s-sure, yeah, I mean, can we do that?"
"My massage parlor, my rules." Payton sternly explained. "Rule number five that I just made up: manager reserves the privilege to anally pound cute nerd tushy upon request and at consent of cute nerd."
Evan chuckled and blushed. "That would be me, then? Well, Payton, you are the expert. If you think this will help, I'm all for it."
"Good. Get on all fours for me."
Evan slipped and slid but was eventually able to get in the desired position. Payton positioned his body so his legs were towards the edge of the table.
She flipped her hair and bent down a little, her hand gently caressing Evan's right cheek. She ducked in, tongue out and hit her mark on his bum. Even winced as he felt Payton's tongue on his hole.
Payton gently licked around his rim, including the walls of his crack directly next to it. She lathered him up, her spit gently rolling down and landing on his ball sack which she was gently fondling with a free hand.
Evan moaned softly as he enjoyed getting his salad tossed for the first time. His hole puckered as Payton licked a little faster and harder, making kisses there and occasionally on his cheeks as well. Payton stopped and swirled a digit on his hole before gently pushing forward and saw her fingernail disappear inside of him almost immediately. Her boner was now back and better than ever.
She took this opportunity with her other hand and got her pants off, her cock flopping free and ready to go.
She dug around inside of Evan's ass, using her finger to stretch his sphincter out. Evan reached back to try and jerk his handing erect cock, but Payton stopped him.
"Uh-uh-uh. I'll handle that, You just enjoy the ride, cutie." She cooed.
Evan nodded and got his hand away. Payton took the vibrator and used her free fingers to stretch Evan's ass out. He winced. Payton got the tip against his soon-to-be-entrance and gently pushed inside, his hole was lubed enough from the residual oil and Payton's saliva.
"Oh, yeah." Evan moaned as he felt his ass slowly filling up with the dildo.
Payton gently pulled out, his hole puckering, she then stuffed it back in and this time got it all the way inside down to the base. Payton turned on the vibrations and gently stroked the cock inside of Evan while her free hand stroked his cock.
"Yes. Oh absolutely. That feels so good." Evan cooed.
"You like this, huh?" Payton asked.
"Oh yeah. Wish it was a real dick, though."
"So, you'd take some real dick?" Payton asked.
"Oh yeah!"
"You'd take some real dick right now?"
"Yes!" Evan shouted, not realizing how soon right now was gonna be.
"Would you...be my bitch for some real dick?"
Such a forward proposition. But, Evan himself was in sex mode, and if this meant getting him some cock despite all his shy reservations, who was he to say no? Plus, it probably meant more of this.
"Absolutely."
Payton smiled. "Great. Lay back down for me."
She put the dildo all the way into Evan's rectum and he laid back down on the table. Payton took off the last bit of her clothes. She hopped her ass on the edge of the table and glided towards Evan's face.
"I can definitely help you, Evan." She explained. "I got just the thing to release all your tension and get that hot ass fucked."
Now in front of him, Payton did a one-eighty and nearly slapped her erect cock right in his face. Evan stopped for a moment and stare dup at a smirking Payton, cock standing at attention, hands on her hips.
"Surprise." She cooed. He blushed, completely at a loss for words. "See, like I said, if you wanted a cock in your ass, all you had to do was ask."
"Whoa, heh-heh." Evan chuckled. He found his hands reaching towards Payton's dick. He stopped, looking up at her waiting for her permission.
"No-no, go ahead."
Evan grabbed Payton's peen and gently stroked her, toggling between staring up at her and back down at her cock. He started slow at first, but picked up speed.
"Look at this cock." Evan licked his lips.
"Better get that nice and lubed up, too. Cause that's going in your hot virgin ass."
Evan smirked, and took Payton's cock and shoved it right into his mouth, gently sucking on her tip...until his gag reflex kicked in because he was not used to sucking cock whatsoever.
"That's okay, let's try again, slowly this time." Payton recommended.
Evan nodded and it was take two. He grabbed her dick and licked around her tip before gently suckling on that. Then a few more, then a lick up her shaft before stuffing her cock back inside of his mouth.
This time Evan was slow to get Payton's peen into his throat. He wanted to make damn sure he didn't gag on it for a second time. He slowly but surely sucked her deeper an inch or two at a time.
"Ooh, that's better. Very good." Payton moaned, gently stroking Evan's hair.
He salivated on Payton's cock, stroking her as he sucked her off. Payton moved her hips as Evan blew her, both finding good enough rhythm. Evan was bobbing his head to take a small break in the action before going back in again. She looked down, watching Evan look up at her while he sucked and stroked her dick. It was cute, really. But Payton had other plans.
Evan's ass was waiting to be fucked, and the dildo was stretching it out perfectly for her to quickly stuff his hole. She pulled out of Evan's mouth, then cupped his chin.
"I think you're ready to lose that v-card."
She then hopped up on the table directly behind Evan. She slowly pulled the vibrator out and set it aside. Payton slid her cock between his cheeks like a hot dog. She bit her lower lip.
"You want me to fuck your sissy ass?" She asked.
"So much. Fuck me Payton." Evan said with confidence.
"Perfect."
She guided her tip to his puckered hole and her cock slid right inside of Evan, quickly stretching out his bowels. Evan blushed, he was a virgin no more, and it felt amazing.
Payton moaned triumphantly before gently moving her hips, savoring Evan's warm, unspoiled rectum. She grabbed onto his hips and watched her cock disappear inside of him.
"Yes." Evan hissed. "This is what it feels like."
"Uh-huh, and get used to it. You're about to have more dick than you know what to do with." She chuckled.
Evan really liked the sound of that. Even as his ass felt like it was getting stretched out as wide as could be, there was something about the proposition for more cock that he loved...especially since he felt a bit more confident from Payton's forwardness.
Payton moaned and thrust her hips hard into Evan, forcing herself deeper and deeper into the former virgin. She took a few thrusts to slowly pull herself all the way out and then slammed all of her dick back into him.
"Yeah bitch, such a tight tushy." She slapped his left cheek and kept on pounding.
She used her thumbs to stretch Evan's hole out more and she saw all of her cock go in and out of him. Evan moaned and moaned as his ass was stuffed hard.
Alas, the massage table wasn't really built for two, and the constant squeaking sounds of Evan's oiled body sliding around was making the two of them think a change in position was in order. Payton gently pulled herself out of Evan and his hole puckered.
"Alright, bend over the table, stick a leg up."
Evan got down and bent himself to the desired position, keeping his left leg on the table. Payton hopped down and gave his reddened cheeks a slap before standing behind him. Evan used a hand to stretch out the other cheek while Payton slapped her cock against his crack before slamming it inside of him deep, taking every last inch of Payton with one good thrust.
"Fuck, that feels deep." Evan groaned, biting his lip.
Payton huffed and shot her hips forward sending her cock in and out of Evan's entrance, marveling at his tight pump ass. She had to focus, lest she blow her load too quickly...but, she may not be able to control herself.
For his part, Even was silently kicking himself. If this is truly how good it feels to be ass fucked, he would have earnestly tried to pick up a stud or a trans woman by now.
He felt his bowels getting stretched in every direction as Payton was sexually relentless in her anal invasion. She grabbed onto his arms for leverage and made some quick hip thrusts deep into Evan, he moaned loud, nearly cumming from that alone.
"Oh fuck!"
"Yeah, look at this ass take it. Such a tight slut."
"Oh yes. I'm a bad anal slut." Evan cooed.
"You're my butt slut." Payton said, slapping his cheeks.
"I am."
"Say it. Say: I'm your butt slut, Payton."
"I'm your butt slut, Payton."
"Good bitch. Get that leg down."
Evan moved his leg off the table and bent a bit more as Payton gripped onto his hips and used that to thrust herself deep inside of him. She was getting close.
Payton slowed down a bit, taking a moment to marvel at Evan's ass. She slowly thrust herself into him, taking her cock out, and then stuffing it back in. Even groaned loudly each time Payton slammed her long cock into him instantly.
Her hips crashing into Evan's thick cheeks made for a sexy slapping sound, almost like a bounce. Payton was running out of edge, and her cock was about ready to shoot.
"Such a tight hole. So lucky I got to break you in."
"So lucky I got a great massage to go along with this ass fuck." Evan chuckled.
"It's all part of releasing that tension."
Evan could feel Payton's cock growing, stretching out his anal walls to the max. She was rock hard inside of him, her load was just about ready."Oh, speaking of tension, I got something special for your first time." Payton moaned.
"Yeah? What's that?" Evan asked.
"A big load of cum waiting for your tight tush. You ready?"
"Cum in my ass, Payton!" Evan begged.
Payton stuffed her cock as deep as she could get it, her crotch was right against Evan's ass. After a moment of waiting Payton felt herself fire right inside of him, and Evan could feel his bowels filling up with Payton's seed.
"Ugh." Evan groaned. "So, that's what that feels like."
"Yes! Fuck that was amazing!"
Payton shot a few more times before she was out. She took a moment or so with herself still inside of him to get any residual out, then gently pulled her dripping cum-stained cock from his ass, some of her cum flew out as his sphincter contracted.
"Clench your cheeks!" Payton ordered. "Keep my seed inside you, and turn around."
Evan clenched his ass and about-faced. Payton knelt in front of him, Evan's cock standing at attention and dripping wet. Payton took his dick and gently stroked it before licking up his shaft.
She then stuck his balls in her mouth and played with them for a moment before going back to his cock, stuffing the tip inside, and licking around it before swallowing the rest of him.
"Oh, wow." Evan cooed.
He marveled at Payton's blowjob skills, far superior than his own...well, she most definitely had more experience than he did, but, it was impressive all the same.
"That's really good." Evan stared off, Payton kept going to town on his dick.
She stuffed Evan deep into her throat, stroking him vigorously, and keeping his cock lathered in her spit. Evan was amazed as to how deep she could get him inside her mouth.
He nearly forgot to keep his cheeks clenched, trying to keep Payton's cum inside of his well-fucked ass.
She stopped for a moment and went to lick up either side of his shaft before shoving his cock back into her mouth. Even huffed and puffed, the pleasure was overloading him. The tension was no longer about the knots in his back or his perpetual shyness, it was trying to keep himself from cumming prematurely.
But, that was becoming a fool's errand, Evan's dick was about ready to shoot, this is where his awkward temperament kicked in. Should he tell Payton? Could he find the words? She did have the courtesy to let him know before she came inside of him.
She got his dick all the way into her throat, her lips kissing the edge of his crotch. Evan clenched his cheeks and bit his lip, it was now or never.
"Payton! I'm gonna cum! I'm gonna cum! I'm gonna cum!"
Perfect. Just as Evan was ready to shoot, Payton pulled his dick from her mouth and let him shoot all over her face. Thick ropes of cum landed on her forehead, face, cheeks, lips, and chin. She licked what she could from her lips.
She stood up and made out with Evan, her cum-stained tongue meshing with his mouth. She released. "Lick your cum from my face."
Evan retracted and made long licks up and down Payton's face, swallowing all of his salty discharge until she was clean. She kissed him again.
"Okay, there's a bathroom over there, get my cum out of your ass and get ready for round two." She insisted, patting his ass.
"Yes, ma'am" Evan hobbled over to a nearby bathroom while Payton fell onto the couch, fanning herself. She was sweaty from all that fucking, with her sweat mixing with the oil from Evan's body.
Evan returned moments later, his ass empty once more. He smiled as he stood in front of Payton as if he was waiting for the next order.
"To think all the cock you could have gotten with just a bit more confidence." She wagged her finger at him.
"True, but, that does mean you get to be my first forever." He shrugged.
She smiled. "I like you, Evan. Here." Payton got on all fours on the couch, sticking her beautiful ass in the air, her cock flopping free. "I like you so much, I want you to service my hole."
"Okay!" He was happy to oblige.
"But--" she stopped him. "Ram that dildo up your cute ass, so you're ready for me again."
Evan nodded and bent on the couch, gently stuffing the vibrator back inside of him. Finally ready, he crawled behind Payton and latched his hands to her sexy cheeks.
He laid some kisses on her ass, extending the same courtesy Payton had when she rimmed him. He then made a long lick up her crack from the edge of her balls all the way up. Payton was impressed, she never even needed to teach him that one.
"Oh wow."
"You like?" He asked.
"I love. Keep going."
Evan nodded and kissed her hole directly, then a few more times before sticking his tongue out. This he was not used to and it just looked more like he was deep kissing Payton's sphincter.
She chuckled. "You don't have to be like that, just lick, swirl your tongue."
"Oh, okay."
Evan then tried that, this was better received. He licked all around her crack and sphincter while keeping a tight grip on her cheeks. The dildo was still deep inside of Evan, awaiting to be removed to be replaced by Payton's dick once again.
She cooed as her cock was starting to get hard again from this pleasure. Evan appeared to be more of a quick study than she anticipated, even if he was still a bit green.
He smooched her hole a bit more before Payton pulled away and sat up on the couch. "I got a way for your tension to go elsewhere."
"Where?" Evan asked.
"From a spanking." She chuckled. "Bend in front of the couch."
Evan blushed and got off then knelt in the desired position, sticking his ass out, dildo still tucked inside him. In a way to taunt his new mistress he shook his ass in front of her.
"Such a bad booty."
Payton sat next to Evan and landed a hand on each cheek individually. It was slow at first, but she found rhythm to continuously smack Evan's cheeks good.
"Ooh, yeah I can feel that tension going away." He chuckled.
"Good. I'll make your cheeks nice and red, then."
Payton continued her smackdown. Evan winced a bit from the spanking, his cheeks turning pink real quick. Payton stopped for a moment to shake out her hands, admiring her work and stroking the dildo inside of Evan's ass.
"I hope you're ready for me again."
"Oh, I'm ready." Evan assured her.
"Good."
She went back to spanking his cheeks a bit more, both were turning from pink to red really quick. She had a nice shade going all the way down to the top of Evan's thighs.
Shaking out her hands once again, she was satisfied with her work. She sat down on the couch, her dick was fully erect by this point. She made a 'come-here' motion with her finger.
Evan crawled in front of her cock, and needed no preamble on what to do next. He stroked Payton, then stuffed her cock directly into his mouth. She cooed and played with her breasts for a moment.
"I like the eagerness, but, a good cock sucker is gentle at first."
Evan released. "Huh?"
"Play with my balls, lick my shaft, you did so before. It doesn't always have to be so deep at first."
Evan nodded. He got his head down and played with her balls in his mouth for a few moments until he could hear Payton moan. He then licked all along her shaft on all sides. Hearing her soft adorable moans again, he took this as the opportunity he needed to stuff his head onto her head again.
This time there were no corrections and Evan stuffed her dick deep into his mouth, stroking Payton as he did. She looked down, seeing his cute face sucking on her dick. There was something perfectly innocent and eager about Evan that Payton just adored, and was happy he was coming into his own.
She groaned happily as he had her cock deep into her throat, his gag reflex at bay this go around. He was able to get his lips to touch her crotch, he was impressive.
"Ooh, that is some good dick sucking." Payton winked.
Evan took that compliment to go harder and stroke faster on Payton, lathering her cock up. She bit her lower lip. Payton was starting to get that heavy euphoric feeling. She knew if she didn't get started fucking Evan soon, she'd blow her load inside his mouth, and Payton really wanted to cream his ass once more.
"Okay, okay." She moaned. Evan released from her. She smirked. "Hop on."
Evan took the dildo from his ass and jumped up, straddling his body over Payton. She held his hips up and guided him over her cock. Evan used a free hand to set her cock over his puckered hole, still nice and loose from the dildo. Payton gently set him down, and her cock filled his asshole immediately, and Evan sank onto her.
"Ugh." He groaned, blushing.
"Bounce, slut." Payton ordered.
Evan nodded and moved his legs up and down so his body bounced on her cock. He reached his hands back and spread his cheeks out to take more of her faster.
"Oh fuck yes! Fuck me!"
"Yeah, you're a good anal slut, aren't you?" Payton asked.
"I'm your anal slut!" Evan proclaimed proudly.
Taking that as an indicator he immediately leaned in and kissed Payton passionately as he continued to bounce his ass on her long cock.
Evan proved he was not the best kisser, considering Payton was not only his first dick, she was also his first kiss. She could easily tell his kissing skills needed work, which was a shame considering he was so quick to learn everything else. Oh well, she had plenty of time to coach him.
Evan gently stroked Payton's face as he kissed her while Payton gripped her hands onto his reddened ass cheeks. Evan picked up his speed while Payton aided in lifting him up and down.
Evan spread his tongue around her mouth trying his best to French her. Finally, he released, Payton smiled, she had to tell him. "Kissing needs work."
"It does?" He huffed.
"Don't worry, we have all the time in the world for that." Payton insisted.
Evan nodded and bounced his body down hard onto Payton, his anal walls perfectly stretched out once more for her. Payton was doing her best not to just cum, but damn was Evan tight, even for a second time.
Seeing an opportunity, she saw his cock flopping around with each bounce. She took a hand and stroked him while Evan kept his bottoming pace.
"Aw, that feels so good." He licked his lips.
"It should. You like being my bitch, Evan?"
"I do."
"Good, because I am going to get you laid so hard every day. Your shyness will be all in the past and you'll have all the confidence in the world to get some futa cock."
"God yes!"
She stroked faster. "I'm gonna get you all nice and dolled up and send you out to a local shemale bar and see what you can do."
"Yes, fuck yes!"
Evan sunk his whole body right down onto Payton, and simultaneously, that did it.
"Aw!"
"Fuck!"
It instantly stimulated Evan's prostate and he shot his load all on Payton's neck, it dripped onto the top of her breasts. Payton's load coated Evan's bowels, leaking immediately out of his ass. She waited until she had nothing left before lifting Evan off of her, her cock flopped free and cum cascaded out of Evan's asshole.
He gently stroked Payton's face and kissed her again. "That was amazing."