SIX
OLIVER
Leon’s car was nice. Oliver knew Leon was a lawyer and had an apartment in an expensive part of town, and he also had a full membership to an exclusive sex club and a nice watch on his wrist. His BMW had every bell and whistle, and well, Oliver and Dylan were doing just fine, but Oliver still drove the Honda he’d bought used in college because it still worked.
Leon was sexy everywhere, but behind the wheel of an expensive car, he was action-hero sexy. He had a proprietary hand high on Oliver’s thigh, and even though Oliver knew they were going to dinner first, he kind of hoped they’d take a pit stop somewhere private to fuck in the car. Dylan and Leon had kept most of the evening a secret from him, and the anticipation was driving him crazy.
“I’m so lucky,” Leon said, giving Oliver a soft glance as they flew down the highway. The hand on his thigh caught one of his hands instead, their fingers entwining. “I never thought I’d have a chance like this. To connect with someone so deeply and to have their husband understand how important it is for me to take care of you. For me to give you the luxury he can’t. The pleasure he can’t.”
Oliver shivered as Leon brushed his thumb back and forth across his knuckles. His hand may as well have been on his dick for how arousing it was.
Obviously, Dylan had no problem making Oliver come. He was an expert in Oliver’s body, and the two of them loved exploring new things together. Had this fantasy stayed a fantasy, Oliver would have never felt the need for more.
But this was part of the fantasy—that Dylan wasn’t as capable as Leon was, and he needed Leon to make sure Oliver was getting fucked correctly.
“Thank God,” Oliver said, practically panting. He took Leon’s hand and pressed it to his hardness, asking for relief. “It’s been so long since I’ve been properly taken care of.” Dylan had sucked him off before they picked out his outfit, barely an hour previous. Oliver had thought it would help him get through dinner, but here he was, only in the car and already a slut for Leon.
Leon gave him a squeeze and worked him through his pants. “You’re going to have to wait until after dinner, baby. We have reservations.”
“I need you now,” Oliver whined. He liked begging, and by now, he knew Leon liked it when he begged.
“Unfortunately, beautiful, I’m not kidding.” He took his hand from between Oliver’s legs, and Oliver sighed. “We’ll be there in just under ten minutes, so you’ve got a little time to will away your erection.”
Oliver sighed but acquiesced. He knew he was going to get a good payout after dinner. Leon’s hand found his thigh again, a little closer to his knee this time, and by the time they made it downtown and pulled up to the valet, Oliver was appropriate to be in public.
Leon handed over his keys and pulled the passenger door open for Oliver, offering a hand to help him out. It was red carpet treatment.
The restaurant Leon chose was a steakhouse that was impossible to get reservations at, and they didn’t have to wait a single second before being led back to their table.
The menu didn’t have prices. Oliver and Dylan didn’t go to restaurants like this, and Oliver felt a little out of his depth.
“Do you want me to order for you?” Leon asked after the server explained the menu to them, complete with a cart of each cut of steak they offered that they rolled from table to table, so you knew what you were getting before you ordered. Oliver figured the cart of steak was helpful to someone, but it wasn’t very helpful to him.
“Please,” Oliver said with a laugh. “I trust you.”
“That’s my favorite thing to hear.” Leon took Oliver’s hand and pressed a kiss to his knuckles.
Leon ordered a feast. Way too much food for two people, but he claimed leftovers from here were great.
“Who else have you been bringing here?” Oliver teased.
“Clients. I’ve never brought a date here.”
It didn’t matter if it was the truth or not. It made Oliver feel special. They barely made it halfway through their meal before Leon slid out of his side of the booth to sit next to Oliver, and they ate off one plate. The server packed up their leftovers into what looked like a fucking suitcase, and then they brought a slice of dense, fudgy, flourless chocolate cake to finish the meal. Leon fed Oliver bites, and Oliver would have felt a little indecent behaving like this in most restaurants, but their table was private, and the server looked like she’d seen it all before. She was, after all, the one who only gave them one fork with the cake.
Leon carried the food in one hand as they left, his other hand on Oliver’s lower back, where Oliver was starting to think it belonged. Leon gave the valet a crisp one-hundred-dollar bill, and once again he opened the passenger door for Oliver.
“What next?” Oliver asked. He didn’t know the details of the date, but he knew it was dinner and . He was hoping the “and” was fucking.
“You’ll see,” Leon teased as they left the restaurant behind.
They drove to a huge apartment building, where Leon entered the underground parking and pulled into a reserved spot. “Home sweet home,” he said.
Leon had taken him home.
He didn’t live in the penthouse, but he lived only a few floors below, which meant they had a long elevator ride. Oliver pulled Leon against him as he leaned against the wall of the elevator, and Leon kissed him, as slowly and indulgently as Oliver had been so patiently waiting for. He was almost disappointed when they made it to Leon’s floor.
Oliver gasped when Leon let him into the apartment. It was large and open, with a wall of windows that overlooked the skyline. Oliver wanted to be fucked against those windows.
“You need anything to drink, baby?” Leon asked as he put the leftovers away. Oliver followed him into the open kitchen. It was gorgeous, with large marble countertops and expensive appliances. Oliver hopped up on the counter to watch as Leon moved through his kitchen with the comfort and familiarity of home. Oliver kind of couldn’t believe he was really there with him.
“Maybe just a water,” Oliver said.
“Sparkling or still?”
“Sparkling.”
Leon had a fancy large glass bottle of sparkling water that he poured into a wineglass and squeezed a quarter of a lime into. Oliver was used to a can of La Croix.
“You’re so fancy,” Oliver said. “Maybe that betrays the different tax brackets that we’re in.” He laughed and Leon rolled his eyes at him.
“I don’t care about your tax bracket, darling.” Leon stepped close, and Oliver parted his legs for him. He took a sip of his fancy water, and Leon took the glass from him, setting it down on the counter gently before slipping his hands up the back of Oliver’s sweater.
“I’ve been thinking about your bare skin all evening,” Leon said, trailing his nose up Oliver’s jaw. Finally, Leon’s hands moved to his front, smoothing over his stomach and chest until he found Oliver’s nipples. “And I’ve been thinking about these for days.”
Oliver gasped as Leon took both nipples between his fingers, pinching and rolling them into little peaks. The anticipation of the whole evening meant his erection didn’t take long to strain his pants. Leon ignored it, though, and pulled Oliver’s sweater off over his head. He folded it nicely and draped it over a barstool. It was Oliver’s nicest sweater, and Leon seemed to know it.
Oliver had been much more naked in front of Leon than he was now, but never without Dylan. And as much as he wanted this, he was also nervous. Dylan was his safety blanket. He always made sure Oliver was okay.
“Doing okay, baby?” Leon asked, hands finding Oliver’s sides and gently caressing his skin, soothing him.
“Maybe this is insane, since I’m thirty-two, but I’ve never done anything like this without Dylan. I’ve never had sex without him.” Oliver burned with embarrassment because Leon was so experienced. Oliver hadn’t felt inexperienced before when Dylan was with him. He and Dylan were each other's firsts.
“Oh, baby,” Leon said. He reached up to hold Oliver’s cheeks and pressed his forehead to Oliver’s, taking a moment for the two of them to breathe together. “Do you want to stop? We could invite Dylan over or go back to your place. Or I could just drop you off. Regardless of what we do, I still had a great evening with you.”
“I don’t want to stop. I just wanted you to know that. Because I’m a little nervous.”
“Okay, baby.” Leon pressed a plush kiss to Oliver’s lips. “If you need me to stop, just let me know and I’ll stop. If you want to FaceTime Dylan, or anything like that, we can.”
“Thank you,” Oliver said. Dylan was going to appreciate how Leon was treating him. He let out a breath, and Leon continued with his kisses. Oliver leaned back on his hands as Leon trailed kisses down his chest, a hand on Oliver’s back to keep him steady. Leon wasn’t shy about his obsession with Oliver’s nipples. He sucked and bit, flicking his tongue over each of them in turn. Oliver ached to be touched, but he didn’t urge Leon to move on. He liked being the center of someone’s attention, and it was so nice to be the center of Leon’s.
Finally, when Oliver’s nipples were puffy, red, and bruised, Leon licked a stripe up Oliver’s neck to kiss him again. At the same time, he also undid Oliver’s pants.
Leon made quick work of Oliver’s clothes, even stripping his socks off. He was bare naked on Leon’s kitchen counter, and Leon still had all his clothes on.
“Are you going to do anything about this?” Oliver asked, tugging him closer by his shirt.
“In time,” Leon promised. Oliver pouted.
Leon just helped Oliver scoot back on the counter a little. His erection already had a bead of precome at the head, and Leon caught it with just the tip of his tongue, making a show out of savoring it.
“Fuck, baby. You’re delicious.” He bent back down to suck the head between his lips.
Oliver leaned back, bracing himself on his elbows, as Leon got to work. Getting a blowjob through a condom was nothing Oliver was going to complain about, but getting to feel Leon’s hot mouth and have his soft tongue stroke the underside of his cock so teasingly made his body tingle all over. He was glad they had all gotten tested because this was worth the doctor’s office visit.
“You are. Uh. Being very efficient,” Oliver said as Leon sucked him like the fire alarm was going off but Oliver had to come before they could evacuate.
Leon popped off his dick and smiled up at him. “I want to get the first one out of the way,” he said, his attention going straight back to Oliver’s dick.
“First one,” Oliver said under his breath, his words turning into a moan.
When he looked between his legs, he was used to seeing his husband—Dylan’s dark, softly wavy hair, the perfect curve of his eyebrows, the nose he broke in college playing baseball. He was the only other person who had ever sucked Oliver off. But instead it was Leon—his chiseled, handsome face, his lips wrapped around Oliver’s cock. Oliver reminded himself there was nothing to feel guilty about. That Dylan was not only okay with this, he was the architect. Oliver was supposed to be feeling as much pleasure as Leon could bring him, by design.
Oliver preferred a little more lead-up before he came. To enjoy the journey, not just the destination. But he was going to trust whatever Leon (and Dylan) had planned for him. He stopped holding back and accepted what Leon was giving him.
Leon hummed around him, his tongue swirling over the head. “You taste so good, baby,” Leon told him as he popped off to take a breath, like Oliver was better than the expensive meal they’d just eaten.
“Can’t wait to taste you,” Oliver gasped.
Being in such a vulnerable position—naked, in the middle of Leon’s huge apartment, spread out on the kitchen island—made Oliver just uncomfortable enough for this to be thrilling. Of all of the fulfilling, beautiful, loving married sex he’d had with Dylan, it had never felt like he was in a porno. At Leon’s apartment, it felt like they could put this to film.
Leon’s mouth never let up, and when two fingers slid behind Oliver’s balls to rub his taint, he couldn’t hold back any longer, body going taut as he came in Leon’s mouth. Leon was hungry for it, swallowing him down and licking him clean as Oliver softened.
“Holy fuck.” Oliver laughed, voice stringy and high. He didn’t quite know what to do with himself, but Leon didn’t pause to ask his opinion. He just scooped Oliver up under his butt and told him to hold on. Oliver wrapped his legs around Leon tightly as Leon effortlessly carried him down the hall into the bedroom.
There was another wall of windows, a king-sized bed with sumptuous linens on it, a dresser with a single watch on top, an ornate armoire, and a giant mirror in the corner. The space wasn’t large, but it dripped luxury, like Leon had hired a professional to make sure the room looked sexy and expensive.
“I was going to toss you down on the bed, but now I don’t want to let you go,” Leon complained, tipping his head up and asking for a kiss. Oliver complied. He also didn’t want Leon to let him go. “I need to put you down, though, so I can get you your present.”
“You got me a present?”
“Mmhmm. And you’re going to love it.”
Oliver’s heart pounded in his chest as his excitement rose, and in a smooth motion, Leon tossed him on the bed like he promised. Oliver wondered if they needed to peel back some layers of bedding because he had the feeling that things were about to get messy, and this bedding was probably at least an entire paycheck for Oliver.
Leon pulled open the top drawer of the dresser and took out a small package, which was wrapped in black paper and had a red bow on top. When Leon presented it to him, it was heavy.
Leon settled on the mattress next to Oliver. “Go on, open it,” he prompted, and Oliver undid the bow and ripped the paper to reveal a black box. It looked like a jewelry box, but it was much larger than a ring or bracelet or watch would be.
He looked up at Leon, who once again urged him forward with just his eyebrows.
Oliver opened the box to see the black velvet lining of it cradling a butt plug. A very nice-looking butt plug. Much nicer than anything he or Dylan had ever bought.
“It’s beautiful,” Oliver said. It was a bit of a relief that it wasn’t jewelry. Their relationship wasn’t there yet, and Oliver didn’t know if this was the kind of relationship that could get there. An expensive sex toy, however, felt much more appropriate.
Leon took it out of the box and showed Oliver the flared base, which had a clear faceted gem on it. Could butt plugs be classy? “Just as pretty as you,” Leon said. He took the box and wrapping from Oliver and tucked the plug into his pants pocket.
“I’m going to put this in you and let you get used to it for a bit. Maybe we can watch a movie. Have a nice evening, while you’re nice and full. And then I’m going to fuck you until you can’t see straight and come deep in your ass. Then I’ll plug you up and take you home. You can bring Dylan your leftovers.”
Oliver came minutes before, but a hot flush ran down his chest. His mouth went dry.
“Does that sound good to you, baby?” Leon asked, even though he already knew the answer. He could see the answer. Oliver nodded anyway, unable to produce words.
Leon kissed him, still fully clothed, and peeled the corner of the bedding down, gesturing for Oliver to climb in. The sheets were so soft. “Your bed is amazing.”
“I know,” Leon said, a little cocky. He was talking about more than his bed, and he had every right to be cocky.
Oliver spread his legs, and Leon reached for the lube in his side table. He took the plug out of his pocket and handed it to Oliver.
“Keep this safe for me, all right, baby?”
“Yes, Sir.”
“Good boy,” he said, lubing up his fingers and pressing Oliver’s thighs open wider with his dry hand. He found Oliver’s hole and didn’t pause when Oliver gasped at the cold gel. Just like the blowjob, Leon was on a mission, and Oliver was happy to let him work.
He wasn’t just trying to stretch Oliver, though. He was also trying to make him feel good. Leon’s thick fingers felt amazing in his ass to begin with, but he had found Oliver’s prostate and didn’t slack on the attention there.
Oliver tried to keep his breathing steady, but he let his hips cant, meeting Leon’s ministrations. He was getting hard again, and he knew if he came, it would be more pain than pleasure.
“You look so fucking delicious on my fingers like this.”
Oliver whined as Leon massaged over his prostate again.
“Are you doing okay, baby?” Leon asked, hearing the edge of pain in Oliver’s voice.
“It’s gonna hurt if you make me come,” he said, only partially wanting Leon to stop.
“I’ll never hurt you, beautiful.” He slipped his fingers out of Oliver, which was the worst outcome. He wanted them back immediately as he clenched on nothing.
“Goddamn,” Leon said, eyes on Oliver’s hole. “I need the plug now, baby.”
Oliver hadn’t realized how hard he was clutching it until he had to hand it over.
“Why is this so hot?” he asked, watching Leon coat the plug in lube. He pressed a kiss to the inside of Oliver’s knee.
“Everything with you is hot,” Leon said, avoiding the question. It wasn’t a real question to begin with.
Leon nudged the blunt tip of the plug against Oliver’s opening and got another whimper out of him. He must have gotten tipped off by Dylan on what size plug to buy because Oliver liked them on the bigger side. He loved the heavy feeling of fullness and the pressure a bigger plug could give him.
The trade-off was that getting it fully seated could take a little longer.
Leon pressed in until there was too much resistance, before pulling out to tease the edge of his hole. As much as Oliver craved the feeling of the plug sliding fully into him, this teasing also felt so nice.
“I know you can take this,” Leon encouraged, his calm, gorgeous face looking at Oliver like he was already proud of him. “Your beautiful hole can swallow it right up.”
Oliver whined as Leon pressed it against his opening again. Oliver took a breath as he bore down on it, and finally, with a bit of an uncomfortable stretch, it slipped right in.
Oliver dropped his head back to the pillow, letting go of the tension he’d been holding in his body as Leon worked the plug into him. He wiggled, moaning as he felt how full he was.
Leon grabbed himself through his pants. “Fuck, being around you is just constantly trying not to come instantly,” he joked. He was usually so cool and confident that Oliver loved the little moments where he saw that control slip. All because of him.
With a hand on his own dick to keep it in check, Leon pressed two fingers to the base of the plug, pressing it farther inside of Oliver.
Oliver cried out. It filled him up so much, but Oliver ground down against it as much as he could, the pressure on his prostate forcing a dribble of precome to spurt from his dick. Leon leaned down to lick his abs clean.
“Now that you look so fucking pretty, how about I take a photo for Dylan?”
Oliver nodded. Dylan would fucking love this. He spread his legs as wantonly as he could, bringing his knees up to his chest. He rolled onto his hands and knees when Leon prompted him. Leon added the photos to a text message before pressing a kiss to Oliver’s ass and giving it a pat.
“Okay, baby. Do you want to watch a movie or a TV show?” he asked, taking Oliver’s hands and pulling him up and out of bed.
“Not here?” Oliver pouted. There was a huge TV in the bedroom already, and Oliver never wanted to leave those expensive sheets again.
“In the living room. You’d be too tempting and I wouldn’t be able to watch a movie if we stayed in here.”
Oliver could have whined about how that was the point, but the eroticism of being in the living room and trying to do something normal while they both wanted to go at each other like animals would be worth it. Leon was making him wait, and there was no use arguing.
Walking was a little uncomfortable, and Leon stayed behind him, no doubt watching his ass as he tried to adjust his gait to accommodate the big plug. When they made it to the living room, Leon guided him to sit on his lap, legs off to one side.
“I don’t know if there’s a comfortable way I can sit like this,” Oliver complained. His complaints were part of the experience, if Leon’s smile was anything to go off of. Leon had his arms wrapped around him, and he snuck a finger down Oliver’s crack to press against the plug again. Oliver shivered as he moaned, the rest of the condo a few degrees colder than Leon’s bedroom.
He wasn’t sure how long he would have to be good for, but he tried.
Leon turned on football highlights, and Oliver settled against his chest, head tucked against his neck. Leon kept one hand on the remote and one hand over Oliver’s ass, pressing against the plug whenever he noticed Oliver’s erection was flagging.
Oliver had no idea what was happening on the TV, and he didn’t care. The sun was going down, and the announcers on TV droned on in the background. Leon had put the remote down to lazily play with one of Oliver’s nipples, and Oliver was zoned out between that and the soft presses on the plug that Leon was giving him.
Finally, they hit a commercial break, and Leon flipped the TV off. Oliver was still chilly, goose bumps all over his arms and legs, as Leon’s ministrations kept heating him up.
“You’ve been so good, baby.”
“Do I get my reward now?”
“Yeah, I think you do.”
Leon carried him again, bridal-style this time, and set him carefully down on the bed they had already started messing up. Oliver rolled onto his stomach as instructed, but instead of just taking the plug out of him, Leon teased Oliver, taking his time before the widest point of it finally made it past Oliver’s tight hole, only to push it back in.
“Please,” Oliver begged, tired from all the lead-up. “Please fuck me. Please fuck me raw, Leon, fucking please.”
Leon got up to strip quickly, revealing miles of bare skin Oliver had been craving all evening. He leaned over Oliver, biting at his earlobe as he finally pulled the plug all the way out.
“You’re going to get all of me, baby. Bare. I’m going to fill you up with more come than your husband has ever been able to make.”
Oliver whimpered at the loss as Leon lubed himself up, situating himself between Oliver’s spread legs. His big body eclipsed Oliver’s as he pressed the tip of his cock against Oliver’s hole and slid right in.
Oliver cried out as Leon ground into him, staying fully sheathed.
“Fuck, baby,” Leon grumbled in his ear. “You feel like heaven.”
Oliver didn’t know what to do other than squirm under Leon. He was overwhelmed, and he knew that Leon was about to make him see stars.
“I’m going to help you up to your knees,” Leon said, doing just that, getting them both upright on their knees without pulling out of him. Oliver let Leon take his weight, not sure how he was going to stay up.
“There you go, beautiful boy,” Leon said, nudging Oliver’s chin over so he could see the two of them in the mirror. Leon rolled his hips, spearing Oliver deep, and he trembled, legs already weak. He reached behind him to steady himself with his hands on Leon’s thighs.
“Oh God,” Oliver said, taking in how sinful they looked together. He looked so small in front of Leon, who had one hand low on his stomach and one hand around his throat just to keep him from collapsing.
Having the mirror show him exactly what Leon looked like as he fucked into him—and exactly what Oliver looked like while getting fucked—was like watching the porno he felt like he was in from earlier in the kitchen.
“Look how good you take me,” Leon said, snapping his hips into Oliver. Oliver’s ass fit so perfectly against Leon’s hips, and he saw the precome drip from the tip of his erection as it bounced to the rhythm of Leon’s thrusts.
Oliver couldn’t take his eyes off of the two of them. He and Dylan needed to invest in some mirrors for their bedroom now.
“We look so good.”
“You look so good, baby,” Leon praised. He was holding Oliver’s hips now, and with nothing else to do with his hands, Oliver brought them up to play with his nipples. Leon groaned, his hips stuttering as he watched Oliver touch himself.
“You’re going to make me come, baby,” Leon said. “But I can’t come until you do.”
“Then make me come,” Oliver taunted. Leon took the dare, pulling out just long enough to rearrange them, pressing Oliver to the mattress and then dragging him by the ankles so even on his stomach he’d be able to watch himself get fucked in the mirror.
“Hands and knees, baby,” Leon prompted, and Oliver pushed himself up. Leon slid back into him like he was already a piece of Oliver, and he was coming home. Oliver wrapped a hand around his dick as Leon squeezed his hips, holding him in place as he railed into him. Leon’s eyelids fluttered closed, his mouth dropping open. His controlled facade slipped as he moaned Oliver’s name.
After a lifetime of hearing his name moaned by one specific (beautiful, wonderful) voice, hearing it come from between Leon’s lips, deep and warm, tipped Oliver over the edge.
“Fuck, fuck,” he cried out, his hand stripping his cock as fast as he could. Leon didn’t stop his relentless pounding, even as Oliver’s body relaxed. “Yes, fuck me, Leon,” Oliver moaned, egging him on so he could finally have all of that come he’d earned.
Leon pressed him into the mattress, wet spot and all, as he thrust harder, his hips finally stilling as he came. Oliver clenched around him, savoring the pulsing of Leon’s orgasm.
He continued to grind his hips into Oliver as he came down, pressing kisses to Oliver’s shoulders. He fumbled for the plug as he softened, slipping it back in immediately so not one drop of come would spill.
“Holy shit,” Oliver said, panting as he reviewed what had just happened in his mind. “How is everything I do with you the hottest thing I’ve ever done? Every time? How is that possible?”
Leon smiled at him and rolled him onto his side, cuddling up behind him. Oliver loved being held after sex, and Leon’s big body was so nice to cuddle up against. He still had a good view of the two of them in the mirror, and he made eye contact with Leon’s mirror image as he took in his fill.
Leon reached for his phone again and took another photo, this time of the mirror, Oliver’s spent cock, still red and wet at the tip, on display.
“Dylan liked the photo I sent him earlier. I should probably get you home sooner rather than later.”
Oliver never wanted to get out of this expensive-ass bed, but the longer he waited, the more uncomfortable the ass-full-of-come situation would be.
“I guess so,” he said mournfully. Leon rolled him onto his back and took his soft dick into his mouth. Oliver was oversensitive but tried not to squirm.
“Sorry, I just had to. It’s so cute soft. How do you feel?”
“So full, oh my God.”
“Good.” Leon pressed a kiss to Oliver’s lips and then got dressed, and Oliver followed him into the kitchen to grab his clothes and the leftovers from dinner.
The drive home was uncomfortable. Oliver was so full, his body already overstimulated. He gripped Leon’s hand tight as he guided his car back to Oliver and Dylan’s house. Oliver couldn’t wait to see Dylan.