Taking My Virgin Ass for Christmas

‘Twas the night before Christmas and the house was almost all dark. The only room with any hint of life was my living room with the lights on the tree sparkling against the walls and the presents wrapped in thin paper underneath the branches. It was my first Christmas in my new house and luckily my new boyfriend Shawn asked to spend the night. We spent the hours after dinner cuddled up on the couch, sipping hot chocolate, under the warmest blanket we could find. We watched reruns of Christmas movies as we showed each other scrapbooks from our childhoods during the commercial breaks. It was the Christmas Eve of my dreams as a young boy wanting nothing else from Santa than to someday spend it with a man by my side.

For me, it was special. I had come out to my family and friends on Christmas day a few years before and now that I was living on my own, I got to spend it with Shawn who has spent the last five months making me smile. By the next morning, my family would all be over to rip open gifts, to share a holiday lunch and this house would be going wild. And by the next night, we would be spending dinner at Shawn’s parents’ house and sleeping on a pull-out couch in their basement. But there’s something special about Christmas Eve. Normally, by this hour of night there would be traffic still buzzing outside or the neighbors playing music just a bit too loud. But the city was silent and for one night a year this city grows calm.

After hours watching movies, it was soon time for bed. It was a long day for both of us cleaning the house, ensuring my sister couldn’t find a speck of dust and prepping our lunch so it was ready to put in the oven come morning. Shawn turned off the tree and I turned off the television before we stumbled up the stairs in pitch black.

Before he met me, Shawn didn’t like sleeping nude but his love for pajamas and boxer briefs sort of slowly faded away through the past few months. Every time I would spend the night at his apartment or he would spend the night at my house, he would come to bed with one less article of clothing than the last time we spent the night together.

There was a part of him which knew he would end up nude anyway. After all, the first night he slept over, I ended up making out with him and groping his pajama pants so much that he jizzed inside of them underneath the covers. With no backup pair, he decided he wasn’t going to be the only one sleeping dirty. So, he made me cum inside mine. Normally, I take mine off before bed anyway but there’s something inherently sexy about waking up in your own cum which your hot boyfriend just stroked out of you the night before.

Every night we spent together since, I stripped down to nothing and hopped into the covers, making Shawn hard as a rock. Call it a fun little game I like to play with him but something about seeing me this way right before bed, always makes his shaft stand at attention. It makes me happy to make him happy. And it doesn’t hurt that Shawn only likes to be the larger spoon. So, every time we slept side-by-side, Shawn would wrap his arm around me and hold my chest with his large hand. I would feel his hairy chest on my back, the soft breath from his nose on the back of my neck, and feel his cock through his pajama bottoms as it pressed up against my butt cheeks or in between my thighs.

Shawn would always feel my chest for a few moments as I felt his cock grow even stiffer behind me. Eventually, his hand would make its way down to hold my growing cock. Before I knew it, Shawn would turn me on my back, French kiss me, and his head would slowly make its way down under the blankets, kissing my neck and chest every inch along the way. I’d start to feel his tongue lick my sack and feel his lips then circle my mushroom head before swallowing my cock whole. He would slowly glide his lips up and down my shaft as I would watch shadows of the blanket rising and falling on the wall across the room from the glow of the lamp beside my bed.

It didn’t matter to Shawn how long it would take, he just liked the taste and seeing me nude was something he couldn’t resist. I’d hold down his head through the blanket as my cock shot warm streams of cum deep in his throat. He’d come up for air and French kiss me again so I could enjoy in the taste of my own cum too. But naturally, he knew that I would always return the favor as any good boyfriend would do.

So, every night we spent together, Shawn would come to bed with less clothing than the time before. He knew by the time we would fall asleep, we’d be nude anyway. What was the point of keeping shirts or pants on for a few minutes longer when we both knew our desires for each other would get the best of us and we’d warm each other skin-on-skin afterwards anyway?

But it was Christmas Eve night and this time, he held me close, gave me a kiss and we both just drifted off to sleep from having been so tired from the hard work earlier in the day. I still felt his hairy chest. I still loved to drift off with his soft breath on the back of my neck. And I loved going to bed with his hand around me and feeling like he was protecting me from the silence of the world with his warm arm tightly holding me close to him. With him in moments like this, I feel like he’s sending me a message. I’m all his and every bone in my body, even the one which stands up when I lay down, is for him to take whenever he wants. I feel powerless to his control and I feel like I’m his award for being such a great man.

I went to bed thinking of him and smiling through my dreams. By midway through my sleep, I was dreaming of him someday taking my ass for its first ever ride. Shawn and I couldn’t resist each other but we promised that we would only take the next step and do anal once the love had built up enough. So for now, it was blowjobs and hands, cumshots on faces, and blowjob alarm clocks to wake each other up in the mornings.

I started dreaming of him holding me just like he was holding me when we went to sleep, with his body so close to mine. In my dream, I felt his hand softly glide from my chest to my ass. I felt his fingers spread my ass cheeks and his middle finger circle the edges of my hole. I felt a tightening around my cock as it started to grow.

“Wait right here, love. Don’t move an inch.” I heard him say as I began to smile amidst my sleep. I heard the side drawer slide open and close and felt the bed shake slightly as he got back into bed. His right arm slid underneath my neck and he was pulling me in closer. His left hand began circling my hole once again but this time, I could feel the lube making it smoother. I started to moan but had no idea if those moans were just in my head or if I was actually sleep-talking to him. No matter the case, it felt wonderful.

He had often told me how much he wanted to play with my ass but he never did during our fun adventures. He wanted to wait until there was enough love and trust between us. But still, it didn’t stop me from dreaming of his hand playing with my hole. That’s half the reason we started giving each other blowjobs to wake each other up because we both dreamed of the other taking our ass way too often and morning wood was always a good problem to have.

But this time was different, in my dreams Shawn would circle my hole with his finger and sometimes I would wake up dripping precum or wake up with him taking care of my hard cock with his mouth. I was still asleep but I began to feel his finger make its way inside. I began to moan even louder as he slid it in and out of my ass slowly. My cock hurt more and more every time he sent his finger back inside my ass. But it was a good kind of pain around my cock, like it had been held in a tight jockstrap all night and just needed to escape.

The next time he sent his finger in, he instead sent two, and then three at the same time. My cock was about ready to explode and I was excited. I haven’t had a wet dream in years so maybe Christmas morning, I was going to wake up to a wet spot in front of me. If anything, it would send Shawn a message that I really do like him enough to dream about him and show him what happens if we don’t get each other off before going to bed.

I still felt the pressure around my cock tightening but as soon as I woke up, the pressure inside my ass went away. If I was alone, I would turn over and take care of it using the sock I kept under my pillow and then drift off back asleep again. But Shawn was with me tonight so I started to slowly make my way out of bed to maybe take care of myself in the bathroom. Let’s face it, when you wake up from a dream that good, you don’t even have to look down to know you have a boner to take care of.

But before I could get too far, Shawn pulled me back in so my back was rested on his chest again. “Good morning love.” he whispered, “Merry Christmas”.

“Morning sexy. Merry…” I replied as I felt him kiss the back of my neck and felt his hand glide between my ass cheeks before four of his fingers slowly made their way inside my hole. I started to exhale a giant breath as I forgot what I was saying. He started spreading his fingers and making them go deeper and deeper with every movement. “Ahh, fuuuck me!” I whispered from having never felt such an amazing thing in my ass.

“If you say so. I guess you want your Christmas present then?” Shawn replied.

“If you want to, I’m ready for it.” I whispered to him.

I felt him remove his fingers and stroke his cock once or twice to add some more lube. Before I could moan, I felt his warm cock gently glide between my ass cheeks and slowly penetrate my hole. His hands wrapped me and pulled me in closer as his cock went deeper and deeper.

He continued to get faster and faster as he took my ass for its maiden voyage. I was soon out of breath and shut my eyes. I didn’t need my sight in that moment, I wanted my sense of touch to control me. I needed to just feel him inside of me and feel his eight-and-a-half-inch cock make my body its personal fleshjack.

I felt every centimeter of his rock-hard bone slide against my ring and felt his mushroom head slide against my prostate, making me ooze precum and saliva. I was too busy feeling amazing down at my ass that I forgot to close my mouth.

Shawn grabbed my cock from behind in some sort of cage which I was too busy to notice. He suddenly stopped pounding my ass harder and harder, and he suddenly stopped panting his breath like he was since I woke up. He just kept pulling me onto his cock as deep as it could go, holding my entire body hostage for a second before I started feeling him shoot rivers of warm cum deep into my ass.

He spent the next two or three moments just holding me. “Love you, Troye” he softly said to me. His cock was still deep in my ass but now it was getting softer. He continued to kiss the back of my neck, sucking on one spot for so long I knew it was going to leave a mark.

Still a little out of breath, I whispered to him “babe, no hickeys today”

“You’re going to be wearing a tie anyway” he replied as he came up for air.

“Oh, really. Am I now?”

“I love a man in a tie for Christmas”

“I guess for waking me up like that, I can wear a tie today”

“Took you a while to wake up though. I was playing with your ass and fingering you for what seemed like hours.”

“Wait, that wasn’t a dream?”

“I also got you a bigger present…look down”

I looked down and realized my cock was inside of a chastity cage since I woke up. It was dripping in precum but my dick was locked up by Shawn somewhere in the middle of the night. And that’s why I felt pressure around my cock when it should have been getting harder and harder when he was fucking me. But I was too happy to look down.

“It’s my Christmas present to you. I know your exes were dicks and didn’t want your ass but I do. I want every inch of you. But I have one rule, that perfect cock of yours is all mine and mine is no one else’s but yours. So, I have the key to yours and you’ll get the key to mine after we get showers.”

“That’s the best present ever!” I said as I smiled and gave him a giant kiss. As I backed away from the kiss, I continued. “But can I get you to take mine off right now?”

“Why’s that?” he replied.

“Because I’ve never wanted to cum so much in my whole life.”

“Didn’t I tell you we were getting a shower?”

“Wait, you want me to fuck you in the shower!!” I said excited.

“After I show you my second present, yeah. You okay with that?”

“Sure. Second present?”

“Follow me.” he instructed as he pulled me out of bed and into the upstairs bathroom. “I also got us these…” he said as he handed me a box wrapped up in paper with a bow on top. I opened it, revealing it was two kits of Clone-A-Willy. “I want us to have each other’s cocks and that way if I’m on my own and want to feel you inside me, I can use this. And you can use mine.”

“But we couldn’t cum though on our own if we hold each other’s keys”

“You’ve never given yourself a hands-free, prostate cum, have you? Well, these will give you one... Plus, if you’re horny, these will help with it and make you go crazy. And when we see each other every week, all the more cum to eat or to explode in each other’s asses”

“Okay” I said with a smile knowing my ass was dripping his cum on the tile below us in my bathroom. He got down in front of me and used a key to open my lock. He began sucking on my cock as it grew faster than ever before. We cloned my cock first and then his, having fun every step of the way before letting the dildos dry on a shelf in a bathroom cabinet.

I was still rock hard as he started the shower and bent over to check the temperature. I got behind him in his bent over position and started feeling his ass with my cockhead.

“You really want it now, don’t you?” he asked politely, “good thing I have lube in your shower.” He then pulled me into the shower as we both started getting soaked in the warm water. He began kissing me again as I felt the water pour over our heads and down our bodies. I felt his hands encase me and run down my back and across my butt cheeks, spanking me. He grabbed the lube off a shelf behind me in the shower and began stroking my cock with slick silicone.

Shawn turned around and bent over. His ass was all mine for the taking. I slowly slid my seven and a quarter inch cock deep into his hole with him moaning through the sound of the water the whole time. He was tight and it was warm inside his ass but it felt incredible. My hands rubbed his back with the warm water as I started fucking him in full-on breeding mode.

I wasn’t far from sending my load deep into his body. I pushed him up forward so his body was almost flat against the shower wall. He was helpless to my every move with nowhere to move. I reached my hand around him as I continued to pound his ass and began stroking his solid cock. I knew I was getting ever-closer to exploding and from having so much experience jerking him off before, I knew just how to send him to the breaking point at the same time. I started shooting load after load with every thrust into his tight hole and mid-way through my explosion, his cock splattered cum against the shower wall in front of us.

My cock was still deep inside of him and the water was still pouring down from above us. I leaned in so my chest was against his back and sandwiching him between my body and the wall. “Well don’t let it go to waste. Eat your breakfast.”

“What do you mean?”

“You shot your load all over the wall. My family’s coming over soon so I need you clean that mess up. Plus, I know you’re dying to eat it now.”

“Little ole me…I don’t like cum. I have no idea what you’re talking about.” Shawn replied.

“Oh really, so that’s not my boyfriend who licks the cum off my chest every time he jerks me off. And that’s not you who French kisses me every time I give you a blowjob just so you can drink some of your own cum before I swallow…Just be a good little boyfriend and clean it up.”

He knelt down on the shower floor and began licking his cum off the wall. Once the last drop was licked clean, I put my cock right behind his head. “You still hungry babe?”

He turned his head around to see my erect cock there for him to eat. He quickly pounced on it, swallowing it like a shark eating its prey, wrapping and stroking my cock with his lips and playing with my giant balls with his hands. I slowly pushed his head back so it was against the wall he had just licked clean. I began fucking his brains out and making him gag through the sound of the water splashing off of us.

Shawn took his hand and started fingering my ass with a few fingers at a time. Soon, I was shooting a second load deep into Shawn’s throat and making him choke on so much cum being in his twink mouth.

I let him have some air and we got a shower like normal. He washed my body, I washed his. We washed each other’s cocks especially well because the next time they would be free would be a week from then, when we saw each other in person again. After all, we couldn’t do much or sleep nude at his parents’ house later that night so the next time we would see each other nude would be a week from then.

By the time we got done our shower and all dried off, both of our cocks were all the way down. Shawn got down on his knees in front of me again and put my new chastity cage around my balls and locked it on my dick. He stood up and handed me his cage before I knelt down and did the same for him. I stood up and kissed him. “That was the best Christmas present ever. Merry Christmas my love”.

“Merry Christmas sexy thing” he replied. We got dressed, I put the key on my key ring with my car and house keys so it was always with me. We had dinner with the family, opened dozens of presents everyone brought with them, and soon enough my living room looked just as dirty as it was before Shawn and I spent the whole day on Christmas eve cleaning it. After many hours, we packed some of Shawn’s things from my house, along with his silicone copy of my cock for him to use at his apartment whenever he wanted.

We loaded up the car with the desert we promised to bring to his parents’ house and hopped in. After dinner with his family and hours spent partying the night away, soon the house had gone quiet. Shawn and I went down to the basement, pulled out the bed from the couch in the center of the room and put our pillows on top. For the first time in a while, we went to bed with pajamas on. And good thing because if his parents came down in the middle of the night and saw both of us with chastity cages on our cocks, that would be embarrassing.

Shawn gave me a kiss and wrapped his arm around me like he always likes to do. He started gently breathing against the back of my neck and making my hair feel the warm breeze like I love for him to do. I reached my hand behind me and started groping him from the outside of his soft and thin pajama pants. He started breathing heavier. “Please babe…” he called out in a whisper and a cry for me to stop.

“You’re regretting this chastity thing already, aren’t you?” I asked him.

“Yeah but I can wait until this weekend when you stay the night at my place.”

“Who said I’m unlocking you this weekend? Maybe I’ll leave you locked up for a couple weeks.”

"Well, I would unlock you as soon as you come over my place…” he whispered trying to convince me to bring my key with me.

“If you unlock me and maybe I get to use your ass again, but this time I want to use that dildo we made earlier so you’ll have two of my cocks in your ass at the same time.”

“I like that idea...”

“Then maybe if you beg loud enough, I’ll let your cock out for a couple strokes.”

“You like this present way too much already.” Shawn whispered.

“Well, now I can’t watch too much porn anymore because I’ll want to jerk off so torturing your cock with subtle groping and sending you pictures of my ass or my cock in its cage, dripping precum is a fair trade.”