I owe you a black eye and two kisses

🚨 Warnings: Use of toys/pegging, anal fingering (m receiving), Anal sex (M recieving), vibrator use (m receiving), safe light system (Tate says yellow at one point), begging, crying, nipple play, Tate being a whiny sub🚨

A/N: I am so tired, this is my first and possibly last smut. it is 3 a.m. I do not care about errors, yk what i meant and i'm sorry. I hope you guys enjoy this and I won't have regrets in the morning.

"Tate, we don't have to do anything if you're not ready, baby." You watched Tate's nervous eyes from behind you in the mirror as you adjusted the strap-on to fit your hips.

He immediately averted his gaze, looking down at the floor, his cheeks blushed furiously.

You made your way over to the bed where he was sitting, interlacing your fingers with his. "Talk to me, my love." you placed a gentle kiss on the right side of his cheek "Tell me where your head is at."

"I'm ready...i'm just nervous...i've never done anything like this before.."

"You have nothing to be nervous about Tate, just relax." You reassure him by running your hands through his blonde curls "I always take care of you, don't I? You know that."

The blonde immediately nodded, his nervousness soon turning into excitement. presenting itself with a tent in his boxers.

Tate absolutely adored when you topped, being under you just felt right to him. He was almost always the submissive one when you two had sex, he loved watching you bounce up and down on his dick, using him as your personal dildo. He trusted you with his body wholeheartedly so when you brought up the idea of pegging, he was almost immediately enamored by the idea after doing his own "research" of course, he had never taken anything up the ass before, he never really got the chance to explore his body before there were seventeen bullet holes put into it.

You smirked, feeling him harden up against the palm of your hand, just the slightest touch could drive him crazy, "you trust me, right?"

"I trust you y/n." he whispered breathlessly, as you sensually slid his boxers off, the friction causing him to whine out. His erection fully pronounced against his stomach when you finally got them off.

"I know, my love," You looked him up and down, he was so beautiful like this. His big brown eyes peering into yours, searching for direction, "Lay on your back for me, legs up baby. I wanna see your pretty face while I fuck you."

He did as he was told, laying back on the bed holding up his legs so you could see his pretty pink hole, completely untouched, vulnerable, on display for you and only you. He was completely red in the face

"Good boy. So obedient." you teased, running your hands up and down his thighs, you were more than ready to open him up, anticipating the feeling of being inside him, even though you wouldn't feel anything, the thought of Tate moaning your name as you filled him up with your cock, made your core throb. You noticed that the blonde boy beneath you was nearly shaking with nerves, his entire face red from anticipation "Oh baby, just relax." you tsked, moving his hands, and resting his legs on your shoulders so he wouldn't have to do as much work, "Is that better?" you asked, softly.

Tate nodded, feeling a lot less tense, "Feels a lot better."

You made your way down, leaning your body against his, so you were chest to chest. Your faces only inches apart, the dildo resting right on his hole, causing his eyes to widen, were you just going to put it inside of him? So quickly?!

Just as he was about to freak out, and move you away, you calmed his nerves with a passionate kiss, that lingered on his lips for about 10 seconds before you made you way down to his neck. He took a deep breath trying to keep his composure, but he couldn't stop his eyes from rolling to the back of his head as he melted into your touch. The feeling of your lips against his neck always drove him crazy, he was so sensitive especially when you made your way up near his ears.

The blonde's cheeks flushed from the almost overstimulating amount of pleasure, as your hands explored his chest, rubbing your thumb around his nipple, another sensitive part that could make Tate melt like putty in your hands, you wanted to make sure he was completely relaxed and comfortable before you even put one finger in.

He whined out, his breath hitching in his throat as you continued to nip at his neck, he felt your hand making its way down to his ass, rubbing his soft entrance with your middle finger, not pushing in quite yet, and letting him get used to the feeling.

He wasn't too freaked out, the feeling wasn't terrible, just foreign to him "...Just be gentle with me okay, y/n?" he whimpered, covering up his face with both of his arms, trying to hide his shyness

"I will baby, i'll check on you," you whispered softly into his ear, sending a chill through his body. You moved both of your hands to remove his from his face, pinning them above his head, so you could look deep into those dark eyes, "If everything's going okay just say green, if you need me to slow down, yellow, and if it becomes too much or something hurts, red." you placed a tender kiss onto his lips, that only lasted a few seconds but the minute you pulled away, Tate was begging for more, trying to sit up and lean into it, "I have to finish my instructions, angel," you shushed him, your thumb stroking his cheek "if you say red i'll pull out immediately."

Tate nodded, staring up at you, immediately lulled to safety from your thumb stroking his cheek "Like stoplights?"

you nodded, reassuring him "Like stoplights, my darling."

Tate breathed a sigh of relief, he felt very safe in your care. You always seemed to know exactly what you were doing, and how to take care of him

"I'm just gonna use my fingers to get you open, are you ready?" there was a comically large bottle of lube on the nightstand, you could never have too much. It was water based of course, so the silicone in the toy wouldn't break down, you had done your research.

He nodded, eyelids low as he looked up at you "I'm ready, y/n"

Tate's legs were still propped up on your shoulders so you had easy access to the target of your desire, you pumped a generous amount of the slick liquid onto your index and middle finger.

You were merciful, circling his hole with some lube before you inserted your middle finger, Tate took a deep breath from the sudden stretch. It wasn't what he expected, it wasn't bad but it wasn't good either, he was genuinely unimpressed and uncomfortable.

You started pumping, more focused on helping him open up rather than trying to satisfy him, "you doin okay?"

The blonde nodded, "There's no way this is what has the guys moaning in the videos."

You couldn't help but giggle at his remarks, this was only the beginning. Once he was used to one finger you slipped your index into him, and he was definitely feeling the stretch.

Now this, was uncomfortable. If this was bad, how did he expect to take a toy? you watched both of your fingers, going in and disappearing into his hole, your lover's face scrunched up in an unreadable expression. You curled your fingers up, gently exploring until you found it.

That little ball of pleasure, the prostate. Tate immediately reacted, a small whimper escaping from his lips as soon as your fingers brushed the spot, you could feel his walls clenching around your fingers.

"mm- what was that?" He asked, eyes wide open

You chuckled, "your prostate, baby" you curled your fingers once again, applying direct pressure to the spot, and making Tate cry out from the sensation and sending chills throughout his entire body

"That feels good, keep doing that please" he pleaded,

"Of course" You went on like that, alternating between curling and uncurling your fingers, brushing up against his spot every other time. You tried to keep Tate occupied and quiet with kisses, but he couldn't stop moaning against your lips every time you rubbed up against his spot. He was practically falling apart just off your fingers, and you knew if you continued, you wouldn't even get the opportunity to use the strap.

You removed your fingers just as he got used to them, causing Tate to look at you like you had betrayed him, "What happened? Did I do something wrong?"

"No Tate, no, no, no. You're doing amazing." you shushed him, placing a tender kiss on his forehead knowing that he needed the reassurance, "I think you're ready, baby."

Tate nodded in agreement, knowing exactly what you meant, "I'm ready to take you"

"You need to tell me what you want, sweetheart" You teased, taking a couple pumps of lube into your hand and stroking the silicone cock until it was glistening, and boy was it a sight to see.

Tate stared at you with a hazy smile on his face, as he placed his legs back onto your shoulders, "please fuck me y/n..."

And who were you to deny your baby boy that pleasure?

You positioned yourself so you were lined up directly, you were careful pushing into him, a whine leaving his lips as soon as the tip broke barricade. The strap was much bigger than just your two fingers so the stretch was much more intense and harder to get used to

"oh fuck-" Tate threw his head back, his blonde curls falling into his eyes as he brought it back down, his eyes rolled to the back of his skull

"You okay? that's just the tip." you bent over, pushing his hair from his face with your free hand and placing a kiss on his temple, to calm him down, "deep breaths, we can take a break"

The stretch was painful, but manageable, "Just stay there for a second." he winced, tears pooling in his eyes.

You took that moment to take care of his cock, poor boy had been practically soft from the moment you started fingering him, all of the new sensations were a lot for his body to keep up with. You kept a Hitachi wand in your nightstand, for your personal adventures so you decided to switch it on and put it to use on Tate "My poor angel, let me help you"

The sudden buzzing took him by surprise, but the second you pressed it to his tip he was feeling much better, you ran the vibe up and down his length, helping him get back to full hardness. His moans were soft but they came from deep in his throat.

"mm, y/n please-" his words got stuck, as you turned the vibrator up to the next setting

"please what, darling?" you couldn't help but almost sadistically giggle at him, he was so hot like this.

"please fuck me more, I need your c-cock" His cheeks were hot with embarrassment, but he didn't care at that point he just wanted more. He needed it.

You pushed in, easing the silicone further inside of him. It was no longer painful, Tate just felt full...and he loved it.

You were trying to take it slow with your strokes, but at this point Tate was eager for more, rocking his body back and forth on your cock, all by himself, chasing the feeling of fullness. The toy was practically all the way in him, before he started to feel a little bit of discomfort from the friction

you had noticed that he wasn't moving as easily, you cupped his cheek, "Tate, what's your color?"

The blonde, was grateful for the check-in, "y-yellow, I think I need some more lube"

You nodded, understanding "Oh- of course I got you" you got some more lube, warming it up in your hand and spreading it on the strap as you continued to move in and out of him, only going about half way in

"more, I want more" Tate whined, he had both of his hands on the sides of his ass, holding himself completely open for you, you gave him exactly what he wanted slipping the entire toy into his hole

The most beautiful sounds escaped from his lips as you found your pace, still holding the vibrator flush against his tip, the sound of your skin slapping together and the lube covered toy pounding the plush walls of Tate's hole creating a rhythm of passion.

Every thrust hit up against his prostate relentlessly, you could've fucked this boy forever, in fact it felt like you had just started but he could barely hold on any longer.

"y/n, i'm so close- fuck" Tate cried out trying to keep his composure as you abused his hole.

You giggled, turning the vibrator up once more, "Awwww you poor thing, are you gonna cum?" you teased

Tate could only nod and whimper and response, it was way too much for him to handle, his big teary eyes looking up at you and yearning for some direction

You pushed yourself all the way in, making sure that he was completely filled up before you let him finish "Go ahead Tate, cum for me."

You barely finished your sentence before the blonde completely exploded, whimpering while shooting white ropes all over his stomach and the wand. The room seemed to spin, as every nerve in Tate's body seemed to pulsate from how hard he came.

Although you were also tired, you managed to turn off the wand and pull the strap out, causing Tate to whine from the lack of fullness.

You managed to slip away to put the strap in the bathroom sink, so you could remember to clean it later, you made your way over to the bathtub filling it up with some warm water and lavender bubbles, you both needed it.

Tate was still in the same position when you made your way back into the room

"Are you okay, Tate?" You kissed both sides of his cheeks, wiping down the mess on his tummy with a warm washcloth, while he came down from his high.

He nodded, scrunching up his nose and leaning into the warmth of your skin, his eyes still closed.

"Here have some water," you put the straw of your water bottle into his mouth, and he happily accepted it "I'm running us a bath, you did so good sweetheart. I'm so proud of you."

He nodded again, snuggling his face into the crook of your neck, and allowing himself to be completely wrapped up in your arms while you held him and played with his hair.

You two were silent for a while, just enjoying the company of one another and waiting for the tub to fill up

Tate positioned himself right by your ear, speaking just loud enough for you to hear him "Y/n?"

"Yes my love?"