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>The grey mare atop your body shivers, the vigor she showed at the beginning of all of this heroically battling it out against the pain and the performance anxiety. 
"You alright?" you huff, combing your hand through the bristly fur on her side, her quick breaths vibrating against your palm, "I know how it is, we can-"
>"N-No..." she stammers, experimentally rocking her hips forward and digging your length deeper inside, "I-I'm fine, I can... I'm fi-ne."
>A low hiss escapes both of your lips as the inexperienced pony moves again, her throbbing and priorly virginal walls clinging to your member like a vice.
>Her breaths feel hot against your face and smell faintly of cola and rum.
>"Nng, I-Is that... do you like that?" she whispers with fragile confidence, whining softly as she drops her hips again.
"That's good... unf, you're so good." you reassure, your hands drifting low to grip her bobbing flank.
>She's making more eye contact after that, and her eyes have become more focused on you, on your face. 
>She speeds her pace, the sound of her low grunts and your bodies roughly connecting over and over again filling your ears.
>"A-ahh, you... you like that? S-say... say my name..." she demands huskily, clearly emboldened by your encouragement.
>After all of the cute stammering before you didn't think she had this sort of aggression in her, but you certainly weren't complaining.
>"Derpy," you growl, yanking her hips down in time with her own thrusts, "Rut me... a-ahh, f-fuck me."
>Her wild eyes clench shut, and her suddenly jerky movement comes to a sharp halt.
>The way her body pulses hard all around you before slowly settling into a needy, slow twitch informs you that she just narrowly avoided an orgasm.
>"A-Anonnn." she whimpers, trying in vain to both grind additional pleasure out of your cock AND fight her impending climax.
>You were expecting this, but at least she had more to blame than nerves; like a species divide.
>You don't mind.
>The way her face twists adorably as your tip nuzzles her cervix is all the satisfaction you need in the now.
"Derpy," you breath out, the hungry need in your own voice heightening your arousal, "I want you to do something for me, sweetie."
>You fill your hands with her full rump and drag her against your hips, your engorged member fighting her tight, slick walls.
>"A-Anon!" she chirps, her voice a mixture of surprise and fear as your maleness tests her.
>You've been here long enough.
>You know how it is.
>'Boy's first', as it were.
>But tonight was about her, and considering how things were back home, you weren't exactly fond of ladies getting the shaft (pun intended) when it came to such a special moment in their lives 'just because'.
>No, this was about her, and you were about to prove it.
>Lifting her relatively light frame with your hips wasn't difficult, and it gives you plenty of room to work.
>You drop and then push up hard, sheathing yourself back inside her as she falls.
>"A-An-Ahh! W-w-wai-" she cries, placing a hoof down firmly on your abdomen in the hopes that it could stay your assault, "S-Stop, I-I'm almost - you're guh-gonna'-"
>You can hear the anticipation rising in her voice, and it fuels every further thrust.
"Cum for me - nnngg, cum for me, Derpy. I want to feel you cum for me, pleeaase." you plead heatedly, her voice escaping in high squeaks with every buck of your hips.
>The slick sound of her repeatedly taking your swollen length consumes you.
>"A-An-on! I-I! I'm-!" she warns, her voice reaching a new peak as she furiously works herself downwards, the imminence of her first real coital climax drowning out silly notions of 'marelyness', "I'm! I'm gonnn-Ugh! Ah!" 
>Her body jerks hard, tail twitching, legs wobbling against your waist.
>A chorus of low, satisfied grunts rumble from her chest as she rides her afterbliss, her head hung and eyes scrunched shut in concentration as she permanently catalogues this moment in her mind.
>After a moment a hot rush of air escapes her lungs and she collapses, beads of perspiration clinging to her coat.
>Her wings are extended and frozen in shock as she recovers, only slowly retreating once she finally begins to catch her breath.
>"Anon..." she mewls, nuzzling into your neck, "That... that was..." she attempts, her unfocused eyes lidded and dazed.
>You send a hand back to her side, again monitoring the slow shift of her ribs.
>You sit like this for a while, until a shameful expression slowly dawns on her face.
>"Oh Anon, I'm so... I'm sorry, It's just - It's my, I'm-" she stumbles, searching your chest for a worthy excuse she doesn't need.
"Shhhh..." you shush, thumbing her lips and capturing her gaze, "You don't have anything to feel bad about. Don't hold anything about this memory in a false light. I'm not disappointed of anything that happened just now. I wanted it."
>She smiles at you, but the hitch within it tips you off to her worry. 
>She wants to believe, but a smaller, meaner part of her is fighting reality.
>No matter.
>There's an easy way to solve this.
>You grin at her, your body sliding against her moist and tussled fur as your mostly stiff erection shifts inside her.
>She emits a soft sound from the friction, clearly still sensitive but also receptive to your actions given the slight twitch around your invading shaft.
"I wanted YOU... so, so bad." you whisper seductively, making sure to keep eye contact as you bite on your lower lip.
>You weren't disappointed, but you'd be lying if you said you weren't ready to give more, or that you weren't ready to let her TAKE more.
"You felt so wet around me, so tight, and you took me so, so deep. I wanted to feel you all around me. All I could think about was your warm, aching pussy, Derpy."
>You can already feel the sluggish but strong throb around you as her libido restarts, her eyes beginning to glaze with lust.
>"A-Anon..." she questions softly, rolling her hips back and then steadily forward, releasing and then swallowing you back into her burning core.
>You give her a long, hungry moan for her experiment.
"Nnnggg~ f-fuck, you're so tight. I've never felt like this. You're making me so hot..." you whisper, your voice shaking with anticipation.
>"Anon." she whispers again, except this time it isn't a question.
>The bubble-flanked pony lifts her hips, letting them hang over you for an agonizing second before dropping back down.
>You treat her to another breathy moan.
"D-Derpy, please... please..." you whine, but you don't have to prod her anymore.
>She sets her jaw in determination and drops herself on you again, her squeamishness over repeating so soon clearly abandoned.
>"Y-you like it? Take it..." she demands confidently as you gasp, repeating the motion again and again until she works back into her rhythm, her wings stretching to full mast on either side.
>You're beginning to love this side of her.
>She's gripping you so hard that if she wasn't moving so fast you're sure you could feel her pulse.
>"Anon... Anon... Anon..." she repeats, her face screwing up in pained pleasure as she passionately mates you.
>Her ridged wings bob, and you feel one of her wispy plumes gently land on your chest.
"Don't stop, don't stop." you beg, panting as she rides you.
>You were talking all 'silly shame' this and 'not disappointed' that a moment ago, but all of this sub play was getting you a little...
>"U-Ugh! Ugh!" The desperate mare grunts, pinning your shoulders (pretending, rather) as her full bottom connects with your thighs.
>You can see the slight jiggle of her rump from the side as she moves, and the feeling of your head colliding with the entrance to her womb over and over again is satisfying in a primal, animal way that you can't quite articulate while she literally fucks the elegance from your mind.
"D-Derpy! Baby, I'm-I'm so close, I'm so close. Derpy, please! I-I wanna cum, you're gonna make me cum! Ugh, F-fuck-... R-rut me, fuck me!"
>Her yellow eyes are trained on your face, watching every subtle twitch and tremble with an almost frightening desire as she pushes you over the edge.
>It's her first time making a 'stallion' cum, and she's going to watch every second of it.
>Your balls jump and tense as you bottom out inside her, and you can feel your largest vein begin to pulse.
>"B-b-bucking cum inside me you-you, guh! Nnnnng~!" your partner stutters, her eyes rolling back slightly as your first full, thick shot floods her.
>You can feel her hungry lips throb around you in time with a quick trio of squirts splashing against your abdomen.
>She milks out every mind-numbing second inside her as you expel yourself, and you can feel her entrance clamping around your shaft as she tries to hold all of you AND your member in vain.
>For a second time she collapses, panting much harder than the first.
>You begin to register sounds again right around the time that her perky wings begin to droop.
>Her small chest strums as you find her mane, petting her gently as she recovers from her second-ever coupling.
>You want to speak, but you can't, and she doesn't either, both of you content in your warm afterglow.