The sun had set over the horizon. Ponyville was bathed in the dark of night. Luna was preparing to embark on her nightly dream journey to protect the innocent ponies of Equestria from the Nightmares. Ponies young and old prepared for the ritual of nightly rest.
You were in Twilight Sparkle's bedroom, unknowingly joining in that same nightly ritual for your sudden extended stay in Equestria.
"I'm sorry I didn't have a spare bed, Anon. But you were dropped on me with little time for me to prepare." Twilight apologized as you heard ruffling fabric behind you. You sat down on the edge of your side of the bed and sighed.
"Yeah, its no biggie, I guess." You reply somewhat listlessly. "I didn't really have much time to prepare for coming here either."
"Regardless, a good night's sleep should clear our minds so we can get up bright and early tomorrow. Gotta find you a way home! And I know there's surely going to be some level of culture shock. By Celestia, we don't even know what your culture's norms are. I hope you don't mind sharing a bed..." She giggles.
You turn to face your new bed-buddy. "Twilight, I already sai-..." Your words die off in your throat when you see what Twilight is wearing. Or, more accurately, what she wasn't. A furious blush invades your cheeks and you quickly look away.
'Her breasts looked so... perky! And her...' You began to think, before beating that train of thought out of your head. Twilight had been occupied with fluffing her pillow, not looking in your direction to see your embarrassed response to her nudity.
"Alright, Anon, I'm ready when you are. Strip, so we can cuddle and go to sleep." Twilight announces. You sputter in shock, coughing on your own saliva as you're completely caught off-guard with her declaration.
"W-what!?" You could barely force a single word out of your mouth; full sentences were out of the question. You turn back to her, your blush reaching your ears as you end up seeing more of Twilight's A+ body.
"Er, You're looking a little red, Anon. You okay?" Twilight asked innocently.
"W-why are you naked?!" You finally force out, finally finding the strength of mind to look away respectfully again.
"This is how all ponies sleep, Anon." Twilight replies simply, then after a moment, she gasps. "Do humans not sleep nude?"
"N-no, not normally when others are around... its..." You can't force yourself to speak any more and trail off into silence.
"Anon... Do you trust me? Take my hand." You feel Twilight's hand bump gently against your arm, rubbing against it comfortingly. You hesitantly reach your hand out and grasp hers.
"I'm not gonna force you to sleep nude with me, but multitudes of studies have shown that friendship between two friends only gets stronger when those two friends sleep nude together. And cuddling is an excellent sleep aid... But... if you really are that uncomfortable with cuddling with someone in the nude, I won't force you to do any of this, and I'll keep to my side of the bed. But we'll always be friends, no matter what you choose tonight... or even in the future." She giggles lightly, and lets go of your hand.
"I'm going to lay down now. Goodnight, Anon." Twilight finishes, and you feel the bed shift behind you.
After a few minutes of intense debating inside your head, you finally made your choice, though you were sure your blush was giving off visible light by that point. You slip off your shirt, pants, socks, and you pause.
'Time to man up or shut up.' You think to yourself, psyching yourself up as you hook your thumbs around the hem of your underwear. With as swift a motion as your anxiously clumsy self would allow, you pull down your underwear and reveal your fully-excited family jewels to the open air.
You sit there a moment, reveling in the strange sense of freedom you now feel. You're still extremely embarrassed, but you feel it fading as you turn to look over your shoulder, the cute lavender mare's wings rising and falling with her gentle breaths. You gulp and turn the rest of your body so you were fully on the bed.
For the moment, you could do little more than lay stiffly on your back as you tried to bring back your prior confidence, your excited manhood sapping what little confidence you may have had. With a fearfully anxious hand, you reach up and tap Twilight on the shoulder.
"Hmm? Are you ready to cuddle now, Anon?" Twilight asks, rolling over to face you. You spare a glance towards her, and your face burns.
One of her breasts had squished between her chest and the bed, the other resting just barely against your arm. What little you could feel was shockingly, yet comfortingly, warm. She scooted a little closer, and lay an arm over your chest, your arm finding its way between her cleavage.
You tense up at her much more intimate touch, your breath caught in your throat. Twilight notices your tensity, and you can see out of the corner of her eye that she looks a little hurt, and she starts to roll away again.
Before she could get too far, you use your hand to gently stop her. " N-no... J-just... gimme a sec, Twi...gotta... gotta calm down."
With a surprised, yet content smile, she rolls back over and her arm lay over your chest again. You felt... a happy warmth blooming within you as she cuddled you.
That warmth drove you to gently rotate yourself to face her, and pull her closer. Her face tucked into your chest, her arms wrapped around you fully, and you quickly returned the favor with your arms wrapping around her as well.
But there was still a problem down below, and you didn't realize until it brushed against her thighs. You tensed up again just as Twilight looked surprised for a moment, but then she gave you a grin.
"That's usually a really lofty compliment between platonic friends. So... thank you for the compliment, Anon." She pulled you closer, her breasts squishing against your lower chest.
It was hot! And she was so warm too, in the best kind of way.
But at the same time, you didn't feel the need to make any attempts at flirting with her or seducing her. These were just platonic nude cuddles. You realized you had finally started to properly relax as the mare in your arms warmed your chest with her light breaths.
"Yeah... It's just between friends." You murmur as you smile as well. A pleasured, content feeling began to emanate from your core as exhaustion overtook you and you finally fell asleep, your best friend cuddling you closer than any before had.
