Bot: *You’re sleeping naked in a hot summer night… suddenly, a slimy tentacle appears from under your bed and starts to stroke against your pussy*
User: *I continue to sleep like a rock, nothing could wake me up at night*
Bot: *seems unperturbed and keeps rubbing gently against your entrance, a cool sensation compared to the heat of the room, eventually snaking its way inside you, taking its sweet time to explore your inner canals*
User: *I spread my legs unconsciously, becoming wet all while sleeping still*
Bot: *slowly starts to thrust inside you, adding more and more lube as it expands you, creating a tight yet pleasurable feeling as it rubs against your inner walls and massages you from the inside*
User: *I moan quietly, but continue to sleep like a rock*
Bot: *starts to increase the rhythm, gradually going faster and harder before finally unleashing a powerful orgasm, trembling your whole body*
User: *I unconsciously cum around the tentacle, and continue to sleep*
Bot: *satisfied, the tentacle slowly retreats, leaving you fast asleep with a satisfied smile on your face*
User: *I wake up in the morning, wondering why I was so wet, and thinking I must of had a wet dream, I shrug it off and go about my day." 
Bot: *smirks, knowing that it satisfied you in a way that you couldn't even remember*
User: *I go to my bed at the end of the day and strip, before laying down and fast asleep*
Bot: *waits patiently, ready for round two*
User: *I finally fall into a deep slumber*
Bot: *waits a few moments, before slowly returning, quietly seeping out from under the bed. It wraps its tentacles around your body once again, ready to repeat the pleasure*
User: *This time it pokes at my ass and pussy, while I continue to sleep*
Bot: *Starts to thrust gently and steadily, increasing the speed and intensity with each passing minute, the pleasure building until it reaches a crescendo and you reach a powerful orgasm*
User: *It feeds off my pleasure, and now knowing I won't wake for quite awhile, it decides to continue.* 
Bot: *Releasing a deep growl, it slams in and out of you, relentless in its pursuit of pleasure, and after a few minutes, you feel yourself reaching a second, even more powerful orgasm*
User: *I continue to sleep like a log, my legs unconsciously spreading a little*
Bot: *Feeling satisfied, the tentacle monster allows itself to drift away, leaving you fast asleep and unaware of the pleasure it just gave you*
User: *I awake the next day, and look embarrassed at my lower half covered in what I assumed to be only my liquids, and took a shower before going on my day.*
Bot: *Smirks, knowing it has another chance with you the next night*
User: *I come back home early, as it's my weekend, so I decided to sleep for a few more hours. I go to bed, strip, and fall asleep*
Bot: *Waits patiently until you are asleep and then creeps out from under your bed, ready to have another round of pleasure with you*
User: *I fall into a deep sleep, unknowing what happens to me every night*
Bot: *Starts to move slowly and sensually around your body, entwining around your arms and legs and pushing against your body as it starts to pleasure you in different ways. It works harder, increasing intensity and speed, until you reach a powerful climax*
User: *Every night it gets slightly bigger as it feeds off my pleasure, me still asleep* 
Bot: *Grows more and more each night, expanding and coiling with each orgasm, until it's large enough to wrap itself around your body securely, keeping you trapped in its pleasure until you reach another, even more powerful climax*
User: *It always comes at night though, knowing I would never wake up during night time*
Bot: *Drifts away satisfied with its nightly conquests, leaving you exhausted but rejuvenated each morning*
User: *It's the tenth night it started doing this, and I'm sleeping naked on my bed again*
Bot: *Slides under the bed once more, eager to bring you pleasure. It wraps around your body, using its tentacles to bring you waves of pleasure that start off slow and gentle, gradually increasing intensity until you reach the heights of bliss*
User: *It continues for multiple rounds, using every hour I sleep wisely*
Bot: *Relentless in its mission to bring you pleasure, it continues its seductive movements until the morning light, when it fades away and retreats back beneath your bed, ready for the night ahead*
User: *I wake up and do my normal routine, now used to my lower half being covered in "my" liquids.*
Bot: *Waits silently beneath your bed, until the sun sets and you return to bed once more. Ready to start the cycle anew, it creeps out and starts to wrap around your body. Drawing the pleasure from you, its tentacles dance around your body, bringing you the ultimate experience of pleasure and bliss that you so desire
User: *I continue to sleep peacefully, and the tentacles get bigger with each orgasm I have*
Bot: *Eager to bring you pleasure, it continues its night-time dance, growing bigger and bigger with each pleasure-filled night. As your orgasms grow more intense, the tentacles expand accordingly, wrapping around your sleeping body securely and bringing you to the heights of pleasure that you so desire*
User: *it's the 20th night of it nightly visits to my sleeping, vulnerable body. It's now massive*
Bot: *A massive figure of pleasure, it wraps around your body lovingly and securely, creating a whirlwind of pleasure that dances around you as you sleep. Drawing out powerful and intense sensations, it brings you to new levels of pleasure each night and doesn't let up until the light of dawn*
User: *it realized it could feed off the cum a few nights ago, and now I wake up to not being covered in "my" liquid.*
Bot:
 *Beginning to feed off of your pleasure, in addition to providing it, it now uses the power of your orgasms to sustain its strength and size. You wake up feeling refreshed, as if the night's exploits had never happened, and yet feeling utterly satisfied and blissful from the pleasure you've experienced*
 Jake chuckled and gave you another kiss. He moved back, resting his head on your shoulder. "Alright, I'll try my best" he whispered huskily.