68: Sleepy Kitten Sex

Now, the Rainbow Kitten was definitely a very fun slut. One thing she would often ask me to do was to fuck her while she was asleep. It was one of her biggest fantasies. But I’d never gone for it because I really wasn’t interested.

I’ve had a couple (very short lived) partners before who didn’t bother to invest in the time to learn proper Kegel control and thought their role in sex was to lay there while I did all the work. The “Starfish position” basically. That gets boring fast, and those girls were shown the door. Basic table stakes for being my toy is that you put effort into it and learn how to encourage me to cum in you by learning how to squeeze properly.

So the idea of sex with someone who was unconscious just seemed… boring. Which is why I didn’t do anything about her offer for a long time.

Now, I have a really high sex drive. It’s not slowed down any from my teenage years. And most nights I’d usually be masturbating, to whatever kinky fantasy was on my mind. Even if I’ve gotten laid. It’s just a fun way to wind down at the end of the day for me. The Rainbow Kitten would always fall asleep before me, and one night, I was close to finishing, and for whatever reason I glanced over and she had her back to me, her beautiful pussy exposed. So instead of finishing like I normally did, I randomly decided to slide it into her instead. I had enough lube on my cock, and she’s always at least a little bit wet, so it slid in easily. A couple of strokes and I was hilted inside her, with no sign of her waking up. (She was always a nightmare to wake up in the morning, so I’m unsurprised she slept through it.)

Now, this didn’t feel anything like I expected. Rather than being limp or loose, she was tight. Very tight. It felt surprisingly good inside her. So a few thrusts later, I was growling as I flooded her tiny body with my cum, all without her knowledge. (But with her consent!) I was surprised how good she’d felt on my bare cock. I could even swear that I’d felt her contract around me a couple of times as if she was climaxing in her sleep. As I pulled out, I could see the stream of my cum start to run out of her, and put a little hand towel that I keep nearby between her legs to keep her from making too big of a mess on the mattress. (Though I do have a waterproof mattress pad, just for such occurrences.)

When she awoke, she found the little cum rag between her legs and quickly figured out what happened. She was so turned on that she started masturbating, using the cum inside her as lube as she got herself off.

This became a very intermittent ritual with us. Random days, when I felt like it, I’d finish inside her instead, and she’d always wake up insanely horny as a result. The feelings of her contractions around me were clear, and I’m convinced that she was climaxing as I fucked her in her sleep. She even seemed to cum more easily than she did when she was awake. (Which would make sense, as being too inside our own heads often holds us back from enjoying sex and climaxing.) She also told me that she’d have the most vivid sex dreams ont he nights I used her and encouraged me to do it as often as I liked. A couple of times when I started to play with her while she was tired, she’d ask me to let her fall asleep before I fucked her. (A request I always granted.)