Jan-31-2008

On sleep sex, rough blowjobs, and using a riding crop

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Before The Writer shows up, every single time, I worry that she won’t show up. It’s not a reflection on her at all. It’s just that every time I see her I’m surprised she’s come back, I feel like she could do so much better than a grad student. And then after a few minutes together, we’re both smiling like schoolkids. It’s strange, two slightly insecure people getting together, both being insecure about whether the other one will look favorably on them, until they make eye contact. Until we make eye contact. Strange indeed.

I got a complaint recently that I haven’t been blogging enough of my exeperiences. The issue isn’t lack of activity, the issue is rather that I’ve been having too much fun and actually letting my guard down and getting involved. Long walks, making dinner, ordering in, lots of fucking … did I mention the fucking? And endless talking, because now that I’m dating someone who can give as good as she gets, I find talking to her kind of addictive. Not that I don’t stop the conversations once in awhile by putting my cock in her mouth, but man, what a heady combination.

Saturday, we had had a long day running around the city, back to the Museum of Natural History (site of our first date, ironically) where we played a game of “find the caucasians” (there aren’t many) and looked at the giant whale. Tiring of museums, it was back to my apartment for hanging out. Day turned into night and the plans I was supposed to keep seemed like a distant memory. We talked and talked until we couldn’t talk anymore and realized that it was nearly two in the morning.

“You can have sex with me while I’m sleeping, you know.”
“Are you sure? Where I come from, that’s rape.” I thought briefly of the phrase “you can’t rape the willing” and decided to take advantage.
“No way. That’s totally hot.”

I took her at her word. I left her in the bed and got up to surf the net for a while. I hardly remember what I looked at, I was busy being excited. I’m always excited to have sex with her, she’s sexy and curvy in all the right places, and on my fingertips, her whole body feels like… well… sexy.
I padded off to the bathroom, smiling at my good fortune, and walked back to the bed. By the time I made it back, she was snoring lightly.

It’s amazing to me how when you actually like someone, things you would normally find unappealing are actually endearing - light snoring, odd sleep habits, being an extreme Liberal.

I grabbed a handfull of her ass to see if she was really sleeping. The snoring continued. Fingertips found pussylips and did a little further exploring, and when she didn’t wake up at that, I grabbed a condom. Rolling it on, I realized that I had an unused cock ring in my drawer of sin. Condom and cockring on, I realized that she was laying on her stomach with her legs at 90 degrees to each other, making it a little difficult to maneuver and not wake her up, but I persevered. As soon as I was inside her, something inside me snapped.

We’d had a bit of a problem until now - since I like her, I hadn’t really been willing to totally tear loose. It’s a strange dichotomy, probably has to do with the Madonna/Whore complex - and I blame my Christian friends for bringing that bastard into the cultural lexicon. Whatever it was, suddenly I came to grips with the fact that underneath me was a beautiful sleeping woman who wanted nothing more than to fuck her like my life depended on it and to have my way with her. So I did.

After a few minutes, I realized that this wasn’t a perfect position for me and so I rolled her onto her side and pushed her knees towards her chest. She woke up at just the same minute as I thrust my cock deep inside her again. She moaned happily and I fucked her hard and fast. She moaned some more and I kept fucking her until I was sated. I think she fell back asleep at some point, but it didn’t matter. Whatever it was that had held me back from having the kind of sex that we both wanted was now gone.

Eventually, I stopped fucking her, lay back, breathing hard, took off the condom and the cock ring, and smiling like a small child who has just gotten its first toy, and fell happily asleep.

Fast forward to tonight. The Writer came over at 9:30 after I’d had a terrible day. I was having anxiety about money, school, work, and about a million other things.

I made a California Chili for dinner, simmered since noon, over brown rice. We ate and chatted and caught up on the week so far. At a certain point, I got tired of talking and grabbed the chair she was sitting in and pulled her, and it, close to me. I gave her the first kiss of the night. Kissing led to standing which led to me taking her shirt off and putting her nipples between my middle and forefinger while rubbing the tips with my thumb. Her moans went from gentle to orgasmic in minutes.

“Can you cum like this?” I asked.
“I don’t think so, I want you to fuck me.”

From there it was a short walk to the bed, where she quickly stripped of all her clothes (after a minor incident with a zipper) and I was greeted by her entirely naked body. As she was stripping, I was too, and I found myself apologizing.
“Look, I just like you. I’m sorry I haven’t broken out the kinky stuff, but I like fucking you and I like talking to you, and I have no idea why I keep talking to you about politics but I just like talking to you. I’m sorry if that’s a disappointment.”

“It’s not a disappointment at all, I like you too.”

Seconds later, I grabbed a condom and got on top of her and started fucking. I don’t know if it was the Jamesons or the Wild Turkey, but I grabbed one of her breasts. Hard. I squeezed it even harder and used it as a lever to pull her whole body onto my cock. Deciding to put the kink question to the test, I snaked my fingers around her throat and started to choke her. Her face turned slightly red and she smiled. I let her go and kept fucking her. At this stage, I lost track of what was happening, just going with it. It was a blur of grabbing and fucking and choking and fingers in her ass and I just remember looking down our bodies and thinking about how sexy she is.

After awhile, I stopped to look her in the eye and smile. She looked up at me. “You know, I brought that riding crop over the weekend for a reason.” I realized that this was a fine and fair point. I smiled further at her and looked over the side of the bed for it.

“Get on your knees. Here, have a pillow, you’re going to be there for awhile.” I grabbed a fist full of hair and pulled her head onto my cock. I forced my way into her mouth, fucking her face hard enough that I could feel the head of my cock in her throat. I smacked her ass with the crop several times. She pulled away.

“That’s a little bit hard” she told me. I eased off. Instead, I tried a series of short, sharp, shocks - more gentle than before, but more consistent as well.

She moaned as I thrust my cock deep into her throat and held her head there.
Face fucking followed, and I looked down to see her happily below me, her breasts looking perky and beautiful. Clearly, this meant that I would have to hit them with the crop, too. This went on for what seemed like hours, but was probably minutes.

Sated, we crawled naked back onto the bed. I smiled at her, she smiled at me. We talked about sex and that I was finally getting to a place where I believed her when she said she wanted kinkier than I’d been providing.

“I hope you don’t mind, but I still want to just fuck you sometimes.”
“Not at all.”
“I don’t want you to get bored is all.”
“Well, I like fucking you too. Sometimes I’d like to just fuck you. And other times I want you to tie me up, or we could have threesomes with girls, or you can spank me or choke me or.” She kept listing things that we could do and even after everything that we’d done, I started to get hard again. But that’s the thing, no matter if we have sweet langorous sex in the bed, if I face fuck her, or if I tie her up, when I talk to her, it turns me on.

I don’t really have an ending to this story, mainly because it’s not the ending. As I write this now, it’s 3am on a Thursday, she’s soundly asleep in my bed, and I’m debating going to sleep myself, as I have an appointment at 10am. The alternative is fucking her as she lays there, as I’ve been given permission . I haven’t decided yet, but either way, I’m going to sleep happy.

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Posted under Long Stories
  1. Z Said,

    Aw! That’s sweet. And sexy :)

  2. Chrissy Said,

    Ditto.

  3. isabella snow Said,

    Ha! I thought you really meant sleep-sex, the sleeping disorder where you really do have sex in your sleep. Your way sounds interesting..!

  4. Kinky Farmwife Said,

    Makes me so happy to read this. As to crops and blowjobs - those are real fun! For some reason, doms think it’s a natural thing to do, to aid the administration of a blowjob with a crop. How about canes? Try some canes sometime! They do the job equally well. Funny thing, this sleep sex. J will sometimes have sex with me in the middle of the night and then claim the next morning that he doesn’t remember doing it, even though, when it was happening, he was clearly an active participant.

  5. debauchette Said,

    Ah, I was thinking it was the sleep disorder too.

    This is sweet, Bad Man. This is a sign of something good. Rough sex is great, but rough sex with the right person is phenomenal.

  6. Bad Man Said,

    Z - It’s totally sweet. The Writer makes me all sweet. Also, she’s very sexy. Which helps.

    Chrissy - Ditto.

    Isabella - Sorry for the confusion. My way was hella fun. Worth trying with someone you trust.

    K.F. - Nice to see you around here! Canes are pretty hardcore, I don’t want to make her cry in ways she doesn’t like. I think you are involved in the kinds of sleep sex that isabella and debauchette are talking about.

    debauchette - you’re absolutely right - the combination of someone I want to talk to before and after sex with the kind of sex we’ve been having is nothing short of amazing. So much better than when it’s just with some random pervert.

  7. DL's toy Said,

    i really really like this! A bit of everything i like, even down to “you can’t rape the willing” but you sure as hell can make it rough… Mmm…

    Oh and by the way, i’m back :o)

    For the tribute you had placed while i was in respite, thank you. i’d like to invite you. Please email me. It’s on my profile.

    Respectfully (and now horny, too)
    DL’s toy

  8. Kinky Farmwife Said,

    Just for historical accuracy, one doesn’t have to whack with all one’s might with a cane - it can do anything from tapping to tears, but most of the time, my husband doesn’t hit as hard as it stops being fun, or, I bet, harder than you probably did with the crop. What it does is providing a different area and flavor of impact, that’s all. You know, like having different flavors in your ice cream on different days.

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