Double Trouble

My Christmas present to myself this year was a double-ended dildo. If I wasn’t on Santa’s naughty list before, I definitely am now!

Things were a bit too crazy during the holidays, so I waited until after New Year’s to try it out so that I’d be able to relax, take my time, and concentrate on exploring the new possibilities that this toy had to offer. Not surprisingly, it turns out that I love it!

My main motivation for adding this style of rubber dick to my little collection was not exactly what the main purpose of this toy normally is. What I wanted to do was simulate what it would be like to have a cock before I went so far as to invest in a strap-on (or maybe a strapless). My idea was to insert one end into my pussy, then jerk off the other end and see if I could get off just by stroking “my cock.” It took some trial and error, but I’m happy to report that I was very able to beat off and bring myself to orgasm!

I’ve always been envious of you guys and the way you masturbate. For us women, it’s a very limited action. We mostly diddle our clits or finger ourselves, which generally involves small actions. Worse is using a vibrator. It feels great, but there’s almost no action as we hold a buzzing object against our lady parts and wait for the feelings to come to us. One of the reasons I love watching men jerk off is that they have that big, fat cock to really grip onto and stroke. Sure, your fist is only moving a few inches up and down, but you can really get your whole arm and shoulder into the action. You can take it slow and easy, but you’re also able to get much more aggressive with your cock than I can with my pussy (unless I want to become an S&M devotee and cruelly abuse my sweet little kitty).

So, there I was in the middle of the day – hubby at work, kids at school – and I unwrapped my new toy. Naked on my bed, I lubed it up, slipped one end into my already wet hole and grabbed a hold of the half that was projecting from my pussy. It’s flexible enough that I can easily bend it up and around to an angle that closely mimics what it would look like if I had a cock. Just seeing myself like that was almost enough to get me off. I began stroking slowly and was instantly in heaven.

I quickly learned that it was going to be difficult to keep it inside me, so I had to use my free hand to press against where the dildo bent to keep it from popping out of my pussy after half a dozen strokes. I tried clamping down with my cunt muscles, but that only made it slip out sooner. I was a little bummed that I wasn’t able to use that free hand to play with my tits while I jerked off, but I soon discovered that I could reach my clit with the thumb of that hand, which was a fair trade off for the moment.

Once I got all the logistics worked out, I started to truly beat off for the first time. It was amazing! As I jacked my cock, the other end moved inside me. I tried a few different angles until I found the one that hit all the right spots. As I cranked my shaft, I naturally shifted and wiggled, which repeatedly caused me to lose that perfect alignment. This was annoying at first, but then I discovered that readjusting to find that spot again was only adding to the excitement. With some practice, I got into a steady rhythm and wanked my prick for a good ten minutes until I managed to make myself cum. It felt soooo fucking good!

There were two things that make this type of orgasm unique for me. First is the visual of watching my hand rapidly sliding up and down my very own cock. It’s hard to express just what a thrill that is. The other is the full on arm action I talked about. It feel so much more physical and visceral than just strumming my fingertips across my clit. Now that I’ve had a small glimpse into what the male masturbation experience is like, I’m even more envious than ever!

I’ve had several sessions over the past couple weeks with my bendy new friend. Twice now I’ve done it in front of a mirror so I could watch myself jerk off. Totally awesome. And this week I figured out that if I straddle the arm of our sofa, I can hold the inserted end of the dildo in my pussy by pressing down while I whack off. This allows me to go to town on my tits and nipples with my free hand! I guess that’s why they say necessity is the motherfucker of invention.

I haven’t told hubby about this gift to myself yet. I’m going to be selfish a little longer, but I will eventually share it with him – maybe it can be my Valentine’s surprise for him this year. I’m not sure if he’ll be into watching me jerk off, but I’m sure he’ll like if I bend it around the other way and DP myself with it (something I have tried once so far and will certainly be doing again). I’d love for him to give me a “blowjob,” but I don’t know how comfortable he’d be with that. I also have fantasies about him taking one end in his butt while I have the other in my asshole and we masturbate like that. Again, not sure if he’d be crazy about that idea. I’ll have to move slowly and do my best to get him liquored up before I attempt to seduce my man into doing any of the “gay” stuff.

If I do manage to lead him down that path, my next purchase may very well be that strap-on I’ve been eyeing…

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16 thoughts on “Double Trouble

  1. Fascinating post. Never really thought of masturbating as a guy as a “novelty.”

    Of course, this could also tie into your earlier plans for your girls to find your sex toys, only now they would have something they could both use at once with each other…

  2. Hi DMM,
    nice to read that you discovered another inventive way to get yourself off :-)
    Did you think about using a fleshlight with it? That would make the “guy action” complete, hehe.
    Have fun with your new toy!

  3. Rachel,
    Thank you for sharing, I love that said you love to watch guys jack off and wanted to see for yourself what you would look like doing. I for one would have loved to you in action. You have one lucky husband! I would be up for anything you wanted to try if I was him!
    Chris

  4. If only your husband knew what kinky pleasures you had in store for him…..
    If he did, he’d be the one jacking off like crazy thinking of his dirty minded wife wanking herself.
    Great post Rach thanks.

  5. I love your invention, and working it to get it just right. Reminds me of when I figured out that the oversized paper towel roll at work was perfect to slide a fleshlight in, and then I could rest the roll on the drawer of the sink, and it was the perfect height for some workplace fun! Wishing you all the best of luck with your Mister, and hope he will join in at some point. Love your stories and the site…

  6. Rachael – you always impress me with your stories. Like Saul said, I never imagined a woman would consider emulating a man. As for your man, I have a feeling he’s almost as kinky as you and would be willing to prove it given a chance. Good luck, we’re all looking forward to reading how it turns out.

    As for the double ended toy itself, would love to hear how you felt giving yourself a DP. Was it what you expected?

  7. now that is something I would love to see you doing, ok so there are a lot of things I would like to see you do or more. Very different and interesting. Best of luck on bringing this up with the hubby, especially the latter portions of what you wrote.

  8. Dam you Rachel, I wish I could me that toys. You make me so honry even time I read you blogg. Please be careful with your husband he might not be so kinky as you to try it with you. Please keep up the hot story and your blogg too.

    Ps can not want for the next chapter of open door policy

  9. This brings back memories. My favorite EX-GF was something out of a porn movie: there wasn’t anything she wouldn’t do and she was good at everything she did.

    On our 3rd date which was more of a sleepover at her place which was 90% sex and 10% sleep is when I did something to her for the first for both of us. Before I got to her place I went shopping to our very large adult store (shopping there wasn’t my first) but what I bought and used on her was. I got a double-end dildo where one end was slightly thicker than the other. Now seeing your pic I wished we tried that but instead what I did was used both ends in her pussy (not at the same time) to lube up the dildo, then using the smaller end I shoved it up her pussy, then I curved it and put the ticker end in her ass. Then I pushed and pumped with everything I had. She had multiple screaming orgasms that day.

    We have done many things similar to that since then. Our favorite us using her zig-zag vibrator and if she is in missionary position I am in her ass and the vibrator is in her pussy and I am using my pelvis to push it in and as I go in her ass and she pushes it out as I am sliding out and repeat.

    If we are in doggy position then I am in her pussy and the vibrator is in her ass but the act is the same.

    BTW you complained about vibrators and what not. Not sure if you ever experienced this before but shop for a G-Spot vibrator. Make sure it’s one that is properly curved and possible could allow you to let go and leave it there as it vibrates like I have with my Aneros Vice. Then just lay there and let your mind drift. If you are relaxed, cleared mind, you will experience a G-SPOT orgasm like I did with my prostate massager and I have done the same to girls (in their pussy’s obviously) and once you experience that there is no other orgasm that can compare to what that feels like. Try it, you won’t regret it I swear. P.S. Get a towel for G-Spot orgasms tend to cause a woman to squirt.

  10. Mmmmm so sexy and absolutely kinky. The thought of the wet dildo in my tight ass as Mama gets a chance to get a good fucking from the dildo. The mother fucker drilling the mother’s cunt deeply was a hot transvestite son and lesbian bitch for the mother and her naughty incestuous depravity.

  11. I’m back after a very busy early January, and now I can enjoy my morning ‘wake up call’ every day reading your blog. Your fantasies & creativity are amazing. Several years ago, I communicated and role played with a woman that loved her ‘feeldoe’. She used it on her boy & girl friends frequently. She told me that it was much better than a ‘strap-on’, because she could orgasm just by using it on her partner.

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