When I was a kid (perhaps around twelve), I got curious about women and began borrowing my mother’s bras, panties, and stockings. I started wondering what it felt like to be female, and later on, what it would feel like to take penetration. At first, I used carrots and small cucumbers until one day I discovered my parents’ toy drawer. It seems a bit strange now that they are involved in the mix, but back then curiosity and horniness kept me from caring too much. I’d dress up (putting a condom on the dildo), strap it to a chair, wall, or floor, and suck and fuck away like a young slut. I loved that feminine sensation of having my rear end rammed and filled. (I’m sure many here relate.) After years of this routine, I began worrying if I was gay—even though men’s bodies didn’t/doesn’t really turn me on much, except for the cock itself. Since this went against my religious beliefs, I stopped everything, even masturbating. I became quite devout and met my wife, waiting until marriage to have sex.
My wife and I have been married for about five years now and have some wonderful children. We are both very conservative and religious folks (which is why we were both virgins when wed). A couple of years ago, the urge returned in me. When my wife was out, I bought small cucumbers and masturbated with them while wearing her clothes. She being as conservative as she is, I hesitated to bring it up directly. I tried hinting at it but stayed vague because once you say it aloud, there’s no going back, and I needed to be ready for the big questions. I started bringing up anal sex during those times. She reluctantly gave it a try and loved it. Then I mentioned her using a strap-on so she could return the pleasure let me experience that feeling, plus the whole prostate “P-spot” aspect. She seemed a bit weirded out but quiet about it; however, I pushed her to give it a go, and I was thrilled. I hopped on my computer and ordered an 8-inch strap-on. When it arrived, during one of our bedroom sessions, I pulled it out. Bless her heart, she put it on and used it (in doggie style). I enjoyed it so much that I started talking dirty (fuck me harder… Oh, yea… Make me your little slut… O-o-h-h F-u-u-u-c-k M-e-e-e-e!), barely noticing that she wasn’t enjoying it at all. There was a bit of distance between us for a few days until we finally talked it through. She was totally freaked out by the whole experience. The dildo has mostly sat unused since then (except when she’s away for long stretches). She said it felt unnatural and worried me might be gay. I get that, but I’m fairly certain I messed up by pushing Way too much, Way too fast. Now she feels negatively toward the entire thing. DANG IT, I AM STUPID!!!!
Fortunately, I was smart enough to back off for a bit and return to vanilla sex (which is AWESOME). I started asking her about her fantasies, seeing if there’s anything new she’d like to try. There were some nice ideas, like making love in a sunny country field under a tree, but nothing anyone would call truly kinky by any stretch of the imagination. I kept asking and still do occasionally, though no breakthroughs yet. (I’m working on finding that perfect spot out in the countryside.) This time, I tried easing into it more by saying I like being guided—having her tell me what she wants while we make love. She liked that approach. Once that became part of our routine, I brought up making me do things for her too, such as licking her pussy (which she dislikes because the orgasm is so intense and makes her feel out of control—an irony given someone who didn’t want to take charge in bed), or perhaps waiting until she orgasms before I climax. She showed interest and really got into it. For the past few months, we’ve been having sex with her on top almost every time. She’s coming out of her shell quite a bit. During sex now, she holds my hands down, takes one hand to finger-fuck herself, then makes me lick off my fingers (I pretend like I’m suffering), plus some face-sitting action (especially if I’m about to cum). A few times I climaxed too early, and she ordered me to clean her up. She kneels over my face, pinning down my arms and riding my face to orgasm while I struggle to breathe and swallow all my cum along with her juices. It is GREAT!
Just a few nights ago, I suggested that tying me up and putting on plenty of condoms could help ensure I last long enough this time so the stimulation isn’t too much until she’s ready for it. She got really excited by the idea—and did I!—I almost blew my load while she was rolling those condoms onto me! She rode my cock to four orgasms. It only took three thrusts after she removed the condoms for me to finally blow! She was a bit too exhausted afterward to have me clean her up, though I wish I could right now! Wow! Am I ever horny just writing about this. She didn’t go along with the tying-up part; it seems she isn’t quite comfortable with that yet.
I hope this is just the beginning of a long and joyous road toward her sexual domination over me. I just need patience, and maybe one day I’ll be in my sissy clothes, locked up in chastity, while she rams my ass with a strap-on. For those of you here sharing my situation: be patient, take it slow, and hopefully learn from my mistakes. To those who have “been there, done that”: I’m open to advice. Particularly ideas on what comes next—ways she can mildly dominate/control me.
I wonder if I could compile a bunch of your suggestions and then go through them with her, trying the ones she finds interesting? Thanks for reading, Mr. Blueballs