I remember our first discussions about anal sex.
His hesitancy. The curiousity, tinged with pre-emptively contingent BUTs.
His knee-jerk reaction to a question I hadn’t even posed. “I don’t want to be pegged,” he said.
Oh, don’t you, now?
Considering I hadn’t mentioned anything about pegging him – nor about my penetrative anal experiences with other partners – I found his “don’t want” declaration to be adorably, if presumptively, premature.
I took it with a grain of salt (and a sense of humor) though, and moved on to other topics.
But for him, the idea lingered.
.
FAST FORWARD
.
One by one, the memories flit, in blurred-edge detail, morphing one into the other…
Him, tentatively exploring the concept of pegging on his own – through images and stories – and hesitantly sharing with me the things that turn him on;
Me – always the voice of pragmatism and reason – walking through the maze of his mind, untangling the fears from the desires, pointing out the practicalities, painting broad stroke pictures of “what if…” into which he can further delve;
Us, toy shopping together to pick out a not-too-phallic first-time anal toy – body-safe and enticingly curved – for him to try;
Me, penetrating his ass with condomed fingers as he lay spread-eagled and blindfolded, his panting moans the sweet symphony to which he writhed and wiggled against the gentle assault of my digital ingress;
Him, via long-distance video, taking our new toy inside his body for the first time and stroking himself to its rumbly vibrations while I watch;
…until somewhere, in the in-between, the “don’t want” became desperate desire.
.
Gradually he started sharing more images, writing more explicit fantasies, exploring shapes and sizes and concepts and contexts in his imaginings, and talking more openly with me about what it was he actually did want.
Then, a couple months ago, he sent me this:
Oh sweet boy… I don’t think you know quite what you’re in for…
.
We bought a strap-on the last time we were together, but I’ve not yet used it. Instead, I am taking my time – as is my way – letting the myriad pleasurable possibilities penetrate his imagination between now and the next time we meet, so that by the time I penetrate his body, there will be no more BUTs to his “I’m interested.”
ANDs? Yes.
Presented with face-down, ass-up, spread-cheeked lustful need. If you please.
.
The appropriate answer, when I *do* ask the question (I never asked, remember; he’s the one who initially brought it up), “Do you want me to peg you?” is “Fuck yes. PLEASE.”
.
He’ll see, when we reach our erotic sexploration destination, that the road we’ve traveled, leading there, has been long and winding.
But in the after, when the time comes to look back…
…it’ll make for a helluva trip down memory lane.
.
Wishing you patient . . . and slow . . . explorations. With of course, lots of lubrication!!!
Xxx – K
Modesty Ablaze recently posted…Building Sites Modestly Re-visited #wickedwednesday
Well, I can’t say that patience is his strong suit. But(t) I’d much rather have to rein an over-enthusiastic partner in than have one who’s not ready or willing. 🙂
I really love this post and this part says so much: “… that the road we’ve traveled, leading there, has been long and winding.”
Sometimes we need to travel those roads in our minds to come to an understanding about ourselves…
Lovely post!
Rebel xox
I agree. Sex – any kind of sex – is, for me, 90% mental. Taking the time to mentally/intellectually/imaginatively explore new ideas experiences ahead of time makes their actuation all the more amazing. 🙂
Getting my partners’ heads involved… Well, let’s just say it intensifies the pleasure of a mind fuck. 😉
Your relationship blows me away. I always try to get my man into anal exploration – me to him – but not happening yet. Great post 😉
This particular relationship has developed in some unexpected ways. The prospect of pegging is one of the more delightful turns we have taken. 🙂
OML…what a chuckle this gave me as it sent me down memory lane here!
And yes—yes it will make a helluva trip down that lane.
(And I’ll drop a quick “HEY GURL!!!” {{HUG}} here as I whiz past ya…life has us by the short–really-really-short ones…but I always make sure I read you when you hit my reader thinigie….you keep me smiling……some days I come looking for you just for the smile!!)
Awww. ❤
Always nice to see you, my friend. xoxo
Consent is hottest when it’s super enthusiastic, always! Great post. ^^
Oh, I absolutely agree – “ALL IN” is a huge turn-on for me!
Mmm pegging. Ryan and I had lots of fun with our anal explorations. In fact he was more ready than I was (something to do with the size factor I think). The funny thing is if we were to hook up now, I’d be his equal in the sport!
Changing times and long journeys…
Great read Feve!
Indie
xx
‘Sport’ is definitely the right word for it. 🙂
Feve: I absolutely love your caption on that cherry pic.
And a very sexy write overall.
Heh. Noticed that, did you? 😉
Ooo this journey is so very erotic. Lovely post x x
Thank you!
I love how you have let him basically drive and build his own desire for this by just planting an seed and sitting back and letting it slowly grow. It is something Michael has done with me on a few occasions and I think it is a very beautiful thing to do with a partner
Mollyx
Molly recently posted…Magic Moments
Witnessing – and nurturing – the morphology from “planted seed” to “full bloom” is an intimate experience. I agree: it is a beautiful thing. ❤
Love this exploration and intriguing journey
Exploring something new, with the right partner(s), is always an intriguing adventure. This one has been a lot of fun. 🙂
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