So from breakfast cereal to anal play that's quite a gear shift.
I'd say comfort with anally related activities is not something I'm just comfortable with but something that is almost engrained within the fabric of my being. Whilst I've always appreciated the human body holistically I've always had a penchant for the female derriere going back to some of my earliest memories.
My own anal explorations started as early as I recall being sexually aware I recall having incorporated anal activities into my onanistic play even before I'd had my first orgasm. For me it has always been very natural, that early exploration and having taking the time to really get to know myself in that way has impacted how I've approached anal play within the context of sexual relationships.
When receiving anal play for me it's about pressure I love the sensation of pressure there, consistent pressure. What I mean by that is that I love an insertion I love toys particularly if they have sufficient weight and density, think metallic, glass/crystal or high grade silicon. I love the initial feel of pressure against my anus and then how it yields, relaxes and stretches to accommodate. But once the toy is inside and my anus and rectum grip it tight then it has to have a substantial feel to it a cheap light weight, low density toy no matter the size is not going to give the same level of satisfaction as something that has that weighty feel. When it comes to fingers it definitely has to be two or more to give a substantial feeling. I don't enjoy so much once fingers or toys are inserted to have an in/out motion rather I love the feeling of my prostate being massaged with consistent pressure if fingers are being used. If it it is a dildo I love more for it to remain inside and be slowly gyrated or if a plug for it to remain in situ just filling me. I have been pegged on a handful of occasions and love the experience but I really have to be with someone for whom I crave for them to do that to me and it is rare and those that have with me were experienced. I'm not however fond of being rimmed I personally find it ticklish in an annoying way like an annoying itchy sensation and it just doesn't deliver the intensity that I enjoy.
When it comes to a woman's anus I have to say I find them extremely visually pleasing and genuinely find them very beautiful strange as that may sound. I genuinely delight in anal play on a woman in so many ways but the key thing for me is that she is just as comfortable or into it as I am. The thought of a partner doing anything just for my pleasure or my sake is off putting as soon as something isn't mutually comfortable or mutually enjoyable then it really loses its appeal.
I'm definitely more into anal play on a woman than anal sex not that I don't enjoy the latter but I love the versatility and variety in anal play. From play that is lightly teasing and tentative to something more committed and satisfying. I particularly love facesitting with rimming. Also when it comes to anal sex I love to penetrate but rather than do the in/out motion I love to stay pushed to the hilt and lightly gyrate and rotate my hips whilst holding her closely. I love the sensation of this plus it allows me to last longer.
One of my little bugbears is that often women overly sanitise in anticipation of anal play. One of the things that really heightens my arousal is the scent of a woman when I'm down there how the scent of her ass coalesces with the scent of her sex, the light build up of sweat and musk's throughout the day that is so intoxicating, pheromonal and really drives me wild. When that is all washed away it strips away a layer of something so natural that it really detracts for me personally and diminishes my pleasure.
