It actually came as a bit of a surprise, which I found funny because of the whole “surprise butt sex!” jokes there are on the internet. Well I’ve been wanting to try it for a long time, and I think I’m going to end up really liking anal when I get more used to it!
It started off with meeting this guy who I sort of know, and just going to have some drinks. Well Sunday evenings in London turns out to be a very bad time to try going out because everything is closed. Somehow we ended up going for a full dinner, and then back at the hotel bar where he was staying. Ah yes, another International Man of Mystery, it seems I really do have a type! Well as we finished our drinks he asked, somewhat nervously, if I wanted to go up to his room. I said yes, because he was very attractive and my body was already reacting to him.
I don’t know what made me believe he was nervous, this man was a pro. As soon as we closed the door and walked in he kissed me hard on the mouth. A part of me was taken aback by this approach but any protest quickly died out as my body set on fire. It had been a while since a guy has made such an impression on me. I tried to kiss him back with as much force but he pulled my hands away, and at that moment my mostly dormant submissive side kicked in. The entire atmosphere change in one, quick sizzling moment.
The dress I was wearing came off pretty quickly as I was pushed back onto the bed. The soft linen felt cool against my skin. My bra was pulled down and my breasts exposed, both nipples standing out for attention. He placed his mouth over one peaking mound whilst taking the other between his index and thumb and squeezing tightly. It sent an electrical shock through my body, make me gasp out in pleasure.
I didn’t get much chance to think however, his assault on my senses changed rapidly and continuously. His fingers probe away my panties which are already soaking and he gives me this sly smile, and I’m overcome with this feeling of fear but also heightened anticipation, like when you’re on a roller coaster that is climbing up a very tall drop. He pushes one finger into me and starts a very fast rhythm. For an instant I am able to think “I’m in trouble” before he inserts another finger and picks up his pace. My body is writhing, waves on sensation washing me along, and I can’t stop my moaning which are becoming rather loud. He has no mercy though and quickly takes me over the edge in one sheer drop, my entire body sweating and convulsing, bra still on at the edge of the bed.
It takes me a while to come back to my senses, by which time he’s removed both of our clothing and looms over me. He’s so big. His broad shoulders block out the light above and I’m cast into his shadow. He’s not smiling now though, instead hesitant because he’s still not sure if I’m ok with this. I realise that I desperately want him, that I would be not ok if he didn’t take me soon. So I smile and wrap my hands around him and he enters me in a single bold stroke, filling up my body and making me tense momentarily by his size which is all I can feel.
He starts of slow, whilst my body is adjusting, and I have my eyes shut because the feeling is just so overwhelming. But he gets into a set pace and my body relaxes against him, and I open my eyes to see him looking at me. My mistake. Our eyes meet and suddenly he thrusts really hard into me. Just the once. But it shakes up my entire body as I feel him hitting my cervix, and my mouth is hanging opening at the shock of it. But it doesn’t feel bad either, in fact, it’s wildly thrilling and I keep eye contact with him as he does it again. The only thing that matches his strong pounding is the volume of my cries of ecstasy which I can’t keep from rising. He keeps me on edge, being gentle, then being rough, or really hammering into me before slowly stroking my body to calm down. I’m never sure what to expect, but I know that it just feels amazing.
He has amazing stamina too. Before I really realise it I’m completely drenched in sweat, and the air smells heavily of sex. My body won’t stop shaking and I think if I tried to walk now I would get very far. I’m lying on my stomach, panting from exhaustion, thirst but also this feeling of infinite happiness, that I can only explain was caused by the expertly thorough use of my body, which he has granted a small break. Now though I feel a hand on my back, gently massaging the muscles in relaxing strokes. I feel him climb over me but stay lying on my front feeling very relaxed.
Again I feel the curious tips of fingers playing with me, but this time they make long strokes down my opening, but then also towards my bum. I squirm a little bit, but don’t say anything as more attention is focused around my bottom, and soon I feel a pressure as he slips a finger in. I wince in pain slightly, it feels very wrong. It’s completely different to when I’ve tried it myself, instead there is this feeling of unease that I have no control over it. He must have known though because he tells me to relax and is very gentle.
I do relax, and soon I know he is replacing his finger with the head on his cock, lining up against my bum and pushing in ever so, ever so slowly. I don’t think it’ll go in. His cock is too big, I’ve never taken anything that big up there before. I feel like he’s splitting me in half, I can feel the sweat drip down my forehead, and I’ve never felt so full in my life. However I find myself holding my breath, hoping it goes in, that I’m able to take it. I want to like it, and so I try to relax a little but every time he pushes further into me the more scared I get. He’s very kind about it though, holding still and letting me adjust. Sometimes I feel like it is too much and I tell him so and he stops his movements and waits for me to be ok again. When I get more used to it it feels amazing, and I want to practice more until it doesn’t hurt quite so much. Eventually though, and probably not so long after starting, I ask him to stop and pull out because the feeling is too intense. He does so and let’s me catch my breath again.
The feeling really is intense. I can’t think of anything else that is like it, but I didn’t dislike it more. Instead I only wished I was a little better at it, and I make a mental check to practice more by myself when I’m at home. Later we end up fucking normally, and he pulls out and comes all over my body. But I’m very happy with my first anal experience, but also happy that I won’t be meeting him anytime soon because my body probably can’t take his attention too often. I feel like I’m goldilocks, looking forward to finding the sex that’s just right! Although this time felt pretty damn amazing.