My First Anal

As a teen the impression I'd always been given from friends and porn was that anal was filthy and taboo. I happen to like filthy and taboo, but most guys I encountered didn't ;) I'd fooled around with one guy asking him to finger my arse while I was on top of him riding his cock. Hearing my 18yo self asking him to do that seemingly drove him wild and up until a year or so ago that was the best night of sex I'd ever had. I finally let go of some of my inhibitions and took control of my pleasure, asking him to play with my arse while I rode him and rubbed my clit to huge orgasm at least 3 or 4 times.

The very first conversation I had with H I was pretty explicitly clear on my opinion on anal, "I enjoy anal play, I don't care if that makes me a slut", a line he still likes to throw back at me to tease and watch me blush every so often! The first time we met I told him I'd never done full anal but really wanted to, so we started the process of building up. 

I was bent over the bed, feet stood on the floor with him stood behind me. Legs spread I suddenly felt cold lube on my arse while he was finger fucking my pussy. He told me he was going to put the beads in and my heart quickened while I tried to relax to take them. I felt them slide in and was groaning in enjoyment, he asked if I wanted more, to which I replied I did. I was starting to feel very full and was torn between fighting this newer, more intense sensation and just giving in to it. Next I heard the words that never fail to make me quiver, "Good girl". I'd taken them all and he then told me to expect to feel even fuller as his slid his cock into my pussy and we fucked hard. It was amazing and I knew I needed more anally. 

The next time I saw him he had warned me that we were going to have full anal. I was excited yet nervous all day waiting to see him. All I kept thinking was why did it have to be a guy with a huge cock I was going to let rodger my poor virgin bum hole. After he arrived I was on serious edge knowing what was coming. We didn't waste too much time. 

"Get on the bed on all fours, now." I resisted, trying to stall for time which earned me a spank. "Now!" 

Eventually I did as I was told and knelt, waiting, my heart thudding like crazy! He spanked me a few times to get my skin tingling. Next he inserted one lubed finger into my arse, immediately sending me into moans of pleasure, he added a second while I groaned and pushed back on his fingers. Next he pulled out a small glass dildo and gently pushed it in against my resistance. This feeling was something entirely knew and I loved it, I was groaning and desperate to just try and take his cock as this point. He seemingly read my mind, moving the butt plug away I heard, "You don't need that do you? You want my cock don't you?" Quietly and shyly I responded in a whisper "Yes". 

I was still facing away from him on all fours, I couldn't see and didn't look what he was doing, concentrating on slowing my breathing and relaxing. I felt more lube being applied to my hole and a finger or two slipping in to help stretch me. Then I felt a hand snake around my hips and his head pushing against me, trying to gain entry. It took what felt like forever for me to relax enough to even let him try and enter me. Eventually, he popped in and at that moment it hurt so bad I almost shot off the bed. He commanded me to keep still and move back towards him. He pushed his head inside again and then held still, letting me get used to the feeling. After a few seconds to gain composure I gave him the okay to start moving which he did. I felt so full I thought I might split, but I was determined to enjoy it. I slid my hand between my legs and started rubbing my clit while he fucked my arse. I asked him to hold still and let me do the moving. Within a minute I had the most mind blowing orgasm pushing myself back on his cock. 

I didn't fully enjoy anal until probably the 4th time I did it. Now I love it! I swear by a decent lube though! 

DD xXx