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The First Time

Category: Anal Sex
16.04.2017
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For two years, between the ages of 19 and 21, I was repeatedly sodomized by the same man. It was something that I had been curious about for a number of years but I had no idea of what would be awoken within me, what dark desires would be unleashed and what absolute satisfaction and pleasure I would find from it. It is something that consumes me completely and of the hundreds of times I’ve received a cock up my arse the hunger has never diminished, in fact my lust has only intensified over the years.

This is the story of my introduction to anal sex and while I no longer see the man that initiated me and subsequently created the addict I’ve become I must thank him for showing me a side to myself I may never have discovered on my own.

His name was Andrew and he was a good deal older than me, 31 to my 19 years. I loved the idea of being with an older man, it made me feel grown up and sophisticated, a woman instead of a girl. In his arms I felt completely safe and vulnerable at the same time, it was a giddy feeling. In the short while we had been together we’d made love half a dozen times and each joining of our bodies had been more amazing than the last. He had a slim, athletic build, ruffled dark brown hair and eyes as green as the deep green sea. His cock was incredible. I’d only seen one other man’s penis before his but I have seen a good number since and Andrew’s is still the most spectacular I have encountered. It was a good 7 or 8 inches when he was hard and when I’d wrap my fingers around it the tips would only just touch as it throbbed in my hand. The very sight of it made me flush with desire and my pussy aced to feel him inside me. The first time he entered me I came almost instantly and so intensely that I cried. I didn’t mean to and it made me feel like a little girl when I so desperately wanted to appear like an experienced lover. I felt completely silly but as he held my face and wiped the tears from my cheeks with his thumb, smiling and looking deep into my eyes I felt immediately at ease. As I felt his cock enter me again my head fell back and I drifted off into another place, a place where Andrew ruled over my entire being and held the key to endless pleasure. But I had no idea of what he would subject me to in the weeks to come.

Andrew owned a little red mini cooper. I thought it was the coolest car ever and we’d bomb around Kent together and find little secluded places where we could pull over and I could suck his gorgeous cock until he came. On this day we’d driven out to the country. I’d packed a picnic and we’d sat under a big oak eating sandwiches and sharing a bottle of crisp white wine. Afterwards we lay on the picnic rug kissing, cuddling and laughing and looking up at the grey sky above us. It was a cool day but not cold and I was wearing a white cotton dress in the spirit of summer picnics. As we cuddled closely I could feel Andrew’s hard cock through his jeans and the thin fabric of my dress as he rubbed up against me. His hand wandered to my thigh, his fingers seperated from my naked skin by just a layer of cotton. He looked into my eyes and smiled.

“Oh really?” I said teasingly, brushing his hand off my leg and rolling away from him. Of course I had no intension of saying no to him and when he pulled me back towards him, spooning me from behind I could feel the heat between my legs burning intensely. He kissed the back of my neck softly. He had already figured out what spots on my body drove me crazy with desire, the back of my neck, my left ear lobe, the small of my back, my inner thigh. His fingers traced the curve of my hips as his lips continued to gently peck at my neck and ear. I was breathing heavily now, my pussy was wet and yearned to be tamed by his masterful cock. I’m sure he would have taken me right there and then without concern for prying eyes but as his hand rounded the curve of my hip a drop of rain fell and landed on my calf. Then another and another. Suddenly the storm broke above us. Buckets of water began to pelt down as we scrambled to throw everything back into the picnic basket. Laughing we ran back to the car and jumped into the front seats, giggling and panting.

As we caught our breath the rain outside pumbled the little mini. I pulled my wet hair back into a pony tail and sunk into the passenger seat. I could sense Andrew’s eyes on me before I even turned to face him and I knew immediately that the passions we’d raised only a few minutes earlier in the field had not been dulled by the rain outside. I turned to look at him, smiling suggestively.

“You’re soaked.” he said, looking me up and down.

I looked down at myself. I was indeed soaked through. The white cotton of my dress had become almost see-through as it clung to my breasts, outlining my bra underneath.

“You really should get out of those clothes before you catch your death.” Andrew said with mock sincerity, reaching over and cupping my left breast with his hand. The warmth of his touch through the wet fabric sent a jolt through me and the fire between my legs rekindled and set goosebumps over my skin.

Andrew leaned over and reaching behind me undid the buttons at the back of my dress, slowly pealing it off my shoulders and letting it fall down around my waist. He kissed me deeply and passionately, his hands feeling me up through my bra as my fingers worked to get his jeans unbuttoned. Andrew pulled away from me and sitting back in the drivers seat slide his jeans and pants down around his knees. His beautiful cock sat proud and hard, jutting out from his body in all its sexy glory. I looked into his eyes as I leaned forward and sunk my head down in his lap. I gently licked the underside of his hard shaft, from his balls up to the crown and back down again. Andrew moaned softly as my tongue circled over his balls then traced back up the length of his cock and flickered around the head. I wanted desperately to devour his hot dick but depriving myself of that moment for just a little while only made me savour it even more and I do love a little tease. Moving forward a little I slowly sucked the head of his cock into my mouth, feeling the ridge of the crown as it passed between my lips and back out again. Andrew moaned again and placed his hands on the sides of my head. Taking this as a sign to go deeper I pushed my head down on his cock and moaned as it filled my mouth and pushed into the back of my throat.

“Oh fuck, Portia!” Andrew groaned as I began to move up and down on this thick cock. I wrapped my fingers around what I couldn’t fit in my mouth and jerked him slowly in time to the movements of my lips. I adored sucking his cock, it always felt so incredibly large and I loved how sexy it made me feel to hear him moan my name as I took him as deeply as i could.

I continued to suck his dick, using the occasional breathing break to move down and lick his balls while wanking his shaft with my hand. Suddenly Andrew pulled me off his cock and looked me in the eye.

“I want you so bad.” he said “climb in the back.”

I obeyed, climbing between the two front seats and into the small back bench of the mini. The rain continued to pour down outside but it wasn’t the only thing that had gotten me wet. My pussy felt soaking as I slid my underpants off and rubbed my clit and watched Andrew navigate his way into the back seat with me. We’d never had sex in his car before and the back of the mini was a far cry from his king size bed. Andrew took my hips and maneouvred me onto all fours. With my knees tucked under my stomach there was just enough room for Andrew to crouch behind me. He pulled my dress up around my waist exposing my soft white backside. His strong hands gently stroked my thighs as he planted soft kisses on the small of my back and over my bum. He parted my cheeks and I could feel his warm breath on my wet pussy. Then suddenly his tongue running over my lips and flicking at my clit. I cried out at his sudden touch and pushed my arse back against his face but he teasingly pulled away, stroking my thighs once again and leaving my pussy crying out for more. He cruelly left me hanging, knowing the longer he deprived me the more I would be under his spell. Then he was back, his tongue dancing on my clit and then pushing inside me. He held my hips as he hungrily lapped at my soaking cunt, then his fingers were inside me, curling up and hitting my G-spot as his tongue ran over my clit again and again. I gripped the side of the seat as a tide of pleasure began to build within me. I was moaning and breathing fast and hard when the first wave struck, tearing through my pussy and rippling out across my skin. Then another and another.

“Oh my God!” I cried, as I came hard on Andrews tongue, grinding my arse back against his face.

Slowly the orgasm’s grip released me and left me panting in a curled up ball. Andrews fingers were still inside me, gently moving. I knew he’d want to fuck me now and I couldn’t wait to feel his big cock impale my more than ready pussy. But Andrew continued to finger me, long and slow and was now kissing my bottom again as he kissed down the back of my thighs he replaced his fingers with his tongue again and licked gently over the sensitive lips of my pussy. It felt amazing and I certainly didn’t protest but I wanted his cock now more than ever and was slightly confused by his tongue’s return. He started lapping at the very bottom of my slit and then around the little area between my pussy and my arse, then without warning his tongue glided over arsehole. No one had ever done that before and the sensation was incredible. For a moment I thought he may have done it be mistake, a momentary slip, but seconds later he was back, his tongue circling my tight opening and sending all sorts of confused messages to my brain. I didn’t quite no what to make of these new feelings, it felt incredible but should I be enjoying this? Suddenly my thoughts were broken by Andrew’s voice.

“Do you like that?” he asked softly.

“Uh huh…” I mumbled back.

“Want me to keep going?”

“…yep…” I managed.

Andrew returned to my arse, his tongue slowly awakening new feelings inside me.

As he continued to lick my arsehole, his tongue now pushing harder. His hands gripped my cheeks and held them apart while he tried in vain to push his tongue into me. Gradually his efforts were rewarded and a completely new sensation rushed through me as his tongue actually entered me and began moving slowly in and out of my arse.

Short, quick breaths began to escape my lips as his tongue pierced and probed me. His fingers found my pussy again and as they began moving in and out of me in time to the movements of his tongue another orgasm took me over and drowned me in waves of pleasure.

Andrew had no intention of slowing down in his pursuit to take command of my arse however and as my orgasm subsided I felt him draw his wet fingers from my burning snatch and begin pushing them against my puckered arsehole. I was well lubed from his saliva now and my arse gave little resistance as his finger slid into me and began moving in and out. It felt so foreign and invasive and I could feel Andrew moving his fingers and opening me up. I felt weirdly guilty for letting a man do this to me but an even stranger guilt for enjoying it. While our love-making had so far been intense and unrestricted, we’d never even discussed doing anything like this. I’d been with only one other man before Andrew, a drunken fling at a party that ended with the loss of my virginity. Add that to the half a dozen times that Andrew had made love to me (not including blowjobs) and that brought my sexual encounter count to a whopping seven times. And now I was about to be fucked up the arse!

With hindsight I wasn’t really ready for it but there was no way I would have said no. I was so desperate to please Andrew in everything that I did, from how I dressed and spoke to what we did in bed that there was no way I could ever deprive him of something that gave him pleasure. I’d only known him for less than a month afterall, what if this was something he did with every girl he’d been with? If I said no he’d leave me for someone else less uptight.

I was brought back to reality as Andrew slide his fingers from my arse. I felt strangely empty and suddenly missed the sensation of him penetrating me, missed the feeling of pleasing him. I felt him lean over me, his hard cock pressed against my arse cheek as he kissed my neck and whispered in my ear.

“I really want to fuck you baby, are you ok with that?”

I knew he meant fuck me up the arse but he didn’t say that. I don’t know if he thought that would make it harder for me to accept but it wouldn’t have mattered. My heart was racing a mile a minute and I was deathly scared. Not because I thought it would hurt, I could live through that, but if it was unbearable I was scared of having to ask him to stop. Scared that he would suddenly see me as a little girl or unable to live up to his desires.

I turned my head and kissed him.

“I want you to do whatever you want to me.” I said.

Andrew smiled. It was a smile I hadn’t seen before. His face didn’t change but there was a small fire in his eyes that seemed to spark and set alight.

I turned my head back and braced myself for his cock. I was still curled over on my knees and Andrew took my hands and drew them behind my back.

“Hold yourself open for me baby.” he said.

I did as he asked, taking hold of my cheeks and spreading them for him. I felt the soft/hardness of the head of his cock brush against me and then it was pushing at my tightness. He took hold of my waist for leverage and continued to push. I bit my lip as his hard dick slowly forced its way into my virgin back passage. It felt enormous, like it was going to tear me in half. My fingers gripped the side of the seat as I fort against the pain. It wasn’t excruciating but a numb tightness that enveloped my whole backside.

Andrew wedged his cock into me further eliciting a small wimper from me. He stopped pushing and kept still for a second. I waited to hear him ask me if I was ok but it never came. He just let me rest for a minute then continued to grind his cock into my arse. Surprisingly the short break seemed to have helped, the numbness had subsided a little and now my arse just felt extremely full. I was sure Andrew’s entire cock must have been buried in my arse by now but he seemed to keep going, pushing another and then another inch into me until I could feel his balls brushing against my sopping pussy. Andrew stroked my arse with his hands and moaned, then I felt him drawing back, then pushing in again. He moved slowly at first, drawing his cock nearly all the way out of me then sliding it back in. My arsehole gripped him like a vice as it was fucked for the very first time. It hardly hurt at all now and the feeling of taking him like this began to wash over me. I’d naturally gravitated towards the more submissive role in bed but this was a whole new level. It was deeper and darker and incredibly erotic. It felt more intimate than anything I’d ever experienced. It was a complete and utter surrender and as I lay there feeling this man’s cock so deep in my arse I suddenly felt entirely at one with him. I would never have believed the all encompassing intensity that would come from having my arse fucked. It had tapped a new and unknown reserve of ecstasy.

Andrew was pounding my arse now, his cock pistoning in and out hard, fucking me senseless. I reached between my legs and touched my pussy, it felt like it was on fire and one hundred times more sensative then ever before. As my finger brushed my clit it seemed to flick a switch inside me. I began cumming before I even realised it. Crying out over and over as my fingers became a blur over my pussy and my arse clammped down tight around Andrew’s cock, the orgasm taking me over completely and shuddering through my entire body. This must have sent him over the edge for he grabbed my shoulders and rammed his cock up inside me, exploding and filling me with his cum.

I lay there, still curled over myself, feeling slightly stunned. Andrew withdrew his still hard cock from my arse and I could feel his cum trickling down the inside of my leg. It had stopped raining and I hadn’t even noticed. Andrew opened the door and stepped outside. Retrieving the picnic blanket from the boot he placed it over me, leaned in and kissed me fully on the lips.

“I think I’m in love with you.” he said.

I looked up at him and smiled, “Can we do that again when we get home?” I asked.

Andrew smiled back, closed the door and jumped in the drivers seat. It had taken us 45 minutes or so to drive out to the country that day. We were home in 20.

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