My Bi-beginnings

by sidegaviota

20 Apr 2009 2044 readers Score 8.5 (4 votes) PDF Mobi ePub Txt


How I discovered my homosexuality. Well, I can't remember the moment precisely for it happened a very long time ago. As a young manI was apparently straight. I'd had a crush or two on girls although I was extremely shy to do anything about it. I'd masturbate to fantasies with girls or movie stars and I enjoyed looking at Playboy magazines.

Then one time I came across a deck of porn cards where, for the first time I saw the hard stuff; voluptuous women having sex with huge cocked men in every conceivable position. It was with these cards that I noticed that although the women were very appealing to me so were the men fucking them. I was getting turned on by their big cocks. On close-up penetration shots I started wondering what the women were feeling as opposed to what the guys were feeling, especially on the anal sex photos. I remember the women's lustful expressions with the huge cocks buried deep up their asses and I started to imagine what it would feel like to be in their place. After all, their anuses weren't any different from mine.

To satisfy my curiosity I began experimenting. One day while taking a bath I began to explore my anus. I slowly inserted my wet finger into my tight hole and discovered delightful new sensations. It was warm and silky inside and ... It felt so good!

With my finger stuck deep inside my ass I jacked off and came pretty quickly as I stimulated myself from both ends. I felt my anus tighten progressively as I neared the climax until I exploded with the most intense orgasm I'd ever felt. Now I could understand the women in the porno cards. From that day on, I masturbated using the double stimulation I'd discovered. And the fantasies to which I'd jack-off now involved being fucked instead of fucking.

During this time I also discovered my fancy for women's underwear. I stole a couple of panties from my sister and during my now lengthy showers I'd put them on and looking at myself in the mirror I'd fantasize even more. My big round butt looked so sexy in the red bikini panties. It was so arousing that in seconds my penis would be as hard as a bat, and oozing pre-cum. I would imagine myself standing like this in front of guys just waiting to be taken. In time I substituted my finger with a candle as an improvised dildo. The sensations of fullness it provided me with were so delicious. I'd masturbate up to three times per session. I would lie on the bathroom carpet with my legs propped up on the bathtub, pumping my ass with the candle until I'd explode shooting warm sperm all over my chest.

Sometimes a squirt or two would land on my face, giving me a taste of my own juices. Again, the photos of women licking sperm off big cocks came to my mind. Oh! I really wished I could taste another man's dick but that wouldn't happen for a long time yet.

I didn't loose my 'anal virginity' until I was about 19 years old. It happened on a late warm summer afternoon. I was hitch hiking on a road outside Washington D.C. when a VW pulled over and took me in. The driver was a tall well dressed man in his late thirties. He was pretty good looking. He had olive skin with Middle Eastern features and was wearing a very appealing cologne. We drove along for a while just talking about trivialities until suddenly, without any warning, he placed his big hand on my thigh. I just froze as a rush of adrenalin shot through my entire body and focused in my groin. I didn't know what to do. I momentarily glanced at him and then I just kept my eyes on the road ahead. Sensing no negative reaction from my part he softly caressed my thigh telling me how sexy I looked in my tight, low cut jeans that were in fashion back then in the early seventies. Without any delay, he went for my cock which was now fully erect and throbbing with desire. He started caressing and squeezing my bulge letting go momentarily every now and then to change gears. At a traffic light he told me to unzip my jeans as he was doing to his pants. I obediently complied while I peeked at the package he was pulling out from his zipper. It... was...big. It wasn't fully erect yet, but it was getting there fast. It was a long, dark brown shaft crowned with a purple-pink head. Some foreskin still covered its head until he peeled it back to show me the head in full splendor. This penis was much larger than anything I'd ever seen at the school showers. I must have been staring at it so that I didn't notice we were on our way again.

'Go ahead and hold it' he said as his hand went through my opened fly to feel my penis. 'Hey, you're packing quite some meat there' he lied.

I must be honest for I know my dick is smaller than average at just 5 in. But I appreciated the compliment and shyly put my hand around his now hardened shaft. It was like a dream. I had never touched another man's penis and it felt great. I could barely wrap my fingers around it. It was surprisingly hard and soft at the same time as I stroked and squeezed its length. We stroked each other's penises for some time until we somehow ended up at some picnic area of a park. Being the middle of the week, the place was deserted. He killed the engine and for a moment we just sat there feeling each other. I couldn't take my eyes off the dick I had in my hand. Precum was oozing from the tip making its head shiny and slippery. Then he slid his seat back and told me to go ahead and put it in my mouth. Hesitating for a few seconds I obediently bent over and awkwardly slid the head of his dick into my mouth. For the first time in my life tasting and smelling another man's penis. I must say it tastes much better than a pussy. As soon as I wrapped my lips around his dick I heard him ahh with delight and another sample of his precum oozed into my mouth. 'Just leave it in your mouth' he said. 'I don't want to come just yet'. By this time he had his hand down the back of my jeans and had started to explore my tight hole. Lubricating his finger with saliva and rotating it around my anus he slowly introduced his finger into me. I loved it! I couldn't believe what was happening. Here I was with a man's penis throbbing in my mouth while simultaneously being finger fucked. He kept telling me what a beautiful ass I had and with his free hand he began to stroke my long hair gently pushing me head down on his penis.

I could only go down so far without gagging and being kind enough to notice my inexperience, he told me to just enjoy sucking on the head and licking the length of his shaft. I gladly followed his

instructions to the letter and relaxed to enjoy my first cock; slurping the head like a lollipop and licking the entire penis I held in my hand. With his index finger deep in my ass he explored my rectum massaging my prostrate and hot innards. Making me hotter by the minute. 'You like my cock, don't you?' he said. I replied with a 'umm, humm' without taking his cock out of my mouth.

How would you like that cock inside your cute little ass?

When I heard this proposition I froze. Things were happening so fast and being this my first, I was totally confused and a little bit scared.

'I really want to fuck you... to make love to you... make you feel like you've never felt before' He whispered softly in my ear.

Letting go of his delicious manhood I sat upright and told him I had never done this before and explained to him all my fears. To this he put his arm around my shoulder and very sweetly kissed me on the lips reassuring me that he would never hurt me. That he would coach me along and be gentle. With my hand still holding his cock and my heart racing, I agreed. 'You're gonna love it!' he said. 'Wait here just a sec.' And he got out of the car. I just sat there trembling with a mixture of excitement, fear and lust as I watched him open the trunk and pull out a blanket. He opened the door on my side and invited me out. 'Here?' I asked. He told me not to worry. Nobody came to this park on weekdays. So I stepped out and followed him to the right fender of the VW where he had spread the blanket. He coached me to bend over the fender and hood, and he slowly pulled my jeans and underwear down. My heart was pounding so hard that it felt like it was stuck in my throat. He began to caress my buttocks complimenting me on how soft, round and big my ass was. Then he poured some lubricant on my crack and smeared a good amount on his penis. Following this he stuck his finger back into my tight hole. First one finger then two all the way up to the knuckles, coaching me on how to relax my sphincter. Truly enough I relaxed and with my fears all but gone I began to enjoy again his exploration of my butt. During all this time he kept up his soothing words until he pulled out his fingers and grabbed his throbbing cock and began sliding it along my wet crack. I could feel its head spreading my buttocks apart, pressing on my anus and then sliding up my crack. He did this several times, each time pressing a little harder on my entrance. I was dying with anticipation and desire feeling his cock rub past my hole. Finally the moment I'd been waiting for all my life came. He pressed his manhood against my wet anus and began pushing in. I could feel the head pressing hard at my opening, dilating it slowly. Then the pain started and quickly increased. It really hurt and I started having second thoughts about all this. I could recall from having his cock in my mouth that it got thicker a little past the head then suddenly I felt my tight anus ripping at the pressure of the invading penis, sending waves of pain through me. 'It hurts, it hurts too much' I cried. 'Please stop, I can't do this' But this didn't stop him from pushing his rod further into me. 'I can't, please stop' I insisted on the verge of tears. It felt like I was being rammed up my ass with a baseball bat. He finally stopped and whispered to my ear the old lie... 'It'll be just be the tip. Don't worry the pain will go away I promise' And he really stopped for a moment, pulling back just a bit to reenter my ass again, each time a little further into my hot and moist interior. He reached forward and grabbed my penis which by this time it had almost disappeared like a frightened turtle. With a little lubricant still in his hand, he stroked at my penis bringing it back to life. The pain was quickly subsiding as pushed his penis into me a little bit further with each stroke. 'Ahh, you're so tight and hot' he said 'And I can see you're loving it too' And he was so right. I was feeling sensations I had never imagined in all my fantasies. His penis sliding into my ass, expanding my rectum and filling me up deliciously. On the out stroke he would come out up to the head producing a suction effect inside me and, as my anus was just beginning to close he would push his dick back inside my hot ass. I had a full erection by now and his rhythm was slowly increasing. There was practically no pain as total ecstasy invaded every cell in my body. My anus was by now dilating painlessly as he pumped my ass. I could hear him panting and grunting in pleasure as he was nearing his climax. We were both panting for air, our bodies fused into one. Finally, after a long time, he reached his point of no return and rammed his throbbing member deep inside my silky, hot ass and stopped all movement. 'Uhhh, uhhh, Ahhhh!' I heard him blurt out as he shot his load into me. As there was no movement, I could feel his thick penis pulsating inside my rectum as he ejaculated. Hot jets of his sperm bathed and filled my insides. These sensations soon brought me to orgasm. My anus clamped hard around his still throbbing penis, squeezing the last of his load and finally contracting uncontrollably as I exploded with the most intense orgasm I'd ever felt in my life. 'Yeah, come baby, that's it, come' he said as he felt my hole contract spasmodically around his penis. I shot my cum all over the blanket in quantities I never imagined I could produce. I felt dizzy from hyperventilation and my knees buckled for a moment. It was wonderful! We remained as we were for a while, catching our breaths, his cock growing soft inside my ass. He then kissed the back of my neck and slowly pulled out of me. Some of his warm sperm leaked out of my anus and dribbled down my inner thighs, so I tightened my hole to keep it inside me. I wanted to keep his juices in me for as long as I could. I'd finally lost my virginity. To this day I can't understand how heterosexuals can willingly miss out on these incredible pleasures.

by sidegaviota

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