October 27, 2007...5:12 pm

She-male encounter numero dos

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(Another great photo from icanteachyouhowtodoit.)

It was a Saturday, late summer – one of those days where you’re so horny it hurts, and before you know it you lose about 12 hours to frenzied masturbation and Internet porn. I had been stroking off and on all day, but hadn’t cum yet. At one point the penis pump even made an appearance, which only made things more swollen and tender.

When I logged into my Yahoo! instant messenger that evening, I knew that if Missy was logged in, we’d end up getting together. (Missy is a she-male that I’d had a previous experience with.) The hornier I got, the more my thoughts turned to her massive cock and tits. Sure enough, her little buddy icon was lit up, indicating she online and available. I knew trouble was on the way.

While our first encounter was definitely enjoyable, I only craved her presense when I got super horny. This was one of those times, so our IM exchange was brief and to the point: She wanted to taste my ass, and I wanted to taste cum for the first time. I showered up and drove over.

Missy answered the door in her robe (again) and the apartment was full of green haze (again). She led me straight to the bedroom, where she had an elaborate, lace canopy bed. Despite her 10-inch dick, this girl was completely feminine. Missy pulled shut the curtains and said, “I wanna taste that ass.” She had me bend over the side of the bed and undo my belt. I felt my jeans and boxers being pulled off, exposing my rear. The air was cool against my naked skin, still slightly damp from the shower – I felt completely vulnerable. Looking back, over my shoulder, I saw Missy licking her thick lips.

Her large hands seized my ass, both thumbs on the inside of each cheek, spreading me as far apart as possible. I could feel her hot breath on me, and then a savage tongue licking my crack up and down. Missy wasn’t subtle, or gentle. She was slurping away like this was the greatest feast ever. Whether I was ready for it or not, her strong tongue forced it’s way into my hole and stretched me open.

I’ve had the pleasure of having my ass eaten out before (by two different women) but this time was different. Her tongue was rough, course, probing, and seemed to be very, very long. I could feel the length of it lapping hungrily inside my hole as she pulled my hips back toward her face. Missy was completely owning my ass, and it was incredibly hot.

After satiating herself, she flipped me onto my back and crawled on top of the bed. Her took her huge dick into my hands as we assumed a 69 position. I’ve described it before, but I have to stress this again – Missy’s cock is unbelievably big. Like a circus penis. Straining to get my mouth around this monster, I coated it with as much saliva as possible and took her inch by inch. Before long, Missy was thrusting hard and the thick head was banging against the back of my throat. I had to come up for air many times.

After a few minutes of hot 69, she pulled back and asked “you want to taste my cum?” I nodded eagerly in agreement. Missy got up off the bed and pulled me down between her legs. I licked the slit of her cock head, teasing her while she worked herself with her right hand. Her stroking became faster, more insistent, and her breathing increased in pace. Missy’s left hand was on the back of my head and she was guiding her thick meat in and out of my mouth. She was really enjoying this, knowing that I was about to taste my first load.

Missy let out a moan, and I felt a warm rush in my mouth. Honestly, it was completely different than I expected – I was prepared to get choked with jet after forceful jet, but this was more of a slow stream. (Missy later revealed that she blew two loads earlier that day, which probably contributed to the lack of volume and power.) Regardless, the taste was salty, sweet and hot, and I formed a tight seal with my lips so I could capture and swallow every last drop. I popped her cock out of my mouth, took a deep breath and smiled up at her.

“You like that, huh?” she asked. “Fuck yes,” I responded.

Sure, I was extremely horny, but tasting cum for the first time sent me into overdrive. My dick was straining and hard as steel. After all the abuse I’d put it through that day, it felt like it was bigger, thicker and more swollen than ever before.

Missy told me to lay on my back. She leaned over my body, cupped her mountainous, fleshy tits and commanded “I want you to cum on these, baby.” That was all I needed to hear. It took about 10 seconds to stroke myself to one of the most intense orgasms I’d ever had. This load had been waiting all day to come out. Stream after stream of scalding, searing cum blasted out of my cock and splashed all over Missy’s chest. This was a money shot that Peter North himself would be proud of.

We took a few minutes to catch breath and clean up. I was still shocked at how powerful my orgasm was. (Wow, apparently tasting cum really gets me off. You learn something new every day.)

Missy and I wished each other well and went our seperate ways. We hooked up a third time after this encounter, but of course I’ll save that tale for another post. :-)

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