Two Pronged Pump

Two Pronged Pump
My friend, Russ knew early on that I loved wearing women’s clothing and crossdressing for my own sexual gratification. This is why he would bring me some of his mother’s lingerie, stockings and heels, and have me wear them while I jerked him off or blew him. On a few occasions, I would give him my ass to pound. I was his little bitch and I was hooked on the idea of being a slut for my friend.

When Russ’ parents went out, he would ask if I could stay over. While they were gone, we would use the opportunity play our little games by allowing me to dress up in her sexier things, and even use her make-up to fix myself up even more. By the time they would return home, we would be spent from our fuck sessions and everything would be back in its place.

My cock was minuscule and tiny, while Russ cock had much more girth and length over me. He would cum quickly whenever I sucked on him, and I would look him in the eyes with lust as my lipstick covered lips engulfed his thick dick. I usually had to suck him off at least once or twice before he could sustain an erection long enough to fuck me silly afterwards.

Although I seemed pretty straight to the average person, Russ knew me well. Even in gym class. I had to be careful that I didn’t get a hard-on when I saw another guy’s dick. I was always flustered by the time I got to the next class and my head would swim as I thought about all of the cocks hanging in front of other guys as they showered.

Russ knew what was going on in my head and would tease me relentlessly. He would stand over me and make me beg for him to put his cock in my mouth and face-fuck me. He even joked about inviting a few more of the guys over to have a gangbang on my ass. I knew he wouldn’t because he had just as much to hide as I did when it came to our boi-fuck sessions.

One weekend when his cousin, Lief, came to visit. He was hunky just like Russ, but I played it cool because I didn’t know him that well. Lief and Russ’ parents were going out for the evening, but I didn’t think anything would come of it. I thought we would watch a movie then I would go home. I had no idea how wrong I was.

Once their parents left, Russ asked me to follow him. He told me to get myself cleaned up, which was code for cleaning out my bung-hole; which I had gotten pretty good at by now from our fuck sessions. Then, he showed me a beautiful wig with auburn hair and pointed to the make-up area of his mother’s vanity. Usually, I had access to his mother’s things like her stockings, garter-belts and her heels. After a bit of pondering, I realized his mother was not only hot, but she loved to dress provocatively. A MILF in every sense of the word.

“Russ.” I said with reluctance, “Your cousin is just in the next room. I don’t know if I can do this. Does he know what we do?”
“It’s OK…” Russ said, “He’s the one that showed me how to jerk off. He won’t tell anyone. ”

I complied, but I was hesitant. It took me a while to get cleaned up, but I managed.

When I finished my make-up and put on the wig, I was transformed into a vixen I never knew existed within me. I was warm and my skin was turning red from being flush and horny. With my stockings and heels in place, I put on one of his mom’s sexy house dresses, and then started my walk to the bedroom.

I knocked on the door – and waited. My little cock was hard, like a stubby clit. When Russ opened the door, I could see Lief’s mouth drop as he ogled me and my feminine transition.

As soon as I walked in, I took to my knees and began to fish Russ’ cock out of his pants. He was at full attention by the time I freed his flesh-hammer. Lief stared in awe, and in a bit of shock, but I could tell he was starting to get hard as he watched me lick the head of Russ’ cock.

“Stockings are so hot.” Lief said as he stood to undo his pants.

When he dropped his trousers, his cock popped out at attention. It wasn’t as large and not as much girth as Russ’ cock, but it was impressive. I coaxed him to me and alternated licking the heads of both poles. They both were oozing precum already and I obligingly licked the sweet nectar from each.

I took the dress off and returned to my duty of sucking cock. It wasn’t long before Russ splashed the first of many hot loads onto my nipples. I greedily scooped the salty dick-snot into my fingers and licked it off. Then I focused my attention to Lief’s cock.

I sucked his meaty love-stick, Russ grabbed some lube from his drawer and started lubing my hole. As he did this, he started talking dirty to me, calling me names and referring to me as his personal slut and cock hole.

With a lipstick covered cock head, I smiled up at Lief as he looked down. His eyes began to role to the back of his head and I felt that familiar throb as his dick came to a boil and shot a load of jizz into my mouth and down my throat. I caressed his balls to get every drop of semen. By the time he was spent, my love-hole was ready for action.

“Watch this!”, said Russ as he bent me over his chair. “This is what bitches like Dino are for.”

I jutted my ass outward and arched my back as I prepared for his assault on my anus. He began by easing his head into my sphincter and then allowing me to push back when I was ready. I was greedy for this cock and I didn’t have to wait long. My own precum was dripping everywhere and I scooped it into my own mouth.

Lief’s face was inches away as he focused onto the cock sticking part way into my ass. Then I pushed back slowly until I was able to accommodate Russ’ thick meat-stick that was already hard again.

“Ohhh… Give it to me Russ.”, I moaned… “Fuck your filthy little bitch. Share me with your cousin.”

Out of the corner of my eye, I could see that Lief’s cock was hard and ready to go. Russ eased out of my boi-hole and told Lief to take over. Lief wasted no time grabbing my hips and thrusting his prong deep within as Russ shoved his meat into my mouth while leaning over my back and holding my ass cheeks open.

I was in heaven as Lief’s balls were slapping against the back of my ass and legs as he pumped his hips into me. He held onto the heels on my feet, treating me like a wheel-barrow fuck hole. Russ fucked my face as Lief pushed his cock deep into my ass. I moaned like a wanton whore. I could not get that cock deep enough to satisfy my itch. That would soon be taken care of.

As both guys took turns wrecking my boi-hole and oral sperm depository, Lief blew a chunky load onto my face, ruining my makeup and getting some of his jizm on the wig. At the time, it was one of the biggest loads of cum I had ever been hit with; thick, creamy with thick globs of sperm.

Russ was riding my ass like a broncobuster. His balls were slamming into me as he began to shoot his load up into my guts. I pushed back onto him as hard as I could, to feel his hot seed fertilize my colon.

Afterwards, we took a shower together, where I licked their cocks clean and rimmed their asses until they jerked out another load each. It wasn’t until I got home before I actually jerked out my own load, probably the one of my biggest loads because it cured a terrible case of blue balls.

That was the only time I had both Russ and Lief simultaneously. It played a big part in me being a boi-bitch in my early days. I’m much older now, but just as horny. And I still have that familiar itch that waits to be scratched.