Mickey and Me (cd, m/m, m+/m, oral, anal)
This is an elaboration of an earlier story I wrote. Hope you like it ==========================
My name is Jimmy James. When I started high school, my parents shipped me out to boarding school to teach me discipline. They were mad because I had always been a disappointment to them. I wasn't terribly manly and I liked to dress in girls clothes. The more often they caught me dressed like a girl, the madder they got.
The final straw was when they found me in the pool house wearing my sluttiest outfit. It wasn't so much what I was wearing that bothered them tho. What bothered them was that I was on my back with my legs spread. While my friend Bob was laying on top of me, fucking the ever loving shit out of me.
It was quite a shock for all of us.
So off I went.
The place sounded horrible. It stressed regimented schedules and family. The housing was set up to be two person cabins to promote self reliance, blah blah blah. It wasn't so bad as I thought tho. I ended up being quartered with the perfect room mate. His name was Mike, but everybody called him Mickey.
I found out he was the perfect room mate about six weeks into the first semester. I was s'posed to go home for the weekend, but missed my train. When I got back to the cabin, there was Mickey wearing the sluttiest little school girl outfit I had ever seen. Black high heels, thigh high white stockings, tiny white thong, ultra short plaid skirt, thick black belt, see thru white top, stick on D-cup breast forms, no bra and long black wig..................
He was fucking HOT!!
I could only hope that I looked that good when I dressed up. Everybody always teased him about having a big ass, but dressed like this, IT WAS PERFECT!!! The whole thing just screamed 'slutty little sex kitten'. I was sure he liked getting fucked as much as I did.
As I stared at him, I could feel my cock getting hard. That's when it dawned on me that I should have a little fun. We were both still staring at each other in shock. He quickly began to scramble to cover himself.
"Mickey?" I said disdainfully as I blocked his escape to his bedroom.
"Oh" he chirped as he tried to hide his face.
"Well aren't you pretty! I've heard about guys like you. Average guy by day, Buttslut by night." I said as I started to push him around.
"No, it's not like that! Please don't tell anybody!" he pleaded.
He was so pretty as he stood in front of me begging me not to tell anybody. I wanted to fuck him so bad, I could feel my cock throbbing. I had to wonder if my friend Bob thought the same thing when I dressed up for him. He must have, because he was constantly begging me to get dressed up so he could fuck me.
"Tell them what?! You're a buttslut! When the sun goes down, you change into a girl and go cruising for cock?!?" I said pushing him some more.
"No, I, No" he stammered.
"Really?!? Late for class at the girls school, were you!?!" I boomed while grabbing his skirt.
He stepped back with no reply. He looked so sexy as he stood there pouting.
"Or maybe you were going to do some cleaning and you put this on so your clothes didn't get dirty!" I mocked.
I slammed him face first over the back of the couch. I grabbed his hips and stood between his spread legs while he kicked, squealed and tried to get up. When I looked down, I couldn't believe how sexy he looked. His arms and legs were waving around. His skirt was pulled up. Leaving his ass wide open, with nothing but a thong strung thru the crack.
God, he was sexy!!
I quickly pulled out my hard cock and started poking it at his ass while he struggled.
"No! God No! Please Don't!" he squealed..
"Fuck you! If you wanna dress like a whore, you better be ready to fuck like a whore!" I yelled as I stripped his panties to his knees.
I could see his cock was rock hard and knew he wanted it as much as I did....................... He continued to struggle as I positioned my cock When I eased my cock into him, he surrendered and relaxed. I giggled when I found his ass already lubricated and ready to go. I grabbed his hips with both hands and began to fuck him hard and fast.
"Yeah, That's it. Shut up and take it.... Buttslut!" I said patting his ass.
He just laid there and moaned. He looked and felt so good, I began fucking him harder than ever. It was so cool to know I was fucking a guy who was as big a buttslut as I was. I began to think of all the times Bob had fucked me. He got to see me like this all the time. I used to carry around girls clothes just in case he wanted to knock off a quickie.
We were only fourteen, but I had been dressing up and sucking his cock since we were nine. When we were eleven, he started fucking me. He had fucked me every way and every where that we could find. He had man handled me and fucked me just like this a million times.
I was brought back to reality when Mickey started driving his ass back to meet my thrusts. I heard him moan and felt him begin to quiver as I drove my cock in as hard as I could. I got a big smile, because I knew exactly what it meant.
"What's the matter buttslut? Too much for you? Can't take it? Had enough? What's the story?" I growled.
I heard him squeak and felt his asshole squeeze tight. I continued fucking him as hard as I could and started to laugh.
"What's that buttslut? You like it and you want me to fuck you harder?" I chuckled.
Just then, he exploded into orgasm. He started to squeal and jerk. His hips started to buck wildly. His asshole started to spasm around my cock. I was laughing, fucking him hard and slapping his ass.
"Yee Haa! Ride 'em cowboy! That's my girl! Let's go!!" I teased.
He continued to flail around and I didn't let up a bit. I was fucking him for all he was worth. This was the first time I had sex as a man and it was an amazing feeling. It was no wonder Bob liked fucking me so much.
Just as he began to relax, I felt my own orgasm begin. I drove as deep as I could get and emptied my balls inside him. I groaned and panted to catch my breath. Once I caught my breath, I pulled my cock out, smiled and put it away. Then I slapped him on the ass.
"You're a good fuck. Now go get me a soda." I told him.
I looked down and smiled when I saw his cum stuck to the back of the couch and my cum drooling out of his gaping ass. Then I sat on the couch and watched as he pulled his cock back, pulled up his panties, then obediently walk off to get my soda.
"He's got such a hot ass! I wish I had an ass like that!!" I thought to myself as I watched him go.
When he got back, I had him sit next to me. The first thing I did was grab his tit. He pulled away and looked down. I laughed, grabbed both his tits, then lifted his skirt and looked at his panties just to add to the humiliation.
"You're a hot little piece of ass Mickey! Or should I call you Shelly?" I chuckled.
I watched him blush and crack a small smile.
"Please don't tell anybody. Call me whatever you want, but please don't tell anybody." he begged
"I tell you what I'm gonna do for you Shelly. I won't tell anybody. BUT! You gotta do something for me." I said seriously.
I watched as he looked up at me and tried not to smile.
"Next time we do this, I get to be the buttslut." I said with a big smile..................
I watched as his expression went from expectation to total shock. His jaw hit the ground instantly. He was staring at me totally dumbfounded.
"What???" he said shaking his head in disbelief.
"You heard me! Next time I get to be the buttslut!" I giggled.
We both squealed with delight and gave each other big hugs. We started telling each other everything after that. I went and put on a slinky black dress and we sat around all night talking about the things we did, what we liked, the clothes we had. It was like we had been girlfriends forever.
Turns out we had pretty similar stories. We both had strict parents. A dominant male side and a super submissive female side. We both started quite young. Both of us were turned on by girls, but thought it was more fun to be fucked like a girl. And we both loved to swallow cum. All in all, we were two peas in a pod.
For the next two years, we were both insatiable lovers. We would roll dice or flip coins to see who got to be buttslut. Whoever won, would put on the sluttiest outfit he had and be biggest slut he could be. It was fucking great.
Quite often, we would muse about how to get other boys involved so we could be buttsluts together. How we could get a bunch of guys to fuck us both all the time. We talked about having sex parties and pulling dual trains for gang bangs.
The one I thought was most interesting, was to set up our cabin as a brothel for some of the upperclassmen. We could both get dressed up and offer ourselves up for some ridiculously low price. Something that would make sure they could afford to stop by often. Like $5 for a BJ and $10 for a fuck. Just the thought of guys paying money to give us what we wanted was a turn on.
Bob took the bus and managed to stop by 5 or 6 times. That only added fuel to the fire. We spent the whole time dressed in our sluttiest outfits and begging him to fuck us. He fucked us good too. He rocked our world and fucked us both silly every time. He was awesome!
Like most teen boys, we were sex crazed, and wanted more sex than we could provide to each other. We both enjoyed what we were doing, but since we both wanted to be the buttslut. Only one of us was getting what we wanted at a time. As time went on, we were becoming desperate to find more boys to fuck us.
We would listen to the other boys talk about wanting to find girls to fuck, but couldn't risk giving ourselves away. Hearing how bad they wanted to fuck and knowing how bad we wanted to be fucked was excruciating. We both desperately wanted to give them what they needed, but being caught would mean expulsion.
At the end of our second year, spring break was approaching. That meant everybody was going to be gone for the week and everybody was making plans................ Some of our friends were planning on staying behind and having a party by the pool. One of the guys said he could get some beer and the ten of them were planning a big blowout. They invited Mickey and I making an even dozen.
As the party approached, Mickey and I began talking about it. Mickey thought we should go, but I wanted to stay in so we could roll the dice and get nasty.
"Yeah, but that's what I'm talking about Jamie. If we go to the party, we won't have to roll the dice." he told me.
"What?" I said looking at him dumbfounded.
"You heard me. I say we get dressed up. Go to the party and we can both be buttsluts. Just like we always wanted" he explained.
"We can't!" I said emphatically.
"Come on! I know you want to" he chided.
"Yeah, but what if we get caught?" I said shaking my head.
"Please Jamie!" he pleaded "We both wanna be gang banged, we talk about it all the time. This is the perfect chance. Everybody's gone and we know they won't tell."
I nodded "Yeah"
"Besides" he continued "We listen to them talk about how bad they want to fuck somebody every day. If I have to listen to it one more time, I'm gonna scream."
"OK, count me in" I giggled.
We both laughed and talked about what we were going to wear to the party. We didn't have swim suits, but we did have matching school girl outfits. So we agreed that we would wear them to surprise the guys, then let them use us as sexy party favors.
On the morning of the party, almost everybody was gone and we sat at breakfast with the guys. They talked about the party and asked if we were going to be there. We just smiled and told them yes. When they started to talk about finding some girls to use as sperm banks at the party, we both giggled.
Mickey reminded them it was an all male campus and finding girls to party with would be hard. Finding sperm banks was impossible. They all chuckled and agreed. Mickey went on to say that it's been so long since any of us had seen a girl that they wouldn't know what to do with them. They all laughed but disagreed whole heartedly. They joked about how they would strip them down and fuck them until they couldn't walk. Mickey and I squirmed in our seats hoping that it was true.
After breakfast, Mickey and I went back to our cabin and talked about the party. We talked about how nervous and excited we both were to be doing this. How much fun it was going to be to surprise the guys. What it was going to be like when they saw us for the first time. The look in their eyes when they realize who we are and how long it would take. How much fun it was going to be to strut around in front of a bunch of horny guys like sluts in heat. How cool it would be if they really did fuck us until we couldn't walk.
By lunch time, we were both so anxious to get the party started, we could hardly stand it. By dinner time, listening to them talk about finding some pussy was the hardest thing we ever did.
We knew they were going to get what they wanted. Everybody was going to get laid and we couldn't tell them. They didn't know it yet, but there were two buttsluts that were looking forward to being used as sperm banks. I was so excited, I wanted to jump out of my clothes and let them fuck me right there in the dining hall.
After dinner, Mickey and I went back to our cabin and were giggling uncontrollably the whole way there. It was such a juicy secret it was killing us not to tell them. We quickly dressed in our schoolgirl outfits to get ready for the party. We got ready early and ended up fucking each other before we left.
As soon as it was dark, we slipped out to the party. Because we were in our schoolgirl outfits we had to hide the whole way there. We would be sneaking through the bushes and giggling about how much fun we were going to have at the party. Just the thought of going to our first gang bang was a huge turn on.
When we got to the pool, we hid in the bushes on the far side of the pool area. We peered through the bushes and were shocked by what we saw. We both took a deep breath when we saw them. All the guys were sitting around, drinking beer and skinny dipping. They were just listening to music and walking around nude! It was fucking awesome!!
We stayed crouched in the bushes for a little while staring at all the naked cocks. Just as I was about to lose my nerve, Shelly smiled at me.
"Ready?" and walked into the pool area.
I wasn't sure I was ready, but I followed close behind her just the same. All the guys froze the instant they saw us. Some tried to hide, but most just stood and stared.
We jiggled and gyrated as we approached them. I couldn't help but to giggle when I noticed that some of them were getting hard already. Knowing that we were turning them on, made me glad that we had decided to do this. When we got to about ten feet from them Shelly smiled.
"Hi guys! I'm Shelly and this is Jamie. We heard you were looking for some Cum Dumps?" she said with a smile.
"Hell Yes!!" was the resounding response.
Next thing I knew, we were surrounded by stiff cocks and hands. They felt us up and waved their cocks around to get our attention. Shelly smiled and waded through them while stroking their cocks and telling them how much she liked them. I just smiled and did the same. Grabbing all those cocks was a huge turn on and I couldn't wait to get started.
Shelly quickly organized them into two lines for blowjobs. Telling them once they got a BJ from one of us they would go to the back of the line to get a BJ from the other. She continued to say that once everybody had gotten a BJ from each of us, we would have a beer and they could do the same thing again. Only during round two they could fuck us. They of course eagerly agreed.
Shelly and I smiled at each other, kneeled at the head of the lines and started sucking cock. I couldn't believe we were doing this. We were dressed up in the open and sucking off a bunch of nude guys.
This was fucking great! I loved Shelly for talking me into this! I never would have done it on my own.
It tasted great and I wanted it so bad. I was sucking cock fast and furious. I could feel his hands on the back of my head while he fucked my mouth in response. His cock was so hard as it slammed against my throat. Before I knew it, he blew his load and emptied his balls into my mouth. I swallowed, pointed him to the end of Shelly's line and started on the next one.
We both sucked cock steady for the next hour and a half. Every time they would cum in our mouths, we would swallow and start on the next guy. My lips, tongue and throat were raw from all the cocks I sucked. It was like I was never going to be done sucking cock and it was great.
When we finally took a break for a beer. They all felt us up, told us how hot we were and how good we were at sucking cock. We smiled, stroked their cocks, told them how much fun we were having and how good they tasted.
Just as soon as we were done with our beers, Shelly organized them into two lines, we stripped off our panties, bent over a table and we were off and running again. They fucked us steady for the next two hours. It was the most incredible sexual experience of my life. My ass was so worn out, I would have an orgasm just about every time a new cock got stuffed into me. It was big time hard core sex. It was like we were in the sexual Olympics and competing for the gold. We were both thrilled to be there. For the first time in our young lives we had finally gotten enough sex.
On the way back to the cabin, we both giggled about how close they came to fucking us until we couldn't walk. There was cum all over our faces, in our hair, on our clothes, running down our legs and our panties were soaked with it. It was the best feeling ever.
We were total Butt Sluts!!
The next day, none of the guys said anything to us directly about being Shelly and Jamie, but they did say how much fun they had and how glad they were that we went to the party. They joked about how funny we were walking when we left and that we were still walking funny. We just smiled and giggled and told them how much fun we had.
Now Shelly and I run a small escort service from our cabin. We dress up and entertain at parties for some of the boys at school. They pay us up front and we provide any sexual service the guests might want. Turns out, I've got the perfect room mate and we both love the school.