This is a true story about the first time I ever received anal - I was 13 at the time, and had made friends with Jerry, who was the same age as me and lived across the street. If you look at my other posts, you will see how it all started - this story occoured that same summer, but about 2 months after the very first encounter with Jerry (I am skipping ahead a bit at the request of a couple readers). Please feel free to let me know what you think, leave a rating, or tell me what other experiance you would like to hear about. :-D

It was another hot summer day, and I was back out in the garage playing around with my bike, waiting for Jerry to come over. We were both 13 at the time, and Jerry knew I was gay, but he was not. However, we had a mutual "understanding" we worked out - he would let me blow him secretly, and in return he would let me masturbate as I played with his bare feet (I had then, and still do, a very strong foot fetish). It had progressed to where he didn't mind if I came on him, because he enjoyed getting daily blowjobs from me very much.

Anyways, I was out in the garage, wearing only a pair of old cut-off shorts, and absolutely nothing else - this was part of the "system" we had worked out, since we would go to his house and get naked every day and have fun, and wearing only a pair of old shorts and nothing else turned me on, and also made stripping much quicker. I had a semi-hardon already, and was thinking of sucking his hot cock, and getting his creamy load shot down my throat, then masturbating on his bare feet as I licked them.......

When Jerry came over a little while later, he was only wearing a pair of gym shorts, and looking at his slim / tanned body made my cock start to harden instantly. I noticed he had a noticable buldge in his shorts already, and I felt that feeling of excitment growing inside me.

"Hey Andy, are you ready?" Jerry asked with a grin.
"Oh hell yeah" I replied, eyeing his buldge.
"Ok, lets go to my house then, I can't wait" Jerry said, with a sexy smirk on his beautiful face.

We quickly walked across the street to Jerry's house. I was walking behind him, my cock fully erect in my shorts looking at his tanned body, tight ass, and beautiful feet, tingling with excitement knowing I would be sucking his cock in a couple of very short minutes.

When we got to Jerry's house, as usual we walked in and stripped right inside the door, leaving our clothes right their by the front door. We both walked naked to the living room, my cock standing straight up hard as a rock, and Jerry's cock doing the same thing.

Jerry took his usual spot on the couch and sat down, spreading his legs and I knelt between them and gave his cock a nice long lick from the balls to the tip, then used my tongue to circle the underside of his cockhead before licking down back to his balls. Jerry was already moaning with pleasure as I did this, leaning his head back, eyes closed.

I licked up and down his hard shaft a couple more times before taking his whole cock into my mouth and began to give him a blowjob, bobbing my head up and down, enjoying the taste of his cock and hearing him moan with pleasure. "Oh yeah, do it Sarah, you know what I like" Jerry said, and I knew he was imaging his younger sister blowing him again.

I continued to suck his cock, listening to him call out his sister's name and moan. I was not touching my hardon at all, because I would have came very fast, and wanted this to last because I enjoyed sucking his cock so much.

After a couple of minutes, Jerry opened his eyes and gently pushed my head away from his hardon. He had a grin on his face that I couldn't read, and I was wondering why he had me stop.

"What's wrong Jerry?" I asked, looking into his deep blue eyes "Did you want me to do something differently?"
"Well, kinda" Jerry said quietly. "Dont get me wrong, I LOVE the way you suck my cock, but I want to ask you something" he whispered. I was wondering why he was whispering, since the house was empty except for the two of us, and he was acting very shy, which wasn't like his usual self.
"What do you want to ask?" I said, a bit confused.
"Well, uh, um, um" he stammered, blushing deep red. After a short pause, he continued "um, Andy you know I am straight, right?"
"Yes, I know, and if your worried about me telling anyone that you let me suck your cock, dont worrry, I will NEVER tell" I said, hoping he wasn't changing his mind about our arrangement.
"Um, no, uh, I know you wouldn't tell anyone" he said. "Um, um, I dont know how to ask this......" he whispered.
"What Jerry?" I asked, gently stroking his hardon with my hand as I looked into his blushing face. "We are good friends Jerry, you can ask me anything"
"Uh, um Andy?" Jerry said.
"Yes" I replied
"Um, uh, oh damn I am just going to say it but please don't get mad or think I am gay or anything, ok? If you say no, that is ok too, uh, ok Andy?"
"Sure Jerry" I said, still stroking his cock and now slowly stroking mine at the same time.
"Um, uh, what I want to ask........um, is something I have been thinking about for a while......um, uh, do you know how I imagine Sarah is sucking me when you do it? um, uh, well, I have been thinking about what it would be like to fuck her, and um, uh, uh, was wondering if maybe you would let me fuck your ass because I think it would be like fucking her........but if you say no its ok" he whispered, and looked down.
I had stopped stroking him and myself, and looked at Jerry, even more excited than ever. I had fantasized about getting fucked in the ass, and even sometimes fingered myself when I masturbated, and now I was getting my first chance ever to try it.
"Uh, we can try it if you want" I finally said. "But you would have to go very slow, because I don't know if it will hurt or not, and we need to use something to lube your cock so it wont hurt me, but ok" I said.
"Really???????!!!!!!!!" Jerry said, jumping up, his hardon slapping against his flat stomach. "Oh Andy, thank you thank you thank you!" he said and ran off. I was sitting there for a about a minute wondering where he went. Then he came back with a pair of his sister's panties and some lotion.
"I got some lotion to use as lube, and could you put these on" he asked sheepislyly.
"um, ok, if you want" I said and took the panties from him. They will small white ones, and as I stepped into them they were extremely tight on me, and my hardon stood out above the waistline of the panties quite a bit.
"Oh, man that is hot" Jerry said, grabbing my ass through the panties.
I was soooooo exicted, and could tell he was too by the sparkle in his deep blue eyes, as well as his raging hardon.

"How do you want me" I asked.
"um, can you get on your hands and knees on the floor?" Jerry asked, sounding breathless.
"um, ok" I said, and got down on all fours, my ass pointing towards Jerry. I looked over my shoulder, and Jerry had squirted quite a bit of lotion on his hands and was lubing up his cock, with a huge smile on his face. After he lubed his cock up, he walked up to me and knelt between my legs, and began carressing my ass slowly with his eyes closed.

"oh sarah, you are so hot" he said, massaging my ass and feeling me up. "oh sarah, I want you so bad" he continued, and came closer to me. I felt nothing but raw excitement as Jerry slid his hand into the panties and pushed them to the side, so he had access to my ass. Jerry started to run his fingers up and down my crack. "oh sarah, your pussy is sooooo hot, so tight" he said as he did this.

I felt Jerry's lubed cock slide into my crack, and he moaned as he slid it up and down my crack. "oh sarah, oh sarah, I love you so much" he whispered as he did this.

Slowly, I felt Jerry take his cock and position the head to the opening of my ass. I felt him push the head into my hole, opening it up a bit. "Be gentle please" I said, excited and wanting it so bad.

Jerry pushed his cockhead harder into my ass, and I felt it begin to slide in. My cock tensed with the pain I felt having his cock start goining into my ass, and tried to pull away. Jerry grabbed my hips hard, and pulled me back. "its ok Sarah, it will only hurt for a second, the it will feel good" he whispered. Then I felt Jerry thrust his hardon very fast and hard into my ass all the way up to his balls in one quick stroke. The pain was so intense, I let out a yell feeling like my insides were being stretched to the point of breaking.
"Ow, Jerry, please stop, it hurts so much" I said, tears beginning to run down my face. "Please oh please pull it out, it hurts so much!"

Apparently Jerry had no intent of doing that, and as I tried to crawl away to get his cock out of my ass, he pushed me down flat on the floor, and began fucking my ass hard. I cried out for him to stop over and over, but that seemed to only make him want to do it more. He was basically raping my ass at this point, and I couldnt get way with him on top of me like he was. It hurt, but at the same time it started to feel better, and even through the pain I was at some level enjoying feeling his cock sliding in and out of me. Jerry was slamming his cock into my ass hard, his balls bouncing off my ass as he went the full lenght into me, fucking me hard and calling out "oh sarah, oh sarah, I love you so much".

Jerry continued to fuck me, and at that point I stopped trying to get away and let him have his way with me. The pounding hurt, but the feeling was also so exciting I began to enjoy it. He kept slamming my ass hard, then I felt his whole body stiffen and he let out a loud "OH SARAH" as he shot his cum deep into my ass. I could feel his cum squirting up my ass, and he kept yelling "oh sarah, oh sarah" as he came.

When he was finished cumming, he layed on top of me, his cock still in my sore ass. He was panting very hard, and not moving. We layed like that for a couple of minutes, and then he slowly pulled himself out, his cock exiting with a "pop".

Jerry leaned back, all sweaty and still panting. "oh damn andy, Im sorry I couldnt stop it felt sooooooooooooo good, oh damn, I am sorry, so sorrry, are you ok" he asked.

"My ass is sore, but I did like it" I said, laying there naked, his cum starting to run out of my ass onto the inside of my thighs. Man, he must have cum a gallon or more it felt like as his cum ran out of my ass and also soaked the panties.

"Oh Andy, thank you thank you" he said. "You can do whatever you like to get off"

"ok" I said, thinking hard what I wanted. "I want you to jerk me off as I lick your feet and suck your toes" I said.

"Ok, deal" Jerry said. I slid off the panties, and Jerry quickly grabbed them. "I am going to keep these" he said smiling.

I turned to my side, and Jerry laid down next to me, his bare feet in my face. I felt him grip my cock, and it was the first time ever he had touched me there, and it felt sooooooo good. I began licking up and down his bare soles and sucking his toes as I felt Jerrys hands jerking my cock. I came quickly with a loud grunt, and shot cum all over his hands and stomach. "Oh damn, that was HOT" I gasped, lying on my back feeling spent.

"Yeah, it was" Jerry smiled. I knew we would be doing it again soon, and was already thinking I was becoming his bitch, and loved the feeling.

Again, this is a true story, let me know what you think :-D

 

Great story!! More would be cool!!

 

wow!!! Great!

 

Can't believe I never commented on this one

Great story, hope there's more!

 

great read, i would like to read more!!

 

nice

 

Good stuff Andy. Like to have been there.

 

GoooD ;D thx

 

You write very well. I'll have to find the other posts you referred to.
Thanks.

 

So did he ever give you a blowjob, or let you butt fuck him?

 

great story. it made me think of my younger days

 

WOW!

That is simply awesome!

 

44

 

Very good story, loved it.

 

Good story! dudes, you both are lucky!

 

Great story... similar to my own. Would love to chat about the good old days!

 

brilliant story ure a couple of lucky boys lol wud love to hear more bout sarah