My First time with Jim

I want to start out by saying that this story is almost all truth. His name is changed, and some of the dialogue happened about 5 years ago when I was 18….so I put it together as well as I can remember, but it is ad lib’d a bit…the events that happened are most definitely how they happened because those, of all things, cannot be erased from my memory. But for purposes of legality I must make it clear. I WAS 18 at the time this story happened. Thanks! Hope you enjoy :D

Ever feel a true burning love for someone, but question whether or not they had ANY feelings for you? Ever loved someone that wasn’t gay? That’s exactly what I went through my senior year of high school. Only, I think I had a bit more luck than I’m leading on.

It was the last week of school before Christmas break, which sadly meant tests. I was the student that was fairly smart, but also loved sports, so I was in-between jock and “nerd”. But I would have to say that my least favorite subject of all of them to learn was science. Especially physics. I hated that class! I was so terrible at it that my teacher had to guide me through everything like I was a little girl. Little did I know that he expected more than a good grade on my next test as his reward.

Well, it was a Monday, and I am a loyal follower of Garfield when it comes to hating Mondays with a passion. I was just getting seated in my 8th hour physics class as the bell rang, and my teacher entered the room. His name was Jim, and he was an averagely built man, somewhat short, but worked out and had very very nice biceps. I found myself gazing and daydreaming about him, that I totally didn’t pay attention to the lesson he taught and was instantly lost. How am I going to pass this exam? Well, I just did what I had to do, and go tell him the truth. I’m tired and started sleeping in class today, can you please help me out here. Yeah, that should suffice!

Well, I got the typical look of disappointment that most teacher have down before they even graduate college, and then, to my surprise, he suggests that I come over to his house tonight and we’ll make a “party” out of it. We’ll study for the quiz the next day, watch some tv, eat some pizza. Well, I thought this sounded amazing, any chance I get to be around him is rare, to get a chance to hang out at his house and possibly snoop to see if he has some hidden secret, shit, I’m in! I accepted and called my parents and got the ok, and all was set. Now, me and a good chunk of my class had the impression that he was gay. Never been married, is in his 50s, hasn’t had a date in, well, ever as far as we know.

I’d been crushing on him ever since I moved up from middle school to high school, and never in my life thought I’d even be asked over to his desk, let alone his house. So, being the anxious horn dog that I am (I am no prize to look at. Not skinny, not handsome, idk what he saw in me) I showed up about 30 earlier than we talked about. I was shocked when I saw him come to the door dressed in a pink robe. Oh, your early…..well, come in a sit down, make yourself comfortable. He disappeared in the back for about 10 minutes, and when he came back out, he was dressed in a very skin tight shirt (which wasn’t like him, he usually wore sweatshirts, or really baggy shirts, and NEVER revealed anything) and skinny jeans. I’m almost certain I popped a boner right then and there. So we started out doing like he said we would, when the doorbell rang, and he got the pizza.

We took a break and went to the kitchen to eat, and we barely sat down to eat, when he “dropped” a slice on his clothing. “Oh shoot! I better start soaking these so it doesn’t stain!” he peeled off his shirt and undid his belt and pulled his jeans off faster than I thought a human could strip down to near naked, revealing a very sexy pair of neon blue “low rise trunks” (I found out later they are called). Again, I must have instantly popped a boner, but this time there was no way that he didn’t notice considering we were just standing around the counter of his kitchen and I was just wearing a pair of shorts that really weren’t good at conceiling things.

He finally made the move I was hoping he would for all these years! Only, not quite in the way that I had envisioned that he would. He looked at me and said “WHAT THE HELL! ARE YOU GAY?” now, I felt really nervous and intimidated, and also a bit defeated. Great, he doesn’t swing that way, and is now pissed…finally, after going almost a minute without responding and him just staring at me, he started laughing. “You can calm down. I could tell you were gay since the day I caught you staring at my ass as I talked to the kid ahead of you!” shit…..busted…..now I just prayed that he told me he was gay. “well, I understand if you want me to leave since me being gay could be akward for you…..” To my surprise, I got the answer I wanted. “Now why on earth would I want you to leave? I’m standing here practically naked waiting for you to make a move, and you look right past that fact. I thought maybe I was the one being too forward and scared you!”

That was all the more I needed to hear, I dove right in for a kiss. His trimmed mustache or goatee or whatever it is tickled my face while we just stood there making out for a bit, when he finally broke it apart and said “lets go back to the bedroom”. I know that line probably sounds so damn cliché…..but I was actually really happy when he said that… “what about your clothes?” “shit…I don’t give a damn about them, they can wait, this is too good to put on hold!” these were the first cuss words I’ve ever heard come out of his mouth, and for some reason, they just turned me on even more.

So, he grabbed my arm, and led me back to his room. We got onto the bed, and began kissing again, only it didn’t take long until he stopped and said “Now, this just isn’t fair! I’ve shown you a fair amount of skin, I think I deserve the same back!” needless to say, I was waiting for him to undress me, the thought of him taking off my shirt and pants gives me a hardon every time I think about it! He began kissing me again, then tugged my shirt off, and began to play with my nipples. I never knew just how much reaction I could get from having my nipples played with. I was SO turned on at this point. Then he began to make his way down towards my shorts, and started sucking my dick through my shorts an little. I became so damn horny that I just yelled “STOP TEASING ME, I WANT YOU SO BADLY RIGHT NOW” It was almost like that was what he wanted to hear, he instantly pulled off my shorts and underwear and started sucking my rock hard dick.

Im not big by any mean down there, but he claimed he enjoyed it. Just seeing his head bobbing up and down on me almost made me cum in an instant, man was it hard to hold it in, but I did my best, until I could no longer control myself, and after about 5 minutes came all in and on his face. Then he came back up and started to kiss me again. I got my first taste of cum, and I LOVED it.

Now, I was so intrigued at what he was packing down there, I just had to get a glimpse! So, I grabbed him in a bear hug, and rolled around until we ended up in opposite positions. Then slowly made my way down to his sexy underwear. I didn’t have the patience that he did to sit and tease him, I just dove right in by ripping off the underwear, and had to gasp in shock at his near 8 inch dick. God was it an amazing sight to behold. I started slowly, and tried my best to work my way down. Never before had I sucked on a dick this long. I got only about a little over half way down, when I felt a hand on my head push me the rest of the way down. I gagged a bit, but then my throat relaxed, and he began to face fuck me.

As weird as it felt, it was an odd and indescribable feeling. I was in ecstasy, until he pulled me off and pulled me back up and in for a good long kiss. “are you ready to go a step farther?” “HELL YES! I’VE BEEN READY SINCE FRESHMAN YEAR!” I sat up on his chest and moved my way back until I could feel his dick start to poke at my butt, then I tried sitting on it, until that hurt way way way too much. So, he got me on all fours, and started to rub me with lube, soon I could feel a finger in my ass, then two, then three! It started feeling better and better the more he kept fingering. Then, without warning he pulled out his fingers and instantly jammed in his dick. I screamed in pain, but that pain lasted mere seconds before it turned to an overwhelming amount of pleasure. I started oozing precum instantly. Then, he bent over me and started slowly fucking me. We stayed like this for what seemed like forever until he finally pulled out and came all over my butt cheeks. Then got down and licked it all up and came and kissed me again.

“I don’t mean to sound too forward, but I think I’m in love with you Jim”
“nah, you don’t love an old geezer like me, you just have some lust”
“no, I think its honest love”
“well, I guess we’ll just have to see about that” he said with a wink.

Jim and I are currently still dating. I’m a senior in college, and he is still teaching at my high school. I miss him emensly and wish I could have him here with me now. We talk every day, but it just isn’t the same as when I get to go home on a weekend and go visit him.

I have MANY more stories of times we spent together, and if you guys like this story, I am more than willing to share with you.