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You are here: Home / Adult sex stories / Jenn's First Time

Jenn's First Time

Military MechMilitary Mech November 17, 2023 Leave a Comment

Literotic asexstories – Jenn's First Time by Military Mech,Military Mech
My name is Jenn. I’m an 18 year old high school junior, and just have to tell you about my first experience! Experience at what you ask? Well, sex of course!

Now a little about me…. I am a VERY full figured girl. I most definitely have curves and boy do I have tits! My breasts are 46DD and very firm. When I get excited, my nipples get about twice as large as pencil erasers…. so sensitive too. I’m five foot three and white…. Why does this matter? Oh, you’ll see.

So I go to this school on the south side of Chicago. The same school my parents and uncles went to. The neighborhood has changed a bit since they went here twenty years ago. It used to be all white Irish, Italian and Catholic. Now, while still mostly white, there is a growing population of blacks and Latinos. A bunch of Serbs too. Does this bother me? Nope. I don’t care. People are people, right? But my family are old school! My uncles and even my mom drop nigger bomb’s left and right. If I was caught even hanging out with a black dude, my family would probably string him up in a tree!

Enough about me… So at school, Mr. Watson, our boring ass history teacher, has paired us up to do a stupid research project about castles…. Who the fuck cares? My partner (drawn randomly out of a hat… asshole!) is Glenn. Now Glenn is an athlete, and not much for actual school. I thought for sure I would be stuck doing all the damn work. Here’s how that went down….

“Glen, are you going to help me with this, or am I going to just do the damn thing myself?”

“Yeah I’ll help Jenn! What, you think id let you suffer though this alone?”

“Huh,…. I thought you might. How about we go to the library after school tomorrow. Get some shit together and we will knock out the rough draft”

“No prob Jenny”

“DON’T call me Jenny!”

“Ok, ok…. sheesh, sorry.”

So, the next day, Glenn and I met in front of the local library after school. I had my shit together…. and not expecting too much from Glenn. Amazingly enough, Glenn showed up on time, with his backpack and a folder full of pics he clipped from his grandma’s National Geo-graphic’s! Unfortunately the library was closed…. FUCK! The damn project was due next week and this was the ONLY time we had together to get anything done!

“It’s ok Jenn…. My buddy Willy lives like two blocks from here…. We can just go to his place….ok?”

Now Willy was also in our class…. and he was another jock type. He was also dating a friend of mine, Cynthia.

“I dunno Glenn…. Can I trust you not to do something stupid? The library is PUBLIC, you know…. A single girl in a strange guys house…. too easy to get into trouble”

“I promise Jenn, I’ll be a perfect gentleman”

“Shit….. I guess….. I will rip your balls off if you try something though”

“I promise…..”

So Glenn and I went to Willy’s house. When we got there I saw Cynthia’s car parked in front. I felt much better about going inside if a friend was there… Safety in numbers, ya’ know? Glenn knocked on the door and after a few minuets and what sounded like furniture getting moved Willy answered the door. His shirt was messed up and he was breathing hard… Behind him Cynthia was facing away from the door and was obviously buttoning up her shirt.

“Will, I need to come in'”

“Fuck man! I got my girl in here…. Gonna get some, ya know?”

“It’ll wait. Jenn and I have to get this project done…. The library is closed and this is the only time we have… sorry dude.”

“Shit…. bros before…. um, you know….. come on in”

Glenn and I went into the dinning room and got started at the kitchen table…. Willy and Cynthia moved to the living room couch…. and got re-started. Glenn and I tried to ignore what they were doing, but they were right across the table from us!

“Damn that’s hot!”

“What’s that Glenn?”

“Um… nothing…..”

“yeah, it’s hot, but we have shit to do…. They do seem to really be into each other don’t they?”

Cynthia was straddling Willy, facing him and they were kissing like mad. Willy had his hands up her shirt and was playing with her tits. Cynthia had her hands down Willy’s pants. It seemed like they were going to do as much as possible without actually having sex!

Now I’m a Virgin… I mean I was a virgin… at the time…. I was ‘saving myself’ and was kinda uncomfortable at being around those two… after hearing Willy and Cynthia for about ten minuets, I had to look up…. Shit! Cynthia had her shirt off, and Willy was sucking on her tits! They weren’t very big, and Willy was able to get most of a titty in his mouth!

I was getting hot…. and wet! Watching those two was really turning me on! My slit was slippery and my panties were getting damp. My nipples were hard…. I looked down and I could see them clearly poking through my bra and shirt. I looked over at Glenn and he too had noticed my nipples… I saw him lick his lips before he noticed I was looking at him.

“Glenn, you want some water? I want some water…. I’m gonna get some water”

I was stammering! I was so worked up that could barely talk. As I was leaning forward t stand up, Glenn reached across my body for something.. and rubbed my titty! I think it was accidental… I got up and started to move to the kitchen for some water…. Then strong hands grabbed me from behind! It was Glenn! He spun me around and kissed me…. hard. Despite my surprise, our tongues started fighting for dominance. Glenn pushed me back against the table and wrapped me up in his arms…. His very strong arms. We came up for breath, and Glenn said he wanted to fuck me…. I was stunned…. I was a virgin… This isn’t supposed to be how my first time happened! But he was so strong…. and his kisses were making my already wet pussy squishy. Glenn lifted me up and sat me on the table…. All the while kissing me passionately. I was losing myself in his kisses. I suddenly realized that Glenn was lifting my shirt above my head….. His large hands were all over by breasts….. Oh my God this was hot. I looked over Glenn’s shoulder and saw that Cynthia had moved out of Willy’s lap. She was on her knee’s between his legs and had his Cock in her hand…. His big black cock was in her small white hands.

Did I fail to mention that Glenn and Willy were black? Yep, black as midnight actually.

I was mesmerized by the sight of Cynthia stroking Willy’s monster. Then when she moved her head down and started to lick the shaft it was amazing…. I had seen blowjobs on porn before… My cousin had a huge stash and all the cousins had spent plenty of time looking at them. But this was different! Cynthia had booth hands wrapped around Willy’s cock and she was licking at his mushroom head like it was a lollipop! Willy had his head back and seemed lost in ecstasy.

Suddenly I felt teeth around one of my nipples. I looked down and Glenn had my bra off and was suckling my tits! I was so enraptured watching Willy and Cynthia, that I didn’t even realize that Glenn had taken my bra off. Man, was he good. I had never had my nipples sucked before, and it was good. So very good! I moved my hands to the back of Glenn’s head and pulled him into my chest. As Glenn made love to my breasts, I watched as Willy had his meat worked over by Cynthia. I knew she was a bit of a slut, but never in my widest dreams could I imagine that she was such a pro at blow jobs! I was getting lost in the sensations that were running through my body when I was laid back on the table. In one fell swoop, Glenn ripped my jeans and panties off my body and buried his tongue in my pussy…. My VIRGIN pussy. I had never had my slit licked before. This was amazing! I couldn’t believe this was happening, I was on my back, on Willy’s kitchen table, with Glenn between my legs eating me out. I looked over at Cynthia and made eye contact with her as she was sucking Willy’s mushroom into her mouth.

This was as close to heaven as I had ever been. Then suddenly Glenn stopped. I looked up and he was standing between my legs, holding his massive black cock in one hand. His free thumb was rubbing my clit.

“I’m gonna fuck you now Jenny”

“Oh god!”

I couldn’t have stopped him if I wanted to… but I didn’t want him to stop. I wanted him to fuck me. I wanted his cock in me. Slowly, he rubbed the head of his cock along my slit, making it glisten with my wetness.

“Tell me you want me to fuck you”

“Huh… what?”

I was a little out of sorts….

“Tell me you want my black snake in your white pussy!”

“Black snake… pussy….. In… Put it in…. Please!”

“That’ll do!”

And Glenn started to feed his black meat into my snatch. I could feel it… He only went in a little. He pulled back out, and fed in a little more. Oh my god, the sensation! I was so full! I had put a finger in my pussy before, but his cock was so much thicker. I was stuffed, and he only had an inch or so in my sopping wet pussy. I felt him bump against my virginity…. Ugh, he was going to do it!

“I’m gonna fuck you properly now Jenny. Are you ready for it?”

“Uh…. huh…..”

Yeah, I was ready….. OMG!!!!! He pushed through and I saw stars…. not from pain, but from feeling so very full! He bottomed out in me, grinding his pelvis against my clit. That was it! I was no longer a virgin! And I was being fucked by a black man! I looked up and could see Glenn sawing his black meat in and out of my pale white pussy… The site was just amazing. And the feelings were so much better. I was starting to feel warm all over, when I heard Willy and Cynthia start to talk to us.

“Yo bro! Fuck her man! Fuck that white girl good!”

“Oh god Jenn, does he feel good? I bet he feels good!”

“yeah…. Cynthia…. He…. feels good!”

Glenn was speeding up his thrusting. My boobs were moving all around in circles on my chest. I felt a hand on my tit. It couldn’t be Glenn’s, his hands were on my hips, pulling me onto his cock. I opened my eyes and Willy was palming my breast. Oh my god, I was getting fucked by one black guy, and another was feeling up my chest. This was so surreal. I could start to feel the glow of an orgasm creeping up on me. Glenn was speeding up and was smashing my pussy hard.

SLAP

“Get your hands off of her! Why are you playing with her titty, when you have my pussy to fill!”

Apparently Cynthia was feeling left out. I watched as Willy took her by the hand and led her down a hallway, off to his room I guessed.

Suddenly Glenn pulled his cock out of my pussy! What the fuck! That was feeling so good! All of a sudden He was cumming all over me!

“Ohhh……”

“That was soooo good girly. We’ll have to do it again sometime.”

And with that, Glenn pulled up his pants and walked over to the fridge to get something to drink! What the fuck! Talk about inconsiderate! He left me hanging…. I went to the bathroom, got myself cleaned up and then got my stuff and got out of there.

I saw Glenn at school the next day. He just smiled at me. He had his part of our assignment done, and after getting the project finished, I really didn’t see much more of him. I had one more year to go, and Glenn was getting ready to graduate.

That was my first time…. I didn’t even cum! I was determined to find a guy that would make me…. Yes, I would!

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