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venoman
04-11-2013, 01:17 PM
First Time


My name is Josh I was 18 years old and still a virgin and I was dating Sera a very popular but conservative girl for a little over a year. She was a beautiful girl, maple brown skin, long dark hair and was about 5’2” tall. She was very image conscious and worked hard and maintaining her body, which was amazing aside from her slightly underdeveloped breasts, her measurements were 32-24-34. All the guys wanted to be with her and most of the girls wanted to be her.

I luckily knew her since we were kids as we lived on the same street and our families were friendly and her aunt even lived across the street from me. So we had always been friends but when High school began we both raised to popularity as a couple and individually, I too earned my fair share of popularity as I was a jock and I made it into the soccer team in my freshman year, while woman too did find me attractive as I was 5’10” with long black hair, light brown eyes and had an athlete’s physique.

Sera and I had been going around for about a year and our physical relationship had seemed to have hit a roadblock as she was saving herself for marriage. Being a young optimist is always thought to myself that I would be able to convince her to change her mind, but although we shared an orally sexual relationship since our 6month anniversary, I found myself craving more.

Sera was AMAZING at giving head, she had full lips and a very eager need to pleasure. But again she was conservative in her idea of not willing to take my load in her mouth and she was very instant. Even when I would beg, she would refuse and I was not the kind of guy who would try and trick her cause I knew that would be the end of getting anything.

There weekend coming up and Sera family was house sitting for her aunt who was a divorce and lived alone, so I had a lot of high expectations of it finally being my lucky night as it was also the weekend after our one year anniversary. I was always optimistic so I carried my opened but never used box of condoms in my back pocket as Sera asked me to meet her at her aunts after dinner.

Sera had as usual managed to sneak the keys and left the backdoor open for me. So I made my way in, I reached up to the spare bedroom where Sera was waiting for me in nothing but her bra and panties. I starred at her amazing bodies for a few seconds before I said anything.

Josh: WOW! You look absolutely stunning!

Sera: Thank you baby, you look handsome yourself. Come and give me a kiss, I’m feeling cold.

With that invitation I rushed close to her wrapped my arms around her slender body and kissed her lips, with my fully erect penis pressing up against her. After a few minutes of passionate kissing she lead me to the bed and lay on it, while I hovered on top of her she pulled off my t-shirt and we resumed our kissing with around hot bodies now pressing up tightly against each other. Our kisses got more passionate as my hands rubbed up across her body from thigh to face, I started to undo her bra as I kissed down her neck and let out her petit but firm breasts which I cupped as Sera and I locked lips again.

I began to slip out of my jeans and boxers while I was kissing down Sera’s breasts, I made my way lower to her navel, and then I spread her legs and made my way to her thigh. While I peeled off her panties and exposed her practically hairless vagina she placed her hands on the back of my head so I moved my face in closer and closer until I finally let my tongue out a gave her damp pussy a flick. I then began to run my tongue up and down her vagina a routine that I was very familiar with, when my tongue began to focus on her clit I could feel her grip tighten on my hair as well as her vagina beginning to soak.

Sera: MMMMM, that feels so good. That’s the stop right there! Oh yeaa.

Her moaning continued for a few moments and I figured this was my window so I stretched my had down and searched for my condoms which I fumbled out of the box and managed to rip open under the bed without Sera realizing. After I put the condom on, what I was hoping was accurately I spread Sera’s legs onto my shoulders and dived my mouth around her clit and began to suckle.
Sera: Oh Josh, yes. Keep going, I think its happening, I think I'm gonna cum soon!

I did not want to spring this on her so I attempted to sneak a finger in between first to gauge her emotion and as I attempted to wiggle my finger inside her she pulled her legs down.
Sera: What do you think you are doing? You know I'm not ready for that! I do not want to be penetrated until I am married! Why would you ruin it!?

I was taking a back and stood up in front of her, full of mixed emotions.
Josh: Im sorry Sera, but I was hoping we could take the next step tonight! You know I love you, why do you have to wait until marriage!
Sera: You knew this about me from the start. No means NO!

And she stormed off into the bathroom; I went in behind her and stood in front of her with a limp dick with a dangling condom. I had all the hopes of salvaging something of the night and making the most of it.
Josh: Im so Sorry baby, my emotions got the best of me, I respect your decision and I love you either way!
And I gave her a hug

Sera: (giggling) Its okay, I guess you are a guy! You are going to have these urges but please don’t try and spring it on me like that!
Stepping back
Josh: I know I am so sorry.

Sera continued to giggle at the site of my limp 4” dick with a dangling condom
Sera: are you done already?
Josh: No, not even close.

Sera walked me into the shower as I peeled off the condom and chucked it into the toilet, she kneeled in front of me and my cock got instantly hard and went from 4” to 6”in a matter of seconds. Seras luscious lips engulfed my head and I nodded my head back. Sera began to stroke my shaft with one hand while bobbing her head around my head,
Josh: oh yeeeeahh!, that’s the stuff, Sera baby that’s amazing.

I placed my hands on the back of her head and guided the place of her head, Sera began to pick up the speed of her mouth and hand, she then placed her other hand under my balls and tickled them. I found myself thrusting my hips as she did that. She then placed both her hands around my ankles and just bob her head on my dick, as the thrusting got faster my cock slid deeper in and I could hear her occasionally gag.
Josh: Yesss, Oh fuck!, oh yeah, fuucckk, I'm close im getting there.

As I warned her she grabed my hands from the back of her head and placed wrapped them behind me as she continued to bob, I was reaching my limit.
Josh: baby i'm gonna cum, i'm so close, any second now I'm gonna explode.

She pulled her mouth off and instantly grabbed my shaft with her right hand and in a matter of a few strokes and seconds my load came spraying out and I blasted her face from head to hip and some stray strands flew onto her arm and neck
Josh: Oh fuck Sera, that was incredible!

Sera let the shower run and clean the load of her body and I washed my cock off, we hopped out of the shower and dried ourselves and got dressed. After an orgasm like that I was unable to complain so we got dressed and left her aunt’s house and made way back to our respective houses.

A couple days had passed by and we were back to our daily routines of high school, when one afternoon I was returning from school I noticed Sera’s aunt unloading her car with shopping bags. And she was always a beautiful sight to see, she was 40 but had a body of a 20 year old, 5’6” long legs 36-26-32 and a very attractive face with brown eyes and short frizzy dark hair. From high school kids to our parent generation people used to fantasize about her but her love life was very mysterious, not many people knew anything on that topic.

Josh: Hi Miss Mett, how are you? How was your trip?

Miss Mett: I’m fine, just struggling with these bags. And how did you know I wasn’t in town?
Josh: (stammering)Ummm, I overheard Sera speaking to her mum about it. Let me give you a hand with those.
Miss Mett looks at me suspiciously as she thanked me and gave me the bags to carry into her kitchen. As I got the bags in and was about to leave, Miss Mett stopped me.
Miss Mett: Im curious Josh, do you know anything about the condom floating in my guestroom toilet?

Josh: (shocked and nervous) Errr, a c-c-condom? I have no idea what you are talking about!
Miss Mett: So is it just a coincidence I found my nieces, your girlfriend’s ear by the bedside table of the guestroom? Or is Sera seeing somebody else on the sly? That doesn’t sound like her.
Josh: I sorry miss Mett, I don’t want to lie to you that condom was mine but we dint use it. I SWEAR!

Miss Mett: I also though Sera was an innocent girl, I thought you very a good guy and would respect her principles.
Josh: She is and I do, that’s why nothing happened I was trying in on because I was hoping something would, but nothing happened.
Miss Mett: How do you expect me to believe that, and how am I not supposed to tell her father about this! And if I know my brother he will be furious and his wife will be heart broken, you guys will not be allowed to see each other! Is that what you want?

Josh: No Miss Mett, that the last thing I want, I will never pressure Sera into having sex. Please don’t tell her parents anything! I do whatever it takes to convince you that I’m the right guy for her!
Miss Mett: You can start by flushing out that stupid condom from the toilet! You are not supposed to flush condoms!
I run up the stairs and grab a plunger and wiggle the condom out of the water and pick it up within a napkin and chuck it into the bin. I then go over to Miss Mett, standing near her bedroom door a I was very nervous and embarrassed.
Josh: I’m so sorry about this Miss Mett, I will make it up to you we don’t need to tell Sera about this.

Miss Mett: Your right we probably don’t want her to know about any of this but im still very concerned about her happiness and safety. Are you going to be able to save yourself like she wants to?
Josh: Yes of course I will, I will keep myself occupied.
Miss Mett: Occupied? With other women? Do you think you would be able to resist their advances? You’re a good looking boy it is only a matter of time!
Josh: No I would never do something like that, I meant with myself (embarrassed)

Miss Mett: for some reason I can’t seem to believe you, I can see the desire in your eyes. You’re a horny teen age boy and you want sex. I cant let you hurt my niece like that.
Josh: I am not like that, I’m willing to do anything to prove to you that I am serious.
Miss Mett: Hmmmmm… open the drawer you see at the bottom next to my bedside.

I walk over to her bedside nervously doing whatever she asked of me as my mind was filling with thoughts of what would happen if Sera’s parents found out about. I then reach and tug open the drawer and I fine a stack of a variety of condoms alongside a vibrator and what looked like a paddle, piled onto of adult magazines. I was jolted I turned around.
Josh: th-those are NOT mine!

Miss Mett: (giggling) I know that Josh, those are mine. Don’t be so nervous, you are trying to earn my trust and this is the best way possible. I trust that you won’t have to look elsewhere for fun and I’m preparing you for Sera
Josh: Mmm-Miss Mett, aAre you joking? Are you suggesting we have sex? I don’t think that’s appropriate.

Miss Mett: Josh, not once did you turn me down, how are you going to resist other girls, while you’re a horny young virgin. A satisfied man is a loyal man, and I want you to be loyal to Sera. And I’m not suggesting we have sex, it is your only option if you want me to trust you.
With that she moved towards me and I was lost for words, as there was a beautiful voluptuous woman wearing a tank top with clearly no bra and tight jeans leaning in to kiss me. I could not resist and I kissed her back. Her body was firm and her arms wrapped confidently around my neck as she pulled me down towards her lips.

Miss Mett was a woman that clearly wanted to be in control and I was not one to argue with that, as her hands pressed against my chest and she rubbed her hands up and down my chest. She then pulled my t-shirt off and exposed my well-toned and defined body.
Miss Mett: mmmmm, that’s a nice body.
And she began to kiss my neck and leading down to my chest before pushing me on to the bed. I was lying down on the bed with my legs bent around the edge on the bed as Miss Mett pulled her own tank top off and exposed those gorgeous large breasts and perk pink nipples. As she straddled me my face was planted in her huge breasts and I kissed them vigorously, she then pushed me back and locked lips with me again.

My hands were running up and down her back as our bare chests rubbed against each other and our kissing go extremely intense. My cock was throbbing and desperate to get out but the erection was being contained by my jeans. Miss Mett began to make her way south as she was licking my body from neck to pecks to abs and slowly un zipped my jeans and pulled them off, my cock had pitched a massive tent in my boxers and was very uncomfortable. Miss Mett started to slide my boxers off too.
Miss Mett: Let me help you out, oh my my aren’t you full of surprises. That is one VERY thick cock!

She placed my manhood in her palm with a firm grip and rubbed it against her check and licked up my shaft slowly. Her lips were soft and her tip tickled my shaft as she ran up and down all 6” of me. She then began to kiss my penis head around the tip, before she slowly wrapped her lips around my penis head. The feeling was heavenly as she slowly let inch by inch of my penis inside her mouth with her lips grazing against my shaft.

After engulfing me whole with barely a gag she began to bob her head up and down my shaft, her lips went from my head to half way down my shaft and back. I began to moan and her tempo picked up. My hands we placed firmly on her head and I followed her head movements with my hands as she bobbed my dick faster and faster. With each bob it felt I was hitting the back of her throat and I could not contain myself.
Josh: Oh yes, that feels so Good, YOUR amazing, oh god I think I am going cum. I can’t stop myself, shit I’m going to cum! ArghhhhhI yess!
I couldn’t help myself and I embarrassingly came within a matter of minutes and I emptied my load in her mouth, she took the load in her mouth and swallowed it.
Josh: I’m so sorry about that, I don’t usually come so quickly, I would have pulled out.
Miss Mett: mmmmm, I never wanted you to pull out. This was only the warm up I’m just getting you started. Think you can handle it?

Without any words I grinned at her and leaned up and kissed her lips. My hands wrapped around her as our kisses got very passionate. She wrapped her legs around my waist and we continued to kiss, I lifted her from her ass cheeks and placed her onto her back with her head planted onto her pillow. I was on top of her and I began to unbutton her skinny jeans as we continued to kiss. I then started to fondle her breasts and nibbled on her neck, her hands were racing up and down my back. I started to lick down her chest as I continued to fondle her amazing firm breasts.

As I reached her navel I started to slip of her black lace panties and she had a large bush but it was well trimmed. I started licking her pussy lips slowly and gently, pressing my tongue against them and as my tongue glided up and down her pussy lips, her body began to twitch, she threw her legs over my shoulders and ran her hands through my long hair. I then began to speed my tongue up and flicked her clit with my tongue, her clit was prominent and so I began to suckle it as a result she began to moan. I pressed my tongue against her clit with my lips around it and began to circle around it. Her moans got louder and she began to clutch my hair while her thighs where beginning to clamp around my face.

Miss Mett: mmmmmmmmmmmm, yes yes, that feels so good. You’re AMAZING at this.
Her body was tightening up and I could feel her clamping up as I was circling her clit and I knew these were signs of her ready to cum.

Miss Mett: oh yeea, right there, just like that, yes yes, keep going, oh yes, I’m gonna cum josh… oh yesss, yess. Ooooooo yeaa, i'm cuumiing, oh yeeeeaassss oh josh yeassss!
With that I felt her hands pull on my hair and her juices flood my mouth, her vagina was throbbing onto of the tip of my tongue. Miss Mett slowly slid off me and my penis was completely hard again as my hand was gently stroking it as I slurped her pussy juices.
Miss Mett: Oh god, that was fabulous! You really know what you’re doing down there.

Josh: mmm, you taste so good, it’s a pleasure! I’ve had a lot of practice too.

Miss Mett reaches to her bed side and pulls out a couple of condoms and reaches over to me and correctly, rolls it down my penis from head down my shaft, she gently strokes it as my body inches towards hers. I lay there hovering over her body with my erect cock brushing against her moist pussy lips. I lay on top of Miss Mett with my hands stretched beside her face and legs together, while Miss Mett had her legs spread apart mine. Miss Mett placed her hand on my penis and guided it into her vagina. I slowly pushed my penis inside her as she adjusted her hips to angle my penis, as I was about a couple inches in she was clinching and gripping on my arms.

I started to push deeper in and she began to moan, the feeling of her moist vagina wrapped around my throbbing cock was amazing and extremely exciting. I awkwardly attempted to probe my penis deeper inside her, so she grabbed my firm ass cheeks within her hands and thrust me inside her that result in pleasurable moans from us both as I felt the entirety of my penis inside her wet warm vagina. I pushed in and out gently and comfortably, but Miss Mett wanted more so she hooked her legs around my shoulder and pulled me deep inside her vagina by grabbing my ass and thrusting it inside her, we both continued to exclaim and she continued to use her hands to build a tempo as my balls were smacking against her pussy lips.

Miss Mett pushed my things off and rolled to the side, she had me rest my head on the pillow and positioned herself over my rock hard penis. Her juices were dripping onto my body as she spread her legs apart above me and slowly lowered herself onto my member. My cock slowly pushed inside her wet pussy and it was amazing as she engulfed my entire cock around inside her pussy.

I was in heaven as she started to hop and bounce on my penis with her breasts bouncing of my face. So I pressed my face within them as my hands were caressing her ass cheeks. We both were moaning and the intensity of the moaning increased as Miss Mett picked up the pace and the noise began to get louder too. All of a sudden I felt a familiar urge that I tried to contain.

Josh: Oh yesss, that feel so good, your pussy feels incredible around my penis, I can’t hold back, im sorry im gonna cum again. Oh shit, I’m gonna cum, don’t stop, please don’t stop, im so close im gonna cum, oh fuck im gonna cum. Oh my god MISS METT fuck!! Im cummming! Aaaahhhhhhhhhh!

My Body froze as her ass hopped up and down smacking against my balls, I felt my cum flushing out of my body and filling the condom as it dripped down my cock. Miss Mett stopped her riding and lifted herself off my penis.
Miss Mett: That was quick, not bad for your first time. Do you feel like a man yet?

I was speechless as my body was kind of numb as my penis went limp, I smiled back at her and leaned up and kissed her lips. Miss Mett kissed me back gently at first but then I pulled her head lower down and hand her hovering top of me as we passionately locked lips. My tongue was swirling around hers ad her teeth bit my lips. I built up some confidence and lifted Miss Mett off my chest and initiated to turn her around, with my aid she faced the other way and was on all four with her knees bent beside my face and her face was hovering above my crotch.

I rubbed my tongue along her thigh as I reached her drenched pussy. I drove my face into it and slurped her pussy juices that tasted so sweet. Miss Mett sat up on my face as my hands parted her pussy lips and my tongue dived inside her pussy and rubbed it up against her inner walls.

Miss Mett: ohh, yeaaa, mmmmmm, that’s a good boy, you love to eat pussy don’t you? Your tongue knows just what to do!

Miss Mett then leaned forward into the ‘69’ position and peeled the used condom off my limp dick and began to rub the balls up to the shaft gently. My tongue rolled around inside her curling up against her walls as I slowly insert my index finger into her warm moist pussy. The feeling was intense and I could feel her ass cheeks tense up within my palms as I penetrated my finger deeper into her soaking pussy. My tongue was now running around the outer lips as my finger picked up pace and penetrated inside her. Miss Mett continued to fondle my penis and it began to grow within her palm, she was moaning away with my fingers penetrating her pussy and her grip tightened around my shaft.

Her moans got louder and she lowered her mouth over my penis and placed it in her mouth. Her moans were muffled with my penis inside her mouth and it grew to its full erect 6” size. All of the suddenly Miss Mett leaned back up and stretched to her side and took out her vibrator, she leaned back down and stuffed her mouth with my now rock hard penis. My fingers were continuing to slide in and out inside Miss Mett and my tongue was running up and down her pussy lips, which were now accompanied by her buzzing vibrator that was poised and pressed up against her clit.

Miss Mett: oooooo yesssss, faster, faster, stick another finger in! push in faster, lower! Right there ohhhh YES. YES! Keep going! oh yes!
I listened to her instructions and then pressed her mouth back onto my penis as I was not penetrating her with two fingers. Her body was tensing up and her sucking began to slow down. Her bobbing became slower and her moaning got louder, she suddenly leaned back up.

Miss Mett: Oh myyyy GOOOOOD, im cumming, FUCK! Oh GOD! Josh im CUMMING, Oh JOSH! Oh shit! FUUUUUUCK. YEEEEEAASSSSssssssssssss.. oooohhhh, aaaahhhhhh.

With that I experienced something very rare, her body clinched up she raised her pelvis and her pussy gushed out as she came. Her juices flooded my face and chest and she had squirted on me. I was in shock and extremely turned on. Miss Mett collapsed on top of me as her knees gave way. She lay on top of me with her legs shanking and was heavily breathing. I caressed her back as we both were silent and only the noise of her vibrator was audible. After a few moments I was stroking my saliva soaked penis and Miss Mett got back up.
Miss Mett: That was amazing! That’s the first time that’s ever happened with anyone!

She again reached to the side of her bed and pulled out another condom that she slid down my cock. I was rubbing my drenched hands up and down her sexy bare back; she lifted her hips up and slowly lowered herself down my cock. Her body was extremely tense and sensitive as she cautiously inserted my penis inside her as she slowly sat down on my erect penis. Miss Mett held my cock in her hand as she inched it inside her, I was holding her up by her waist. Miss Mett was finally able to guide me inside her and leaned in front as she swilled her waist about; my cock was settled into her warm pussy.

Miss Mett began to bounce up and down my crotch, she sat with her knees spread and feet planted on the ground and used her feet to push her body up and down my shaft. I began to thrust up against her pussy as I clichéd her elevated ass cheeks in my palms. Both of us began to moan and our thrusting got more intense and even faster, my balls were smacking up against her pussy as I reached around and caressed her sexy firm breasts.

Miss Mett again reached to her side and pulled out her already buzzing vibrator, before she put it to use, she spread her legs apart and stretched them forward resting on her heels. My hands were now up against her waist as I lifted her body up and down along my shaft; Miss Mett now had the freedom and pressed her vibrator against her vagina and clit. The vibrating resonated to my piercing cock and I was extremely turned on,

Josh: oh wow, that feels amazing, your pussy is so much tighter right now, I love my balls smacking against you. Ahhh yesss! Fuck this is amazing! Oh yeah your body is so fucking hot.
Miss Mett: MMMM, yes Josh, that’s right! You like that! Mmmmm yes, stuff me good, faster baby. Fuck me good.

Miss Mett slowed her hopping and so I stopped lifting her by her waist she indicated to roll me to the side so I attempted to, she pulled me out and leaned over on all four in front of me. I kneeled behind her as she stretched her hand back to guide my throbbing cock inside her. Miss Mett pussy was soaked so my cock slid right away inside her. My cock pierced all the inside her and we both exclaimed, as I pulled in and out of her with ease she resumed to pleasure herself with the vibrator against her clit as I started to pump faster. I was smacking my body against her and I was doing everything to hold on as I was slipping in and out of her. The vibrator intensified every thrust and Miss Mett lost control.

Miss Mett: Oh yes Josh, fuck me harder, spank me Josh, SPANK me! Ohhhh yes. Harder, FASTER! Just like that! YESSSS, oooooooo, YES, this is perfect, keep going!
As I gave into her request and I thrust as furiously as I could and spanked her ass to a light shade of red. She reached one hand across to my ass cheek and pulled me in closer. The intensity of the sex drove me wild and my body could not handle it for much longer, I was holding in as long as I could but I had peeked and I knew I was close.

Josh: you like that? Oh god this is amazing, im sorry, im very close. I can feel it! Im gonna cum Again!
Miss Mett: oh Josh, not yet, im close to baby. Oh fuck! Say my name! I want you to call my name Josh! Ohhh yes! Im close tooo! Keep going! Oh fuuuuck!

Josh: oh Yes Miss Mett! Miss METT! Ohhh fuck yes Miss Mett your making me cum again im about to cum! Oh god miss Mett im cumming I can’t hold on on! Ohhh yeaaaaaaahhhhhhhhhh! Yes im cumming Miss Mett
Miss Mett: oh god, yes Josh, cum for me im about to cum toooo I want you to cum! Ohhh yesss! Oh gooood, FUUUUUCK im cumming toooo! Shit I think im goona… AHHHHHHHH YESSSSSSSSS!, AHHHHHH

And to my surprise Miss Mett squirted again and fell off my penis and planted her place down into the bed. My cock was again flied with my cum around it within my condom. Miss Mett was speechless again and we both were just heavily breathing for a few minutes.
Miss Mett: That was intense; I can’t believe I squirted twice! How was your first time? Just the way you wanted?

Josh: I have no words Miss Mett; this was the time of my life! Thank you.
Miss Mett: you don’t need to thank me Josh. I enjoyed it too, much more than I expected to.
She got off the bed and got into the shower and told me to see myself out.
That ended my first time experience but marked the start of a 6 month affair that I shared with Miss Mett only to be caught red handed by Sera having sex with her aunt. Sera then dumped me and I then learned that Sera’s family and Miss Mett were actually on bad terms and Miss Mett was mutually doing this as a way to hurt Sera and her family. Sera and I did not speak for the rest of High School. Miss Mett and I stopped our relationship as she moved away.

davesmistress
04-11-2013, 02:24 PM
Welcome and thanks for the new addition

chren49
04-15-2013, 05:38 PM
thanks

ironeagle2
04-18-2013, 09:03 AM
ok story but did not care for the ending

actionmaster6
04-22-2013, 08:34 PM
Good story, but the ending was REALLY rushed.