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!