The following story contains physical relations between a teen boy and older woman. It include blackmail, reluctance, and breeding, don’t read if uncomfortable.

I know most of you who have read some of my other stories are thinking “ seriously? Why the disclaimer every time? Well to answer your question I know I’ve started reading a story based on the title thinking it was about one thing and about a paragraph in realization hits this is waay off what I was looking for and some triggers my PTSD. So I figured why not help someone else out so they don’t experience that. Anyhow now that is over let’s begin…
So this happened a few years after one of my previous stories with my mother. It was the winter of my sophomore year of high school. Back then my mother always enjoyed taking me around with her to all of her adult only parties as a show piece and have me act as one of the wait staff for all the adults. Pour drinks at the bar, serve food, swipe keys of people who drank to much and serve them coffee and alcohol. Course I would flirt with all the women in the room that were between 30 and 50 of course they ate it up being fawned over by a 17yr old. Typically if they drank enough they’d forget my age and start flashing me. Which was normally when my mother would panic and bring me home… now this took place at my mother’s boss’s house at her yearly Christmas party with people in the office. Her boss Shelly at the time was 40 years old, ear length brown hair, small nose, 5 ft 10 inches tall, and and if I had to guess about 250 ish, 40E cup, needless to say not dainty or small but still had a great nose, and a voice that would just make you melt and do nothing but listen to her. Yes I had a huge crush on her, I think my mother kinda realized that; the problem was Shelly has a thing for my stepfather. So as the night went on she got more flirty with him and friendlier with me and was confessing to everyone in the room that she’s probably just going to be alone like every other night not getting any dick like she hasn’t had any in 2 years. My mother took the opportunity as other people got uncomfortable and started leaving. Mainly because they only attended for free food and alcohol. Which in part I kinda felt bad for her, but I just always dreamed of having sex with her. Well as the party went on I cleaned up and stole drinks from various glasses so I could see what everyone else was experiencing. Being inexperienced at drinking I passed out on the couch. Well sometime later I woke up and the place was quiet and couldn’t find my parents or anyone else for that matter around. What I did find was a mess and I heard what sounded like a drunk woman crying. Looking at the mess I started cleaning up figuring my mom will get me in the morning it’s no big deal. That’s when I heard the crying stop and a woman yell out “ someone stayed ? Who’s here ? “ until I heard Shelly’s voice with a curious purr behind me at the doorway to the kitchen “ ooo a man in my kitchen cleaning up after me ? Please tell me you are real. As I need one “ I turned around and responded “ yes Shelly I am real. I just woke up and figured I would help you out” as I turned around I saw she had on a soft cotton robe but it didn’t look like much else underneath. She licked her lips and said “ well, well, well, help me ? Why not take your clothes off in the kitchen and come to bed with me as I am so lonely, that would help a lot. Just leave your clothes here. “ my jaw dropped as I stripped naked. As I took her hand I could not believe my luck as we walked hand in hand towards her bedroom. Soon as we got into her room she dropped her robe on the floor and my cock immediately went rock hard. She looked at my cock and smiled and asked “ well since you are naked and I’m naked in my house and from that thick cock you have I guess you like what you see ? “
I nodded yes and replied “ I always have Shelly I just never thought you would be this beautiful “
Soon as I said beautiful her eyes teared up and she wrapped her arms around me in and asked “ will you be my lover and stay the weekend with me ? I don’t want to be alone. I would suck that beautiful cock but I need you inside me more if you’ll be my lover ? “
I was in shock of course any horny teenager boy turning down the chance to have sex with a fantasy woman.. yeah no way was I backing away from this.
I shook my head in agreement and said “ yes Shelly I have always wanted to have you as my girlfriend. “
At which point she kissed me and dragging me over to the bed and laid down on her stomach and raised her ass for me slightly so I could see her pussy. As I climbed up behind her I said “ Shelly I hope you don’t mind but I don’t have any condoms “
She replied drunkenly” ooo well that’s exactly what I was hoping for because I am fertile right now.”
Well my teenager hormones taking over and not really registering what she was telling me I positioned myself behind her rubbed my cock up and down her very wet lips and found the entrance once there I asked her before I pushed in to seal her fate.
“ so Shelly how does it feel to have a teen boyfriend? “
As I pushed forward and thrust into her she moaned out loud her approval “ OH YES you’re my first younger man, I now see the appeal of younger cock. Give me your potent cum lover “ as I picked up the pace all that could be heard was her screams of approval slaps of her ass on my hips. I didn’t last very long as my cock began to swell she pushed back causing me to pump cum deeper inside of her. As I finished I was still hard as normally back then I’d have to jack off 3 times before I got soft. She gasped as she kept bouncing back on me “ oh my god your still hard , oh yes lover I can get use to this … boy..friend ? “ we proceeded to keep going till we both were completely drenched in sweat and as we laid there in bed next to each other she asked “ boyfriend? , as I haven’t heard that term used by anyone except… So I don’t know your name but you know mine, just how old are you? “ before I could answer she looked at me and asked “ so you really like the idea of having me as a partner a girlfriend? “
I nodded in agreement and she said with a smile on her face as she hugged me “ well that’s good because with the amount of cum you just put in and the amount you put in me this whole weekend I will most likely be having your baby “
I was stunned and before I could respond she kissed me and turned out the light. Next morning, I woke up hard as all get out realizing I was still completely naked in bed with Shelly. So I decided to have my way with her and wake her up. As I rubbed and kissed up her leg she spread them for me. I began rubbing the head of my cock up and down her clit and lips causing her to get wet and moan with her eyes closed like she was having a wet dream. Just before I thrust in I kissed her neck and whispered in her ear
“ morning lover “ and as her eyes opened my cock flew deep inside her making her gasp as her eyes looked at me in shock realizing who was on top of her and was clearly inside her raw. She never moved to resist but now had questions between pants and orgasms. “ what ,… what… oh… Ugggghhh.. you doing .. ? As I quickened my pace for our bodies to rock back and forth I said back between moans “ why lover im doing you, same thing we did all night I just wanted to wake you up… honey im about to cum “ she moaned in shock and pleaded “ cum? No .. no .. don’t cum in me please “ soon as she started to beg I lost it and pressed my body tight against causing my cock to drive into her womb. We both screamed out loud “
“ OH SHIT agggghhh “ after 5 minutes I kissed her neck and lips in response saying “ I know you told me last night you were fertile and not on birth control, and that I am probably knocking you up right now. But your my girlfriend so it’s ok honey “ she shook her head and said” no it’s not ok your my employee’s son.. she can’t know about this “
I nodded and kissed again told her I had to make a call.
I called my mother up and told her not to come get me till Sunday night that I am spending the weekend with Shelly.
She just chuckled on the phone and said “ mmm hmm ; take she needs extra time for comfort ? Well thank you for getting her to think about someone else. “ I hung up the phone and said to Shelly “ well honey I am going to be here all weekend. So you don’t want my mother knowing about this ? Well as long as we make this a regular thing then you can refer to me as your mysterious boyfriend and you will be my secret girlfriend otherwise I will just tell my mother “ she nodded her head
Got on her hands and knees and wrapped her mouth around my cock in agreement……..

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