Downhill Spiral
True story about my first “experience” outside of the sexual norm.
Downhill Spiral
At the age of 18 there are 2 things going through a young mans head, pussy and cars. Well I was fortunate enough to have been on the football team in high school so pussy at this point in time was still fairly easy with little to no work since I had just graduated, and the car part was no issue at all either. Well girls my age became boring so as any young men do I started lusting and chasing after older women. Heres where we introduce, lets call her Judy. Judy was mid 30’s slim about 5’4″ nice full C cup breasts short bob blonde hair, piercing green eyes, and braces… Yes braces, there is something about braces on an adult woman that does it for me. Judy was the branch manager at the bank that I had just opened an account at, since I wasn’t in school and had a full time job now i needed a place to cash my checks so I had went in to open an account and she was grateful enough to help me. She smiled and was very friendly. The entire time I sat in front of her that day she was explaining fees and what not which meant jack shit to me because the only thing i could think about was what her breasts looked like and could she suck my cock without doing me bodily harm with the braces.
Let’s skip forward to the good stuff. After a few weeks of going into the bank and cashing checks and saying hello to Judy we began to talk and flirt around a bit. One Friday afternoon I went in to cash my check and stopped at Judy’s desk to talk to her as I normally did. She asked me if i had any plans, I told her that I was supposed to meet some friends and catch a party. I asked her what she had planned. She said she thought about going home having a few drinks , smoke a bowl of weed and just relax. I was kind of caught off guard, Judy smokes weed. Hell yeah she was cooler than I had thought. I told her to same some for me jokingly. She smiled and said why dont you stop by and hang out with me and help me smoke it. Stunned i stood there for a moment and said ‘Sure” she told me the neighbor hood she lived in and told me that she would go for a jog through the neighborhood when she got home and she would meet me at the security gate and let me in. I agreed and out of the bank i went. I was thinking “Fuck yeah I am finally going to get a chance to see the body that she keeps covered so well when she is at work.”
I arrived at the gate and waited for her to arrive. This was before everyone had cell phones but instead had beepers and before you ask yes I had a beeper and no you can not make fun of me for it moving on…. I only sat at the gate for maybe 10 minutes waiting before i seen her come jogging around the corner in a sports bra and tights. She smiled and waved as she punched the code into the keypad. She jumped in the car with me and gave me directions through the neighborhood to her house.
We pulled up to her house which was much nicer than i had anticipated she could afford with the payroll she was earning at the bank but i didn’t think much of it. We proceed inside she offers me a beer or glass of wine, even though i hated the taste of beer i took one because well…. why not. She say down beside me and pulled out a cigar box that when she opened it i could see was full of different types of novelty pipes and rolling papers as well as a small rolled up baggy about half full of pot. She looked at me and smiled and said “this is the good stuff”. She packed a bowl and lit the little tye dyed mushroom pipe she was was he favorite took a few puffs and handed it to me. I pulled a hit off the pipe, about that time she stood up and said she was going to change and get out of her exercise clothes. before she was clear of the room the sports bra was off and i was face to face with a little butterfly tattoo in between her shoulder blades and she walked away from me and out of the room. She returned in a big baggy t shirt and very short shorts.
Plopping down beside me on the couch she leaned across me and snatched the pipe from my hand and said “my turn”. She took the last few hits off the pipe and sat it down in the ash tray. She turned to me and said “told ya it was the good stuff” and giggled and nodded my head in agreement. She said “whats wrong mr big stuff, why are you being all shy”. I said “I am not being shy i am enjoying the pot and its mellowing me out”. “Oh really” she said, “mellowing out, well we can have that”. She threw one leg over me and in one quick move was straddling me, face to face. I was in pure shock it was the first time i had ever been with an older woman much less one this aggressive. “Mellow time is over” she said as she started kissing me biting my bottom lip and grinding her hips on me. “Don’t be scared” she said as she grabbed my hands and placed them on her ass. It was just as tight as i imagined it would be. Before i knew it I was grinding her harder against me and biting her lip as well. She had pulled my shirt off by this time and then off came hers. The breasts were fucking unbelievable, even better than I had imagined. She pressed my face against her breasts “suck them” she whispered. her nipples were drawn and hard, i pulled them into my mouth one by one sucking and enjoying them. “bite them” she whispered, i gently tugged on her nipple with teeth, “Bite Them” she said a bit louder so i continued nibbling on her nipples, “BITE THEM” she screamed. So i did She moaned “fuck yes, harder baby” so i obliged. She leaned over and whispered in my ear. “Why are your pants still on, i know your cock is ready for me i can feel it”. I slid the shorts and boxers i had been wearing off, she smiled “mmm yummy” as she knelt down to her knees and immediately started swallowing my cock. My eyes rolling back into my head trying to think about anything other than how close i was to cumming. Had it not been for the pot , the beer , and this mouth doing the most amazing things with my cock, I might have heard the keys in the front door.
The door swings open and there stands a man at least 6’3″ shaved head covered in tattoos. Picture the guy from the biker movies who is always sent out to do the killing, yeah thats him. She pops her mouth off my cock like it were a sucker looks at him and says hi honey and without missing a beat is back to sucking my cock. At this point in time she is sucking my cock limp because all of the blood has hit my brain trying to find escape routes. Evidently he can see the “oh fuck” wash across my face because he says “its cool dude relax” as he walked through the living room and into the bedroom. She looks up at me with a grin and says “oops i should have told you i was married” in disbelief of what just happened i stared at her. “He was in an accident which left him unable to preform so he lets me indulge with other men i find attractive.” Hearing this made it no easier for me to relax. I pulled her up from her knees and sat her on the couch .. pulled on my boxers , grabbed the pipe out of the ash tray and said “your gonna need to pack this again” she laughed and did so. We smoked that bowl while she explained the dynamic of their relationship and how after a construction accident had left him impotent they decided she was able to have “playmates”. This made sense to me, so with the bowl finished she removed my boxers and was back to sucking my cock like before.
She stands up removes her shorts. She has a small landing strip of neatly trimmed blonde hair leading down to small tight pussy. “See what you do to me” as she places my hand on her pussy. I can feel how warm it is. Slick with her juice, her clit hard and throbbing. She pulls my fingers from inside her and places them in her mouth, “mmm i taste good, you try”. Well at this age if there was one thing i would brag about myself is i could eat pussy, i had been taught very well (another story for another time).
I stand up and switch places with her. She wraps her legs around my head and pulls me into her. Her clit throbbing and swollen, i can feel her body twitch and her stomach jerk as my tongue assaults her, her moans and breathing increase as does her juices, she tastes like heaven. Orgasm after orgasm this continues for the better part of an hour before she finally stops me. She looked and me and said “fuck me” . I kissed up her stomach and to her breasts, remembering the “Bit them” from earlier I clamped down on one of her nipples, she sharply gasped for air moaning “YES” . i trailed up her neck and to her lips, we kiss as she bites and nibbles my bottom lip “mmm i do taste good”.
She wraps her hand around my cock, guiding it into her soaking wet pussy. I can feel it forming and enveloping me. She moans with satisfaction “damn you feel good” she said and she slid herself closer to me pressing me deeper in her. “put my legs over your shoulders, and drive that cock into me like you know you have wanted to since the first day you seen me.” I knew this would be a mistake as I had already fended off orgasm about as long as i could and this would drive me over the top. But my cock took over operation of my body and that is just what i did. her petite legs fit well over my shoulders as i placed my hands on her thighs and crammed my cock as deep and as hard into her as i could. Over and over again watching her perfect little tits bounce in time with the rhythm i had going . Her back arching up and her neck flying back moaning “yes fuck yes”. You could hear our bodies slamming into each other and the smell of sex filled the house. “i’m cumming” i said, as i start to pull out she pulls me back in and looks me in the eyes “fill my pussy full” and with one last thrust her request had been met. She smiled at me and said “thank you” I leaned over her and with a kiss said “no, thank you”. With a giggle she said “let me grab a towel” and she bounced off to the bedroom. I sat on the couch, my cock drench with both our juices as he walks back into the room.
He sits in the recliner across the room and starts flipping channels on the TV. I had almost forgotten he was there until now. She walked back in with a towel and instead of toweling off my cock like i thought she was going to she lays the town on the floor under her as she dropped to her knees and began sucking my cock again. The nerves from my orgasm still buzzing it was torture and pleasure having her mouth on me again. She clearly wasn’t done with me. As he sat across the room i noticed him watching us now instead of the TV. I wasn’t sure how to take this, it was all completely new to me. “Do you like it baby” he said. “I love it” she replied as she went back to swallowing me. “I am trying to get him hard again for another round but i think you scared him ” she said with a giggle. “Hell man dont worry about me, fuck her tight little cunt, enjoy yourself with her”. Something about the way he worded that excited me and it didnt take much before i was hard again. This time she climbed on me sliding me inside her. Fast and furious would have been the proper term for what insued. Never before or since have i had my cock ridden quite so vigorously. This time around i was a bit more prepared and could enjoy her instead of trying to think of baseball and other such things to keep from blowing my load. I could watch her face see the pleasure running through her, orgasm after orgasm washing across her face, sweat beading up on both of us. “You like that” she says , almost sounding out of breath. “What your cunt cant take it any harder” her eyes lit up as thought a spark had just flared in her. That must have been the magic word. When i thought i couldn’t be rode any harder or faster each time she proved me wrong over and over and over. Before to long i noticed her husband had broken out a camcorder and was recording us, at this point in time i could give a fuck less. I had at least 3 more orgasms but she never stopped she fucked me through them all from orgasm to orgasm never giving my cock time to rest and relax.
Both exhausted and out of breath her husband lights a joint and sits beside her on the couch. He passes the joint to her who in turn passes it to me. “you are to speak to no one about what happened here tonight” he said. “If you do i can make it real bad for you. We are discrete and it needs to stay this way.” I agreed and told him he had nothing to worry about. “good , if you keep your word and if she wants maybe this can be an ongoing thing” “um yes please” she said. He laughed and said “we will talk about it babe”. I mentioned the recording to him and asked him if maybe i could get a copy of it as well. “No, that will never happen” he said a bit more stern than previously. “ok thats cool” i said not wanting to push the subject with the obvious biker hit man. Once the joint was done he looked at me and said “go ahead and get dressed and have a safe trip home”. This must be how a hooker feels when a John tells her the money is on the dresser as he ushers her out the door.
The next week I arrive at the bank to cash my check as per usual. I walk down the hallway to see Judy as per usual. I round the corner and poke my head into her office and to my suprise her office was empty. No photos on her desk nothing on her book shelf, just empty. I walked back to the front and asked the teller where Judy was. She said she came in on Monday and let everyone now that Thursday would be her last day that she was moving out of state. Surprised i thought i would check for myself. Remembering the code she punched in that night i let myself into the neighborhood and made my way to the house which i had remembered pulling up to. Only the house was empty now. No curtains in the windows , no cars in the driveway. I left the neighbor hood and headed home.
Over 20 years later still not sure where Judy , the biker assassin or the video staring yours truly, ever ended up.