Annie, Jenny, and Me
Copyright© 2022 by Master Jonathan
Chapter 3
Romantic Sex Story: Chapter 3 - This story is about a guy new to the apartment building who befriends and ends up having sex with a divorced woman across the hall. When her daughter comes to town, she introduces him and he has sex with her as well. Although there are three characters in this story, two of whom are mother and daughter, there is NO incest – he has sex with each one individually. So all those who dislike the idea of incest can read this story without worry.
Caution: This Romantic Sex Story contains strong sexual content, including Mult Consensual Heterosexual Fiction Sharing Anal Sex Analingus Masturbation Oral Sex
With her now in a position to really play, I decided we didn’t need to rush home quite yet. “Let’s take a little drive shall we?” I said as my hand slipped under her already damp panties.
“Ohhh...” she moaned as my hand began working on her leaking slit. As I drove with one hand, I played in Jenny’s pussy with the other, feeling her get wetter and wetter the more I churned inside her. Jenny had reclined the seat back a bit, and was busy with one hand down the front of her dress, playing with her tit while her other hand was in her crotch covering my hand and holding it there.
“If you pull the front of your dress down you can play with those easier. And I can watch you do it too!” I said. It was as much a dare as it was a suggestion, and she took the dare. She smiled at me and pulled the front of her dress down to pull her tits out.
She was blessed with a full chest just like her mother. Annie proudly sported a set of 36D tits and Jenny was now showing off her 32C’s. I had every confidence that she would meet or even exceed her mother’s dimensions when she was fully grown!
Her tits were amazing too, full and firm without a hint of sag, her meaty globes just begged for someone to use them and admire them. Her areolae were dusky rose-colored in contrast to her baby pink nipples, now hard and stiff with her arousal.
She laid back in her chair, her eyes closed and soft mewling and moaning coming from her sweet lips. I knew she was enjoying what was happening to her. Between my hand whipping her pussy to a frenzy and her own self pleasuring her tits her mind must be slowly unraveling.
By the time we finally arrived at the apartments, Jenny was moaning and whimpering her need urgently. She had been tugging on her nipples and I had been churning her pussy to a froth and she wanted to be fucked VERY badly!
“Please James! Please take me inside and fuck me! I can’t take any more of this teasing! Please, I want to feel your cock inside me, not just your fingers! Please! You showed me what your cock felt like the other day, now I want to see what you can do with that monster!” she cried.
I parked the car in my designated spot and got out. I opened the door and helped Jenny stand up, blocking her from view as she got her dress pulled back up and straightened to an acceptable condition. Then I took her arm and helped her walk into the building. But once we got into the elevator, I pressed her back against the wall. With a deep, powerful kiss, I made sure those lust fires didn’t die down too far!
Once we had gotten inside my apartment I took her straight back to the bedroom – neither of us could wait a moment longer!
“Can you help me with my dress, James, please?” she said. She went over and stood in front of a full-length mirror that hung on the door of the closet. I walked up behind her to unzip her dress and as I got it unzipped, she let it fall to the floor around her ankles.
Standing behind and her looking at our reflection in the mirror, I could see her wonderful firm tits and her luscious erect nipples. She still wore her panties, although I could clearly see they had gotten so wet that I could make out the swollen lips through the nearly transparent pink material. She had a huge smile on her face and she pressed her ass back against me, blew me a playful kiss in the mirror and proceeded to walk over to the bed.
I stood there at the foot of the bed looking at my beautiful girl, my cock as stiff as a tent pole.
“James, honey, you are a naughty man, making my panties all wet like this. I loved how you teased me with your fingers ... I nearly came in your car on the way home from the restaurant. But what I really want is that big fat cock in my mouth.
“Please, James, please let me suck it. Please let me show you that I can suck your cock as good as Mom can. All the guys at school say I’m the best cocksucker in school. And I swallow too – I just love to swallow loads of fresh hot creamy cum from your thick hard cock.
“I also love it when my guy cums on my slutty face ... I rub his spent cock all over my face smearing his cock cream around until my whole face is covered. Mmm ... I can’t wait. Get out of those clothes baby, I’m horny and I can’t wait to taste your yummy cock!”
Her eyes followed me as I moved into the middle of the room to get undressed. As she watched me, her right hand moved down between her legs, slipping under the sodden panties to resume the game with her pussy and clit, while her left hand moved to play with her tit, pinching and twisting and tugging at her hard nipple.
“Oh James darling, please lick my pussy, I want you to lick me, James, please.”
I watched as she pulled aside her panties. spreading her pussy lips to show me exactly what she wanted.
“Lick my little clitty right here,” she said as she fingered the throbbing button. “Mmm, yesss ... get your tongue right in Daddy.”
I watched spellbound as Jenny continued to masturbate in front of me. Her eyes were closed now imagining me eating her out.
“Lick my clitty, Mmm that’s right, get your tongue right in there Daddy.”
I wrapped my hand around my throbbing cock and started to slowly stroke myself as I watched the scene before me. Jenny was really getting into her masturbation and she was writhing and squirming around on the bed in obvious ecstasy.
“Oh, God James! Please come here and lick my titties, please! And finger fuck my little pussy at the same time! Please, James, I need you so bad!”
Jenny’s ass was lifting off the bed as her fingers were thrusting in and out of her drooling pussy, making wet squelching sounds as she finger-fucked herself. She was busy pinching her own nipples hard between thumb and forefinger twisting them so hard I thought she would twist them right off!
“Oh, James yes ... James please, please make me cum! Please make me cum for you! Yes!”
I watched as Jenny brought herself off, her body arching high as the orgasm took command of her. Her legs quaked at the strain and I saw her pussy juices spurt out in a jet that traveled a couple of feet before landing, the remaining flowing out in a torrent of sweet woman-honey.
“YES! OH FUCK, JAMES, YES!” she screamed as she came.
I watched her twist and writhe and thrash about on the bed as wave after crashing wave slammed into her. It was several long moments before she finally calmed down enough where it was safe to approach her without getting struck by a flying limb.
When I felt it she was finished and it was okay to approach, I stepped forward.
All that day I debated with myself whether to take it easy on this girl or to show her what she was going to have to deal with if she wanted to be with me. On one hand, she was young and somewhat inexperienced – she’d only been with boys who themselves could barely figure out which end the pussy was on in the first place!
But on the other hand, if she was going to be with me, even as an alternative to her mother, she would have to learn more grownup things than just backseat petting or a beach blanket bang-bang! I’m sure she considered herself pretty hot in the sack, but she was playing in the big leagues now and she needed to learn what being a woman – instead of a girl – was about.
She had asked me the other day in the shower to fuck her like I fuck her mother. She insisted she was a slut too and that she wanted to feel a man’s cock. She wanted to show me that she could take any pounding that I could give her – that she wasn’t a china doll that would break. She really wanted to be my slut and she wanted me to give her a chance.
Still, there was no way I was going to go at her completely unrestrained. Whether she liked it or not she was still a teen woman and I had a moral responsibility to show good judgment. Hell, I hadn’t even went full power with Annie until we’d had sex a couple of times and I knew her limits!
I decided that I would give her just enough to wear her ass out but not so much that it would cost her more than a couple of days of sore muscles. I would make her feel thoroughly fucked, but still keep her in one piece!
“All right my little tart, you want to be my slut, then prove yourself. Prove to me you are a ‘big girl’ and able to handle what I have! You tell me that you are the best cocksucker in school ... well this is your final exam! Let’s see what you learned back in that school of yours. But remember, this isn’t some teeny schoolboy weenie you are dealing with. You are going to face a full-size man’s cock and not a small one either! This will fill that pretty little mouth of yours with more to spare!”
I spun her around so her head was in front of me and pulled her closer until her head dropped over the edge of the mattress. I knew she was probably used to kneeling over her boyfriend or maybe kneeling in front of him to give him blowjobs. Those positions give her a lot of control in the speed, depth, and rhythm of the blowjob. But with her head over the edge, she had no control. This wasn’t her regular garden-variety blowjob ... I was going to face-fuck her!
Jenny opened her mouth as my cock came closer and she reached out for my cock ready to stuff it into her waiting mouth. But I stopped and pulled back a step.
“No, no hands. You can put your hands on the back of my legs when we begin. But for now, I want you to just let it rub across your face. I want you two to get familiar with each other. Caress it with your cheek ... give it a little kiss ... then I will move forward and you can meet the twins here too. You will have to get used to and make friends with all of them.
She put her arms down to her side obediently and I stepped forward again. Just as I had directed she let my cock roam all over her face, nuzzling it and kissing on it.
“Mmm ... so soft and velvety, yet so hard and strong...” she cooed.
I moved a step closer and that put my nuts right in front of her mouth. “Now you can lick my balls and get them nice and wet When you have them all wet and ready suck each one into your mouth and you can lick them some more inside your mouth.”
She knew exactly what I meant and did it wonderfully. I closed my eyes as she took each of my balls in her mouth, the feeling was exquisite.
After a few moments of preheating my cum, I pulled back with more instructions. “Okay, now I am going to start face-fucking you now. I will start easy, but I will get more intense before we are done. You told me you suck cock but have you ever deep-throated?”
“I tried it a couple of times but I don’t know how good I was,” Jenny said.
“Well, we will see your skills tonight. You will probably gag and may even feel like throwing up, but that’s all part of deep-throating. When it’s time, I will show you how to do it right.”
Like I promised I started off easy just letting her take me in her mouth and get used to my size. She seemed to be comfortable enough with it although I am sure I was bigger than she first imagined. I moved slowly in and out of her mouth going a bit deeper each time.
Before long I was at a point where even her most endowed boyfriend hadn’t been yet. I could tell she was getting concerned because her fingers curled, grasping at the bedsheets.
It was then that I pushed in far enough for the tip of my cock to reach the back of her throat. She started to gag a bit.
“Try to relax your throat, We are going to do this nice and slowly.”
I kept pushing deeper down her throat, telling her how good she was doing and how proud I was of her. I’m sure it felt strange for her having my cock so far down her throat. But for me, I loved the tight feeling of a woman’s throat hugging my cock.
I went deeper and deeper an inch or so at a time. I would push in and stop then pull back and push in again a little deeper.
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