Annie, Jenny, and Me - Cover

Annie, Jenny, and Me

Copyright© 2022 by Master Jonathan

Chapter 1

Romantic Sex Story: Chapter 1 - 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  

Annie was a nice attractive woman that lived in the apartment across the hall from me. We would bump into each other on our comings and goings and were always friendly toward each other. I hadn’t been in the building very long and she had lived there for a few years when we first met.

She told me about some of the “inner workings” of the building ... which washers and dryers to try to get, who the gossipmongers were, what time the mail was usually delivered – all those things that make apartment life more convenient and easier.

Annie also considered herself the unofficial “Welcome Wagon” of the building. She seemed to know almost instinctively when someone new came to the building and felt it her duty to make sure they were properly welcomed and orientated. She never pried and if you didn’t want her help she wouldn’t push, but not many people turned her down. Annie had the kind of personality that made you instantly take to her!

Annie and I became pretty good friends in the months that followed my moving into the building. She had welcomed me with some home-made bread and a delicious apple pie “I just love to bake” she had explained. I, in return, invited her over for dinner a few nights after that and we got to know each other a bit. Things just grew from that point and before long we were like old friends.

I learned that Annie was a couple of years older than me at thirty-five and had been divorced for the last eight years. Her husband hated the heat of Houston and moved to Denver while she opted to stay here in Houston, where she had friends and her job. She had one daughter that she and her husband shared custody with.

I told her that I had never been married, but I had been engaged (we called it off because we realized that at the time we weren’t really ready) and I had moved to Houston because of a better job opportunity.

One night I had bought a couple of steaks for the grill as well as the other fixings for a nice steak dinner. Our apartments all had small outdoor balconies that would allow outdoor grilling. I invited Annie over and she was more than happy to come. I had just lit the grill and had the steaks ready to put on when I heard the doorbell.

“Hi Annie, Come on in,” I said. We went into the living room and I asked her if she wanted a glass of wine. I brought two glasses and then excused myself to go put the steaks on.

With the steaks cooking I came back into the living room with my guest. That’s when I got a good look at Annie.

“Wow, Annie, you look amazing!” I said. And she did. Ordinarily, I saw her in her comfy around the house clothes or maybe I would catch her coming home from work at her office. She was a secretary for some real estate office downtown. But that day she had “dressed up” for our dinner and she was looking very nice!

“Aww thank you, James, dear. It’s been a while since I got compliments like that on my dress!” she said.

Annie was wearing a hot pink cocktail dress with a deep V plunging neckline and a deep scooped back between the two were two thin spaghetti straps that barely kept the thing up. Annie was a voluptuous woman – not fat but a bit on the thick side – she had all the right curves in all the right places!

“Well, you should get them more often. Tell you what, you dress like that around me and you will certainly get them!” I said.

We started talking and enjoying our wine. A couple of glasses later and the steaks were done. We enjoyed a very nice dinner (with another glass of wine) and afterwards, we retired to the living room once more to let dinner settle – with our wine glasses refilled once again!

I guess the wine started to get to Annie because she began to get bolder and more flirty. We began “talking around” the subject of sex and testing the borders with each other. And I was beginning to wonder just where her borders were!

As we got more and more comfortable with this line of conversation, she scooted closer and began cuddling up to me. Her hand moved over to rest on my thigh as she talked.

Well, it had been far too long since I last had enjoyed the comforts of a woman and with her looking so hot and the subject matter in our conversation, is it any wonder that our friendly touch turned to a more intimate nature? Her hand on my thigh moved slowly, almost imperceptibly higher, finally finding the bulge that this playful flirting had brought out.

“Oh my, James. I’m sorry! I guess I’m not used to drinking so much wine!” she said, pulling her hand back like it had been bitten by a snake.

“It’s okay Annie. It’s been a while since I’ve had any ‘attention’ as well,” I said. And to show her that I wasn’t upset I leaned over and gave her a little kiss. At least that’s what I intended to give her – a little kiss. But it turned out to be a lot more than that.

I softly kissed her lips. She tasted wonderful and I felt her bring her hand up and place it on my chest. In response, I put my hand around her waist.

It was like hitting her “on” switch. Almost before I could react, she had turned on the sofa and laid back pulling me on top of her in the process. She had her arms around my neck and she was hungrily kissing me like she had been starved for kisses for too long.

I must admit, I didn’t put up much of a fight. In fact, I gave back as good as I got and within moments we were both devouring each other. It was almost like we were having a battle to see who could kiss harder and deeper and longer.

After a few desperate moments of youthful adolescent “making out” on the couch, she broke our kissing with a gasp. She looked up at me and I saw something in her face ... a need I can’t really describe, but I knew there was something very important behind it.

“James ... I hope you won’t think less of me, but it’s been such a long time since anyone ... Please, James, take me to bed and make love to me,” she said.

I stood up and pulled her up into my arms. I looked into her almost teary eyes. “Annie, honey, I could never think less of you. I know what it’s like, I know the loneliness and the longing. I live it every day myself.” I took her hand and led her back into the bedroom.

Once in the bedroom, I led her over to the bed and turned her so her back was to me. I slowly unzipped the back of her dress and she moaned softly when she felt my hands on her back. I slipped the straps down over her shoulders and then reaching around her, I pulled the dress down over her amazing tits and it fell to the floor from there. She stepped daintily from the garment and I picked it up hanging it on a handy hook on the door.

I turned back to see my neighbor standing in nothing but her panties, stockings, and heels. She looked amazing and I smiled wide, knowing this vision was mine, if only for tonight. As I began walking back to her, I removed my shirt dropped it along the way. I still had my t-shirt on when I got to her and she took over, pushing my t-shirt up my chest. She admired what she uncovered, kissing my chest and playfully licking my nipples.

“Mmm, such a big strong chest. It’s going to make a wonderful headrest later tonight ... if you want me to stay the night!” she looked up with a mischievous grin.

She finished removing my t-shirt and then looked down at my pants. She hesitated for only a second before kneeling down and beginning to undo my belt and the clasp on my pants. She glanced up at me a couple of times while she worked to make sure I was watching ... and I was definitely watching this beauty work!

She peeled apart the edges of my pants and pulled them slowly down, teasing the both of us as my cock slowly emerged. When she finally saw my cock in all it’s hard erect unsheathed glory, she was visibly impressed. “Oh my, James! You definitely came to play!” she said.

She wasted no time though, as she took my cock into her mouth and started to suck it. A wave of pleasure washed over me as soon as she started. The nerve endings in my cock began sending messages hyperspeed to my brain, flooding it with information faster than I could process it. I started moaning and squirming as I gripped the bed tightly while she sucked my cock.

I’d always heard the phrase “she could suck the chrome off a trailer hitch” but until I experienced the vacuum cleaner suction of this woman’s mouth, I thought it was just a phrase. Boy, was I wrong!

Annie must have been pretty worked up too because as she sucked my cock, her hand dove under her soaked panties and she began fingering herself. Her moans set up a vibration in her throat that just about had me climbing the walls! I reached down and grabbed her head and thrust hard into her mouth.

Annie caught on right away and started to deep-throat my cock. She was a virtuoso at the art of fellatio too. She played my cock like Satch played the trumpet! My moans increased as she showed off her deep-throating skills.

For a brief moment, I was able to keep my eyes open long enough to see her look up at me and give me a naughty little wink before she sucked me down her throat again. I so loved her slutty side!

While I would have been perfectly happy staying in that warm suctioning mouth until I blasted my load down her pretty throat, there were other delights yet to sample. So to both our regrets, I pushed my Annie off my cock and helped her to stand.

It was my turn now to show off my oral skills. I pushed her back onto the bed and she immediately spread her legs wide. But I hadn’t removed her panties yet so I closed them only long enough to rid her of the sodden garment and then threw them wide again. She bit her lip as I eyed my next meal hungrily. Annie has the most delicious juicy sweet pussy I have ever tasted and I was ready to eat my fill of her.

“Oh fuck yes! Oh my God, James!” she squealed as I fastened my mouth on her juicy peach and began licking and lapping up the juices I had been smelling all this time. And she wasn’t greedy in the least – her fingering moments ago had put the juicer on high speed and I had more than enough sweetness to enjoy

But the years of being alone coupled with all the sexual activity we had already enjoyed had her riding the crest in pretty short order. I wasn’t all that surprised when I heard her cry out that she was about to cum, a promise she fulfilled a moment or two after she said it.

I licked and lapped and took in as much of this new flood as I could but I was greatly outmatched – she had been saving up this orgasm for a few years now and I would have stood a better chance swallowing the Pacific Ocean!

I licked and lapped and played with her buzzing clit until she had quit thrashing around. I knew her orgasm was over with at that point. But I didn’t allow her to rest. Instead, I flipped her over and hoisted her to her knees.

With her kneeling on the edge of the mattress, her ass was in the perfect position. I stepped between her legs and shoved my cock full length into her still quivering pussy in one swift fluid motion.

“OHHHFUUUCCCKKK!” she screamed and I took it as a suggestion. I began pounding into her with long deep powerful strokes just as fast as I could recycle. All the way in and all the way out I made entry into her over and over, each time pushing into her like it was our first time.

Now it was Annie who was screaming and clawing at the bed. “Oh, James your cock feels so good in me! Fuck me, dammit, fuck me hard!” she cried out. I reached forward and grabbed a handful of her long blonde hair and hauled her head back. That turned her on even more and she screamed out.

“Oh fuck James, I’m gonna cum again! You’re making me cum again! FUUCCCKKKKMEEE!” and she added even more juice to the large stain already on the bedsheets.

Feeling her pussy clamp down on my cock then the warm flood as she came made my cock twitch and I knew instantly that I wasn’t far behind. I moaned and gave her a few more deep thrusts just to keep her orgasm going, but I knew the end was near.

“Annie, I’m gonna cum. I’m gonna cum real soon!” I announced. Since this was our first time together I let her know I was cumming so she could decide how she wanted it. I have found that some girls don’t like the taste of cum and some are worried about getting pregnant ... each woman has her preferences on where and how a man cums on/in them. So I let Annie know so she could tell me.

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