Homeless - Cover

Homeless

Copyright© 2022 by Master Jonathan

Chapter 3

Romantic Sex Story: Chapter 3 - On his way home from work one day, William spots a homeless person sitting on the sidewalk panhandling for money. He'd seen panhandlers many times before but there was something about this particular person that made him circle the block for another look...

Caution: This Romantic Sex Story contains strong sexual content, including Ma/ft   Consensual   Heterosexual   Fiction   Restart   Oral Sex  

She had told me she likes rough sex. I had given her a safeword just in case she needed it. Both of us were more than ready for this. I felt comfortable enough to proceed without too much worry or concern. Still, I like to watch my partners initial reaction to my entering her. So keeping my eyes on her facial expressions. I pushed on into her slowly, but without stopping until I had sunk as far into her as I could go.

“OhmyGod! OhmyGod! OhmyGod!” she chanted as I pushed deeper and deeper into her, spreading her small tight pussy wide and filling her ... more than she thought I would, I suspect!

I saw her grab at the pillow behind her head and pull it around her ears as I continued to push into her. Her shoulders arched and her head rolled back a little as I burrowed into her ... into territory I have my suspicions hadn’t been touched very often.

Moving slowly had a couple of advantages – first, off it gave me a lovely view of a pretty young woman in absolute bliss. And for her, it was a delicious feeling of being spread wide and filled to overflowing. She got to feel every hard, velvety inch of my cock as it pushed against her slippery walls. And I got to feel her tightness as I stretched those walls. It was a wonderful feeling for us both!

I sank into her until I felt her ass pressing against my hips. Just at that moment, I felt the tip of my cock touch her cervix and I knew that I was as deep as I could go.

“There, that’s it, honey ... you have taken every inch of me. I wasn’t sure you could, but you have!”

“Oh God, William! I’ve never felt so full! Oh fuck, you feel sooo good inside me like this!”

“Well, you feel pretty good too, sweetie ... your tight little pussy hugging me and holding me so tightly.”

“William, I want you to fuck me. Fuck me hard and make me scream your name. C’mon, baby, use that big beautiful cock for what it’s intended for!”

I did just as she asked and began thrusting in and out of her with full force and a rhythm that had her gasping for each breath just as I knocked the last one out of her.

I looked down and saw Beth’s tits bouncing as I thrust into her. Her nipples were rock hard and sticking straight out and her pussy was coating my cock with her juices as I moved in and out of her wetness. The sight made me moan and I grabbed her hips and started thrusting into her harder and faster.

Beth moaned and met each of my thrusts as I fucked her. She had several orgasms as I kept fucking her and all too soon it was my turn.

“I’m going to cum, Beth! I’m going to cum!” I told her. This was the first time we’d had sex and I didn’t know what she wanted me to do. I found it’s always a smart practice to ask the first time, just to see what they like. Some girls like to swallow, some don’t. Some want it on them and some want you to cum inside them. So it’s best to ask!

She quickly pushed me off her and scrambled down to kneel on the floor. “Please William, please cum in my mouth! I want to taste you, baby, I want to taste that sweet cum of yours! Please!”

Seeing my Elizabeth kneeling in front of me pleading and holding her mouth open like a little bird waiting to be fed was all it took for me to start shooting my cum into her eager mouth. Beth told me to give it all to her and fill her mouth with cum and that’s what I did.

I shot jet after jet into her – I’d been storing it for a long long time and I had a tremendous load for her. I filled her mouth and had enough left over to paint her face a bit and even give “the girls” their due! Beth held the cum in her mouth until I had finished so she could show me the gift I had given her. Then she swallowed it all down in a big gulp and showed me her empty mouth.

She looked up at me, still kneeling while she used her finger to clean off what I had shot onto her face. She scooped up the cum from her face licking her finger clean then she rubbed what I had given her girls onto her tits and nipples. It was so fucking hot!

I reached down and pulled Elizabeth to her feet and into a kiss, not even minding that I tasted my own cum on her tongue. We kissed for several long luxurious moments before Beth pulled away.

“William, that was wonderful sweetie, but I have cum running down my legs! We should get cleaned up before we make a real mess!”

We both went to the bathroom and as she sat on the toilet letting my cum drip out of her pussy, I got a washcloth and cleaned off my cock. Beth watched me with a coy, mischievous look on her face and I knew she wasn’t done playing just yet.

I moved toward where Beth was sitting and put my hand on the back of her head, pulling her forward toward my cock. Beth new exactly what I had in mind and obediently opened her mouth and took my cock in to start sucking it. It wasn’t long in her wonderful wet mouth before my cock started to harden.

I pulled her up off the toilet and went to bed her over the sink.

“William honey, as much as I would love to go another round with you, baby, we really should get cleaned up. I am all sticky and slimy!”

She was right ... we should get cleaned up. But that didn’t mean we couldn’t have a little fun doing it! So I took my houseguest by the hand and led her to the shower. I set the water at a good temp and stepped in without letting go of her hand!

I pulled Beth into the shower with me and immediately pushed her chest up against the shower stall wall. My shower was big enough for two people to fit in there comfortably, although it had been a very long time since I “entertained” in it. But Beth wasn’t but a wisp of a woman so there was plenty of room to move around in there.

She squealed when her tits touched the cold shower wall, but once I had her up against the wall and her legs spread, my fingers playing in her pussy folds, I turned those squeals to moans easily enough.

With one arm on the wall over her head to help stabilize her the other hand came back to grab my now hard cock, stroking me as I played with her.

“Ohhh Williammm ... Oh God, baby, I love the way you touch me ... ohhh...”

I reached around her with my free hand and began to give her tits a little play as well and that proved to be a hot spot for her. She was standing about four feet from the shower wall and leaning into it, her forehead resting on her arm while stroking my cock. I was behind and a bit to one side playing with her pussy with one hand and pinching and pulling her nipple with the other.

“Ohh William, yes! Pinch my nipple hard! Ohh, God, that’s it! Oh, fuck baby!”

The sights, sounds, and feelings of this shower made me hard as steel once more and my cock was soon crying for relief. I pushed Beth tight against the wall holding her face against the smooth wet surface and I moved in close.

“I know you wanted to get clean my little slut, but I’m not done fucking you! Now I am going to get you dirty and then maybe we can clean up!” I said in a low whisper into her ear.

“Ohhh ... William please ... please fuck me...”

I reached down and took hold of my cock at the base and pointed it at her hungry pussy. I slid my cock back into her warm sheath as she cried out in happy ecstasy. Pressing her into the shower wall I began pumping in and out of her every bit as hard as before. She held onto the shower door with one hand, although as tightly as I was against her, there was little chance of her falling.

Beth loved the forcefulness with which I was fucking her. “Yes, baby fuck me! Fuck your little slut ... use me for your pleasure! Fuck me like the whore I am baby! I am your little whore! Please make me your whore, William!”

I’ll tell you those adhesive traction strips I put down on the shower floor when I first moved in was the smartest thing I ever did to the house. They sure helped me right then as I was slamming into her so hard I would have lost my footing after the second or third thrust! I plowed into her so hard, I lifted her up onto her toes but she loved how deep I was getting in her this way.

“Ohh fuck, baby, I’m cumming again! Ohh, I’m cumming! Please make me CUUUMMM!”

She came two or three more times before it was my turn again. “Okay, Beth I’m about to cum,” I told her thinking she would want to get into position. But she wanted something different this time.

“Please, William ... please cum inside me. I want to feel you cum inside me ... please?”

“What about you getting pregnant? I’m not wearing protection.”

“It’s okay ... I can’t get pregnant. Once after a guy had accidentally come inside me, I went to the doctor. He examined me and said I have some sort of defect in my tubes that doesn’t allow my eggs through. I can’t get pregnant. So it’s okay. Please, Willam I want to feel you cum in me.”

I also wanted to cum inside her. It was one thing to shoot my cum into her eager mouth but it’s a whole different and wonderful feeling to let go inside a woman’s pussy and fill her warm cavity with hot cum. So with assurances it was okay to do so, I relaxed and let it happen.

Just before I blasted off to orgasm heaven, I grabbed my little whore and wrapped my arms around her. I held her tight as I plunged once more, even deeper, into her. I filled her pussy full until it began to seep out around my cock. The feeling of my cum painting her pussy walls set her off again as well and we came together. She gripped my arm tightly as I held her and bit me to stifle her scream.

At last, we both finished and as we let the water run over our still quivering bodies, I knew that I didn’t want this to end.

We got finished with our shower and got dressed, me in my sweatpants and her in my t-shirt and panties. Then we went to the bedroom to lay down and rest.

As we lay there with her resting on my arm and the other draped over her, I asked her.

“Elizabeth, I want you to stay here tonight. I mean, I can’t very well put you out on the street after we have had such a wonderful time. And I am enjoying having someone to talk to. I would love to have someone to wake up to tomorrow morning. I’ll even spring for breakfast!”

She sat up and turned to me with a surprised look on her face. “Really William? You want me to spend the night ... with you?”

“Yes, if you would like to that is.”

“Oh, I would LOVE that! Yes! Oh, yes, I would love to spend the night! It’s been so long since I had such a nice bed to sleep in! Oh, thank you! Thank you, William!” She put her arms around my neck and kissed me. And so it was settled. She lay back down with a big smile on her face and I pulled her closer to me.


The next morning I was sitting in my chair staring at a blank TV screen when Beth came into the living room rubbing the sleep out of her eyes. “Oh, there you are William! I thought you wanted to wake up next to me!” she yawned.

“Well, I couldn’t sleep. I’ve been up for most of the night thinking. I didn’t want to wake you – you looked so peaceful sleeping there.”

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