Homeless - Cover

Homeless

Copyright© 2022 by Master Jonathan

Chapter 5

Romantic Sex Story: Chapter 5 - 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 started to move up and down on my steel-hard cock, sitting straight up with her hands resting on my knees. I continued to caress her tits as I looked down at her tight young ass bouncing up and down on my lap. Her pussy felt amazing but I wasn’t worried about cumming too quickly since she’d already cum several times.

She started out moving slowly up and down, allowing both of us to enjoy the full impaling of my cock into her warm wet sheath over and over. I savored the feel of her pussy sliding up and down my shaft while fondling her tits. Because she was now sitting straighter now and moving up and down, I couldn’t keep playing with her tits like I was before so instead I dropped my hand down between her thighs and began rubbing her clit.

This drove her even more crazy and she began bouncing harder and faster on my lap. As she rode me harder and faster, moaning louder and longer as she did, I leaned back, taking her by the waist. Each time she came down on my cock, I pulled her down as I drove up into her, giving her the maximum penetration I could.

I figured with the way we were going at it, I wouldn’t last too long. I was already horny as hell by the time we got home and activities since hadn’t cooled me down any. But I didn’t and I was able to relish in the pleasure provided by her hot pussy as she continued to ride me harder and faster. Just I was starting to feel the stirrings of my orgasm, she slammed herself down on me and started to shake.

“Oh God, Daddy, I’m cumming again! I’m cumming! OHHH FUUUCKK, DAADDYYY!”

I could feel her pussy as it clamped down on me, squuezing me even tighter and rippling as the waves of her orgasm raced through her. I was glad that she was having another orgasm. I was thinking that when she finished we could go with doggie-style and I could finish up by fucking her good and hard, but she had other plans.

When she’d finished cumming, she stood up, and my cock slipped out of her hot pussy with a plop. She quickly turned to face me. She leaned down, her young tits swinging, and kissed me as I fondled those amazing tits. Then she dropped to her knees and her tits moved out of my reach.

I had an idea of what was doing, and sure enough, as soon as she knelt down before me, she took my throbbing cock, still slick with her juices, and pumped it briefly in her fist before wrapping her lips around it. I moaned and reached out to grab a handful of her hair as she engulfed my cock in her hot mouth.

At first I thought she was going to suck my cock for a few moments then move to more fucking like we did before, but she didn’t and as I enjoyed her protracted bobbing up and down on my cock and my orgasm continued to build, I started to look forward to blasting my load down her pretty throat, then fucking her again once I’d recovered.

Grabbing her hair, I learned, was a definite turn-on for her. She said later that it made her feel submissive and that whole submissive thing got her so hot and wet. I filed that information in the Things I Need to Remember About Elizabeth file in my head.

Beth was once again demonstrating that she was not only excellent at cocksucking, but also appreciative of having the opportunity to wrap her soft lips around a cock. She certainly seemed to be savoring having my cock in her mouth and was moaning softly as she slid her lips up and down my shaft. I was likewise enjoying the experience of having her mouth sliding up and down my cock as I felt my orgasm gradually building and my cock grew even thicker.

She pumped her hand up and down my saliva-slickend shaft, folowing her mouth, but adding a twisting motion that nearly drove me insane! Her abilities weren’t the only thing providing the pleasure I was experiencing, however. Being able to watch her, this young, beautiful, sexy woman, enthusiastically going at my cock, was really was a turn-on as well.

With her cocksucking skills, she managed to draw out the pleasure I was experiencing, although I’m not entirely sure that it was completely for my benefit alone. I get the distinct impression she was having almost as much fun as I was. Ultimately, however, I reached a point where I knew I was on the verge of a momentous orgasm.

As my cock swelled even more, Beth didn’t let up or hesitate; she maintained her pace and, as I exploded into her mouth with a cry of pleasure, she took every bit of my load, holding it her mouth as before until I was completely done, then showed me what I had given her before she swallowed it down and continued to suck me off until I was completely drained. Only when I had nothing left to give her did she let my cock fall from her mouth and raise her head to look at me.

“That was amazing, honey,” I told her as I panted for breath. She smiled and pushed me back laying me on the bed then moved up to lay beside me, with her head resting on my shoulder.

“Amazing doesn’t come close to the way you make me feel,” she replied, “but I’m glad you liked it.

I put my arm around her and kissed her head as we sat there, naked, relishing the experience we’d just shared.

“I’m glad you’re not mad at me for giving you this infection, Most guys would be so pissed off they’d probably beat the shit out of me,” she said softly.

“Oh, honey, there’s nothing you could ever do that would make me hit you ... not in anger at least. Now I might spank you if you need it, but I would never hit you. And neither will anyone else if I have any say in it!”

“Thank you, Daddy for protecting me. I’ve never really had anyone who wanted to protect me ... only use me. You make me feel safe and it’s a very nice feeling to know I don’t have to keep an eye out all the time. I’ve never felt so relaxed and at ease as I have since I met you.”

“Well I’m glad you can relax and not be on guard all the time. That’s what Daddies are for.”

“Yes, but ... that spanking sounds like it could be fun!” she giggled.


Over the next few months Elizabeth and I became much closer and learned so much more about each other. We had a wonderful time together – the best time I can remember since long before my divorce, back when Diane, Becky, and I were a real family. But I knew that was never to be again – Diane had gotten remarried and she had poisoned my daughter’s mind about me to the point she wanted nothing to do with me either.

Even though we had joint custody of her when she was little, she never wanted to come visit and now that she was an adult, she could make up her own mind and still didn’t. So I had lost them both. But Elizabeth had come into my life and replaced them both with a single person. I had my lover and a “surrogate daughter” all rolled into one sexy, beautiful, wonderful package!

And apparently I filled her needs as well as, in her words, “I am the best Daddy a girl could ever want”. We had an incredible fun-filled summer. We went to Galveston for a week to enjoy the beach (she’d never seen the ocean) and went to a rodeo and to the State Fair. We did a lot of things that Elizabeth would have never thought possible. But as the summer drew to a close, I sensed there was something else – something very important to her – that we hadn’t done. As the stores began to stock school supplies for the upcoming year and talk circulated about school starting in a few weeks I saw a wistful yearing look in her face.

One morning at breakfast, I asked her, “Elizabeth you said you ran away from home at seventeen right?”

“Yeah that’s right, why?”

“And what grade did you finish?”

“I finished tenth grade, a sophmore. I had just started my junior year a month before I dropped out.”

“I see.”

“Why do you ask?”

“Oh, just curious,” I said, nonchalantly. I brushed it off but, I had very specific reasons for asking. I had figured out that Elizabeth was wishing she could go back to school. She had dropped out when she ran away because her father (and mother) were not there to support her and push her to finish high school. They were so wrapped up in their lives that they forgot about, or ignored, hers. And now that she had a Daddy and home life that she wanted, she really wished she could finish school. And I wanted to give her that chance.

So without her knowing about it, I went to talk to the head of admissions for a night school here in the area. I knew she couldn’t attend regular high school – she was too old. But she could at least get her G.E.D. and feel like she had accomplished her schooling.

The admissions people were very understanding and gave me all the information I would need. I took the brochures and forms necessary home and that night after dinner I sprang the idea on her.

“Elizabeth sweetheart come here, I want to talk to you,” I said as she was finishing up clearing the table.

“Yes, Daddy, what is it?” She saw all the paperwork set on a folding table in front of me.

“I have noticed the last few weeks that you have been preoccupied with something ... there’s been something weighing on you and I think I know what it is. You wish you could go back to school don’t you? You wish you could finish school and have the graduation that other ‘normal’ kids have now that you have a real home life, isn’t that right?”

“Yes, I always wished I had been able to finish high school. I missed out on so much because of it. But I didn’t have a choice. When I ran away I had to run away from everything. Home, school, friends, my future. I accepted that and have learned to deal with it.”

“Well you may not have to deal with it any longer. I went to see the admissions people at the night school and they have given me this packet of information. I told him about your situation and what you had to go through and why you dropped out. He was very understanding and sorry that you had to deal with all that. But he said if you want to, you can go back to school. I will help you and you can get a G.E.D.”

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