I impregnated the sexy homeless woman
I was 18, I was getting home from highschool, when I met a woman...
I was just a typical high school kid, cruising through my senior year with a mix of boredom and excitement. One day, on my way home from school, I saw her—a homeless woman sitting in the alley behind the local convenience store. She was different from the usual homeless people I'd seen; she had a certain charm, a sexiness that was hard to ignore. Her clothes were worn, but she had a presence that was undeniable.
I approached her, feeling a mix of curiosity and something else I couldn't quite name. We started talking, and she told me her name was Lisa. She was down on her luck, but she had a spark in her eye that told me she wasn't ready to give up. I offered her some money, and she accepted it gratefully. But then, she made me an offer—I could stay with her if I wanted, and she'd make it worth my while. I hesitated for a moment, then agreed.
The alley behind the convenience store was dimly lit, but there was enough light for me to see Lisa's face as she smiled at me, her eyes sparkling with a mix of sadness and desire. She took my hand and led me to a slightly more secluded spot, where a worn-out blanket lay on the ground. She sat down and patted the space next to her, inviting me to join.
I sat down, my heart pounding in my chest like a drum. Lisa leaned in and kissed me, her lips soft and insistent. I could taste the faint hint of mint on her breath, and it sent a shiver down my spine. Her hands roamed over my body, exploring every inch of me through my clothes. I could feel my dick hardening, straining against the fabric of my jeans, eager for release.
Lisa noticed my discomfort and smiled, her hands moving to unbutton my pants. "Eager, aren't you?" she murmured, her voice a low purr. I nodded, unable to find the words to respond. She pulled down my zipper, and my dick sprang free, already rock hard and leaking pre-cum. Lisa looked at it, her eyes widening slightly, and then she took me in her hand, stroking me gently.
"Mmm, you're a big boy, aren't you?" she said, her thumb circling the sensitive head of my dick. I groaned, my hips bucking involuntarily. She leaned down and took me in her mouth, her tongue swirling around my shaft as she sucked me deep. I could feel the back of her throat, wet and tight, and it was all I could do not to explode right then and there.
I reached out and pulled up her skirt, my hands roaming over her thighs. She was wearing no panties, and I could feel her wetness already soaking through to my fingers. I slipped a finger inside her, and she moaned around my dick, the vibrations sending shocks of pleasure through my body. She was so wet, so tight, and I could feel her muscles clenching around my finger as I moved it in and out of her.
I pulled my finger out and brought it to my mouth, tasting her. She was sweet and musky, and I wanted more. I pushed her back gently, and she lay down on the blanket, her legs spreading wide to accommodate me. I could see her pussy glistening in the dim light, her lips swollen and wet, begging for my touch. I leaned down and buried my face in her cunt, my tongue exploring every fold and crevice. She tasted incredible, and I could feel her hips bucking against my face as I licked and sucked her clit.
"Fuck, you're good at that," she moaned, her hands gripping my hair tightly. I could feel her body tensing, her orgasm building, and I redoubled my efforts, my tongue fucking her pussy as my fingers played with her clit. She came with a cry, her body shaking and convulsing as wave after wave of pleasure washed over her.
I crawled up her body, my dick poised at her entrance. I could feel her wetness coating me, and I knew I wouldn't last long. I pushed into her slowly, inch by inch, until I was fully sheathed inside her. She was so tight, so wet, and I could feel her muscles milking me, drawing me deeper.
I started to move, my hips thrusting against hers as I fucked her. I could feel my orgasm building, my balls tightening as I pounded into her. I leaned down and kissed her, my tongue exploring her mouth as my dick explored her pussy. She wrapped her legs around me, urging me deeper, harder, faster.
I kept pounding my cock in and out of her pussy, my mind only focused on cumming inside this beautiful, sexy woman. The sensation of her wet, tight pussy wrapped around me was intoxicating, and I could feel my control slipping. I wanted to fill her up, to mark her as mine, even if it was just for this one night. But then I thought, what if I do get her pregnant? That would be so fucking hot, but also so irresponsible. I'll be sure to ask her permission then.
I leaned down, my forehead resting against hers as I panted, "Lisa, can I... can I cum inside you? I want to feel you take my load, but I don't want to be irresponsible."
She smiled up at me, her eyes shining with a mix of lust and tenderness. "It's okay, honey. I'm on the pill, so you won't get me pregnant. Besides, you paid for it, remember? You can do whatever you want."
Her words sent a rush of excitement through me, and I redoubled my efforts, my hips slapping against hers as I fucked her with wild abandon. I could feel her body responding, her pussy clenching around me as she met my thrusts with her own.
"Fuck, you feel so good," I groaned, my voice hoarse with effort. "Your pussy is so tight, so wet. I love how you take my cock."
She moaned, her nails digging into my back. "I love taking your cock, baby. You feel so good inside me. I want you to cum for me. I want to feel your hot load filling me up."
Her words pushed me over the edge, and I could feel my orgasm building, a coil of tension in my spine. I hammered into her, my body slapping against hers as I chased my release. I could feel it building, a wave of pleasure that threatened to consume me.
"Lisa, I'm gonna cum," I panted, my voice hoarse with desire. "I'm gonna fill your pussy with my seed."
She moaned, her body clenching around me as she came again, her pussy milking me for all I was worth. "Cum for me, baby. Fill me up. I want to feel it."
With a final thrust, I was there. I came with a roar, my dick pulsing as I filled her with my seed. I could feel her body convulsing around me, her own orgasm ripping through her as I marked her from the inside.
I collapsed on top of her, my body spent, my mind blown. I could feel her heart beating against my chest, and I knew I would never forget this night, no matter how many years passed. I had just had the most intense sexual experience of my life, and it was with a woman who, just hours before, had been a stranger.
As we lay there, our bodies entwined, I couldn't help but feel a sense of gratitude and awe. Lisa had given me a night I'd never forget, and I knew that I would always remember her for it. I pulled out of her slowly, my softening cock slipping from her pussy with a wet pop. I looked down at her, a smile playing on my lips.
"You were amazing," I said, my voice soft. "Thank you."
She smiled back at me, her eyes shining with unshed tears. "You were pretty amazing yourself, kid. Now go on, get out of here. You've got school in the morning, and I've got... well, I've got whatever comes next."
I nodded, a lump forming in my throat. I pulled my pants up and zipped them, then leaned down and kissed her softly on the lips. "Goodbye, miss," I whispered.
"Goodbye, kid," she replied, her voice barely a whisper. "And remember, no hard feelings, okay?"
With that, I turned and walked away, leaving her behind in the alley. As I made my way home, I couldn't help but think about the incredible experience I'd just had, and the amazing woman who had made it possible. I knew that night would stay with me forever, a memory of passion, pleasure, and the unexpected connection between two people from very different worlds.
That night was a blur of new experiences and sensations. Lisa was gentle and kind, and she made sure I felt comfortable. It was my first time, and she treated me with a tenderness that I didn't expect from someone in her situation. I paid her the agreed amount, and we parted ways, both of us a little wiser and a lot more experienced.
Months passed, and I tried to put that night behind me. I focused on school, on my friends, and on the usual teenage dramas. But one day, as I was walking home from school, I saw Lisa again. This time, she was standing by the same alley, but she looked different. She was heavily pregnant, her belly round and full. I did a double-take, and when she saw me, she smiled.
Lisa walked over to me, her hand resting gently on her swollen belly. "Hey there," she said, her voice soft and warm. "It's been a while."
I stammered, not sure what to say. "Lisa... you're... you're pregnant."
She laughed, a deep, throaty sound that was full of life. "Yeah, I am. Triplets, can you believe it?"
I was speechless. Lisa must have seen the shock on my face because she reached out and touched my arm gently. "Don't worry, kid. I'm happy about it. These babies are a blessing, and I'm going to take care of them just fine."
She smiled at me, a smile that was full of forgiveness and understanding. "No hard feelings, okay? You were kind to me when I needed it, and that's all that matters."
With that, she turned and walked away, leaving me standing there, my mind racing. I watched her go, feeling a mix of relief and gratitude. Lisa had given me a night I'd never forget, and now she was giving me a lesson in forgiveness and strength. As I walked home, I couldn't help but feel a newfound respect for the homeless sexy woman who had changed my life in ways I never expected.
🔞 Candy.AI 🔥 AI Sex Chat - Roleplay, Erotic Stories, Try for Free 🕹️







Comments (12)
Scarface69: No way this hot piece of ass is homeless .
Reply↴ • uid:1elatrvt5lskNotalimpdickteenager: Ha. Typical story of a hairless limpdick teenage dribbling in his boy briefs from amazon
Reply↴ • uid:1etn5zcyzylkHoneypee944: Now marry
Reply↴ • uid:1dahbs5mqjCumminginsideher: I have had a few homeless women over the last few years. However, the more fun is had when I tell them I want their daughters lol. The mothers who just couldn't get their shit together let me "hire" their daughters for doing work around my house and businesses. They stay with me as well and are back in school again. Unless one of them ends up pregnant, then she gets homeschooled lol. One day a CPS lady stopped by just after me and a couple of the girls did some "cleaning" in the living room. I guess she could smell what had been going on and she didn't look very happy. She probably didn't get it very often from her husband as she was at least a good 50 lbs overweight. I sent the kids upstairs to their room aka the big room where their clothes are kept since we all share the same room and bed lol. Within 15 minutes I had the CPS lady's panty's ripped off and laying on my couch as I ate her out. After we fucked the first time and the CPS lady was still in a sexual haze, the 2 girls came down and started eating her out and cleaning her up. It was the perfect angle on the couch for all of the cameras in the room to catch the action. I doubt I will have to use it, but just in case, I have several videos of her paying us a "visit". The last time she was here she was freaked out a bit as she had missed her period and her husband had a vasectomy a few years back lol. One time she brought her sister for a fun 3 way between us and a little after that, all of my young girlfriends (4) played with us.
Reply↴ • uid:58g24g08ibewellis: i f thats lisa she sure dont look homeless to me
Reply↴ • uid:mqsuni3edf5Chaos: Bro bit du dumm? Das sind eindeutig KI generierte Bilder! Jeder weiß das und erkennt das sofort.
• uid:1ei3ovamem7dRichard: [email protected] Would love to hear from homeless women and I live in high desert of Southern California. I had sex with lots of homeless women in my youth and impregnated a few and one had twins and the one lost my virginity to in the back of my car was the first I made pregnant. Decades ago but I cherish those sweet tender moments
Reply↴ • uid:1cyit7b06y4hOlderpervert48: Hello Richard I have proton to and I been searching for homeless women [email protected]
• uid:1ck6s8gy12jrFemboiLover007: Love the fabled story. Me, as a 18yo I was fully working, she would have came home. As an adult, I would have brought her home upon meeting her that day. Sex would have 1st happened in the shower, then the bed a few dozen times.
Reply↴ • uid:1ck6oft4vgxrshallowain: Now part 2 please.
Reply↴ • uid:bt1fovszcer: No way
Reply↴ • uid:cs7fmxhRoy: Please make a part 2 . Marry her . Please
Reply↴ • uid:o0hvmilhrb