Comforting My Neighbor’s Daughter Ch. 03

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Later that same day I knocked on my neighbors’ door, clutching a bottle of wine and some freshly purchased flowers. It was early evening and I had come round to visit Debbie as we had agreed earlier, but I wondered what was in store for tonight. I understandably felt like a fraud considering my recent affairs with Debbie’s eighteen year old daughter. It was especially awkward because it was only this morning that I had been enthusiastically sucked off by Debbie’s beautiful and sexy daughter. And that was why I was feeling apprehensive about visiting my neighbor for dinner.

My worrying was interrupted when Debbie answered my knock and let me in. Clearly she had gone to a lot of trouble to make herself look good and it has worked: she looked gorgeous. Debbie was naturally good looking anyway, her daughter Cindy inherited her luxurious blonde hair and blue eyes from her mother, and she was wearing some subtle makeup and had dressed to arouse.

She was wearing a low cut dress that hugged her curvy body and accentuated her silhouette, and the dress stopped above the knees to reveal long, stocking covered legs. I wished I had spent some more time dressing up for tonight, but I was reasonably presentable and at least I had put on a clean shirt.

I had a fleeting worry that Debbie was going to seduce me while her husband, David, was away, and I knew it would get too complicated to start an affair with Debbie. She was married, I was already fucking her daughter and there was no way I could keep it secret from each other. A shame because, if she had been single, I would have been eager to bed her. However not in these circumstances.

“Hello Chris, glad you could come,” she welcomed me, and we exchanged pleasantries as she invited me in.

I took the drink she offered me and I stood awkwardly in her very organized kitchen trying to have a normal conversation with her while she finished off the meal. I remembered that Cindy was going to be out with friends this evening and so at least I wouldn’t have to deal with both Debbie and her daughter together.

Debbie had laid the table for the two of us in the adjoining dining room and I helped her to carry our delicious smelling meals into the room. It looked like she had gone to some trouble with fine bone china plates, sparkling wine glasses, a chilled bottle of wine and even a pair of candles in center of the table.

“You shouldn’t have gone to so much trouble,” I said as I gestured to the table.

“You deserve it, Chris, for all that you have done for Cindy.”

That comment made me hesitate as I went to sit down. How much did Debbie know about what I had been doing for Cindy. Did she know I had been sleeping with her daughter? Perhaps Cindy and I didn’t need to keep it a secret. It wasn’t as if I was doing anything wrong: we were both single.

“I’m glad I could help,” I replied, hopefully ambiguously.

Debbie continued while we both sat down: “Yes. She said you offered her some great advice about relationships and that you were a perfect gentleman when she was feeling so low.”

Gentleman? More like a dirty old man.

Debbie went on: “David and I are very grateful for what you did for her. We think she was worried about being pressurized by her peers to, you know, sleep with a man and she has been brought up to resist that temptation.”

Surprised I blurted out, “Surely there is nothing wrong with sleeping with the right man! She is eighteen.”

“Oh no, not Cindy. David has been very clear that she is to stay a virgin until she marries. Cindy knows not to disobey my husband or she would be in severe trouble.”

Suddenly I was getting even more worried than before. I attempted to defend myself, even if Debbie didn’t know about my time with Cindy:

“Surely brides don’t have to be virgins these days? Life has moved on, you know.”

“Don’t let my husband hear you say that, Chris! Anyway, I saved myself until we married and it never did me any harm.” Debbie said it loudly and a bit too earnestly as if trying to convince herself and not just me. I wondered about Debbie’s upbringing and her own needs.

“Anyway,” she carried on, “it is nice to have good company while David and Cindy are not around. A glass of wine?”

She poured us both some wine and we started eating the simple but surprisingly tasty meal. Gradually we both seemed to relax and, sitting with the gorgeous Debbie lit by the flickering candles, it seemed like there was a mutual attraction growing as we chatted. She laughed at my jokes and in return I complimented her on her cooking, house and even choice of clothes.

Soon she was openly flirting and I realized this could turn out difficult if I wasn’t careful. I was already screwing her daughter and it would be too complicated if anything happened with Debbie too. And of course she was married, although judging by some comments she made about her husband it seemed like not everything in marital life was going smoothly.

Debbie was knocking back the wine throughout the meal but I drank slowly, taking occasional top ups of my glass but making sure I didn’t imbibe too much. I knew that if I got too drunk I wouldn’t be able to resist Debbie’s increasingly obvious advances and I didn’t want my cock to do the talking. My goal now was to get through the meal and make my excuses to leave early.

I wasn’t entirely sure why I was resisting Debbie – it is not in my nature to turn down any opportunity for sex – but I had to keep my mind focused on her daughter and how I would lose any chance to take her young body again. I noticed that the increasing amount of wine was affecting my morals because I had already dismissed the thought of turning Debbie down just because she was married.

Paying attention to the conversation again, I realized I had a agreed to have a cup of coffee after the meal while I was having this internal moral argument.

When Debbie stood up to go and get the coffee I couldn’t help but notice how her tight dress showed off her beautiful curves and how cute her ass was as I watched her walk. I helped to clear the dirty dishes off the table and took them into the kitchen where Debbie was preparing coffee so I could have another look at her gorgeous figure.

She insisted that we didn’t bother with the washing up, despite my offer to help, and we walked through to the living room with our coffees. She was a little unsteady on her feet presumably from the amount of wine she had been drinking all evening.

We sat on the couch and I arranged myself so that I wasn’t too close but I couldn’t help but notice that Debbie’s dress rode up her thighs to show off more of her lovely long legs. It was strange that here I was with a beautiful woman, clearly wanting me to take things further, and yet I was the one trying to resist. I started to wonder why I was trying to resist. Debbie wasn’t the only one who had drunk too much wine.

Perhaps I should let the evening take its natural course and finish off with sleeping with her?

As we sat on the couch chatting, I glanced over at her and saw in her blue eyes a mixture of emotions. Perhaps it was the drink but I thought there was a mixture of desire and sadness, as if she wanted me but at the same time wasn’t sure. Should I encourage her? My cock clearly thought I should.

“Can I ask you something personal?” Debbie said softly, averting her eyes and clenching her hands in her lap.

“Sure,” I replied.

“Do you ever get lonely on your own?” And without giving me time to answer she continued “I sometimes feel lonely even being married and having a daughter. Cindy is often out these days with her friends, and David is often working late or even away on business like this weekend.”

I could see Debbie trying to fight back some tears while she continued to look down at her hands clenched I’m her lap. Well, here was my opportunity, but it still didn’t seem right.

“Umm, sometimes it can be quiet, but I have a lot of friends,” I struggled to answer her question neutrally, “and I have a great neighbor,” I ended, and found myself leaning over and putting a comforting hand on her shoulder.

Debbie looked up at me when I touched her and could see here whole face brighten with a gorgeous smile. It was as if she had suddenly made the decision to be happy whatever the cost probably prompted by my innocent touch, which is not what I had intended. The suggestion of tears had vanished from her eyes and the look on her beautiful face was of longing. She brushed some strands of blond hair away from her face in a gesture which I found subtlety arousing.

“Thanks Chris,” still speaking softly but without a hint of sadness now, “you are a good neighbor too. I’m lucky to have a friendly, helpful and attractive man next door. I wish we had got to know each other better before now. All that wasted time.”

This was getting out of hand now and it was clear Debbie desired me. It was probably a combination of her feeling lonely with her husband away, emphasized by too much wine driving her feelings and actions. My body was responding to her sexy body and her desire for me as I felt a twitch from my cock, aroused by the voluptuous figure inside her tight dress. The dress outlined the soft curves of her breasts and the wide curves of her hips as she sat turned towards me. My cock began to grow despite my mind not convinced this was the right action.

I had to find a way out of this dilemma and I glanced at my watch before saying “Sorry Debbie, I have an early start tomorrow and I ought to be leaving soon.”

Debbie looked at me and hesitated before saying “That’s too bad considering how well the evening is going.”

She stood up and suggestively smoothed down her dress, running her hands down her curves, and turned to me “How about ending with a dance?”

I stood, momentarily taken aback at the suggestion, but I decided it was harmless and I could resist her especially as I had made up my mind to leave soon.

I hadn’t really noticed the music that had been playing because I had been too busy working out how to respond to Debbie’s advances. A slow song was playing, and despite the unusual request, I nodded and opened my arms.

Debbie smiled in a way that connected to my hardening cock, and stepped towards me. She looked ravishing as she came close and I carefully took her in my arms, trying not to let our bodies get too close. Debbie didn’t have any such reservation and immediately snuggled close to me and my heart, and my cock leaped at the feel of her full breasts pressed against my chest. She rested her head on my shoulder and I breathed in deeply, my senses full of her arousing perfume although there was also a strong aroma of alcohol on her breath.

We swayed slowly in time to the music, my hands gently touching her back. Gradually she moved even closer and I could feel her relaxing against me. I was acutely aware of her hips pressing into mine, and my hardening length was pushing up against her through our clothes. It might have been my imagination but I thought I could feel her nipples hardening against my chest. The song finished and another started, once again filling the room with soft music.

My willpower was melting despite clearly knowing this was wrong, and so I took one last attempt to stop myself. I let go of Debbie and quietly spoke into her ear: “Sorry Debbie, I need to use your bathroom.”

Debbie was in a daze, clearly enjoying our slow sensual dance but she indicated where I could find the bathroom and let go of me. The smell of Debbie’s perfume and the alcohol stayed in my nostrils as I hurriedly found the bathroom and locked the door behind me.

I now has to make a decision. Was I going to sleep with Debbie, or get out of here? My mind said leave, my cock was shouting to stay. I knew, despite my efforts to restrain myself, that I had drunk too much wine and my mind was losing.

Who was I to turn down a fuck with a woman who was asking for it? I hadn’t seduced her, she had come on to me, so it wasn’t my fault. I was so horny that I needed her now.

With that decision I finished in the bathroom and headed back to the lounge and and my neighbor Debbie.

When I entered the room I couldn’t believe my eyes: Debbie was lying on the couch, apparently fast asleep. She had propped her head on the arm of the couch and curled her legs to fit. She didn’t respond when I gently said her name. Clearly the food and wine had caught up with her and she had succumbed to sleep.

So what do I do now? I was horny as hell having decided to give into my lust for Debbie, but now she was fast asleep on the couch. Do I just leave, or wake her up to let her know I was going. I presumed sex was out of the question now and I would have to deal with my arousal later.

Maybe Debbie wasn’t completely asleep, and it would make sense to wake her before I left, so I moved near, bending over close to her ear and repeatedly saying her name slightly louder each time. There was a slight movement, but her eyes remained closed and her breathing was slow and steady indicating she was in a deep sleep. I put my hand out to touch her shoulder to make sure she was fully asleep, and at that moment I got the scare of my life.

“What are you doing, Mr Matthews?” a voice exclaimed behind me.

I shot upright and whirled around to see Cindy standing there, looking at me curiously.

“Umm, nothing,” I blurted out defensively, and then I realized I hadn’t done anything wrong. “Your mother seems to have fallen asleep,” I continued.

“Doesn’t say much for your company, Mr Matthews.” Cindy smiled, but continued before I could protest. “Don’t worry, she does this when she drinks too much.”

I caught a waft of the sweet aroma of Cindy’s perfume as she walked past me to check on her mom.

“Yep, she’ll be sleeping for hours and when she does wake up she will have a bad head and will be insufferable. She can’t take her drink,” and she giggled, “And she calls me immature!”

Looking over her shoulder at me, Cindy said “Can you help me get her up to bed?”

I was distracted. A combination of the flirting with Debbie, the wine and now the presence of the gorgeous young Cindy had left me uncontrollably horny. Cindy had bent over while checking her mom and I had a clear view of her sexy cute ass barely covered by her short skirt which had risen up. Her legs were slightly apart as she looked at me, and her pretty young face and provocative pose led to an unavoidable decision.

“I’ll help you after you have helped me Cindy.” I replied and smiled.

Cindy stood upright and turned around and I felt the blood pumping in my cock as I took in her whole sexy body. She was still wearing the yellow short skirt and low cut top that she had been wearing when she sucked me off earlier today.

I wondered if I had pushed it too far: just because I was hot and horny didn’t mean Cindy was. Especially because she had only just come in and I didn’t know what sort of mood she was in.

However, she didn’t seem upset or even surprised by my request and just smiled at me before replying, “OK Mr Matthews, it’s a deal.”

“Great.”

“I’ve been thinking about earlier, Mr Matthews, and I hoped I’d see you again soon, but didn’t expect it to be this soon.”

Cindy took a couple of steps towards me in her bare feet, and while still seductively staring at me with her deep blue eyes she sank to her knees on the rug in front of me. I stood startled but unmoving when Cindy reached up and undid my flies, reaching in to pull out my already hardening cock. She looked down at it and I watched her face light up as she gently stroked my shaft with her delicate fingers, exploring its length and causing it to harden slowly.

I couldn’t believe the difference in Cindy since that night earlier in the week when she came to me in tears unsure whether she ever wanted to sleep with a man. Now, here she was, almost worshiping my engorged cock. What had I done to her?

Then any doubts about what I had made her become evaporated when she bent forward and slid her young soft lips over my cock. Sucking gently, she bobbed her head up and down, sliding her lips up and down my shaft. Soon I was completely hard in her mouth and she sucked me a couple more times before letting my cock slip from her mouth and then she gracefully stood up.

“Ready?” She asked, winking at me? Giving my cock a little stroke, Cindy walked around the back of the couch on which her mother was sleeping. I followed her and stood behind while she bent over, leaning on the back of the couch for support.

I looked down at her shapely ass and reached under her miniskirt to pull down her little panties. Once they were off I lifted the hem of her skirt to reveal her bare cute cheeks.

I reached down and gentle caressed her ass before moving lower to slide my finger along her young pussy. She moaned quietly when I brushed my finger across her sensitive clit, and then I lightly teased her pussy lips with my fingers which were already wet. She was so smooth and I gently pushed my finger into her moist, tight entrance. My heart beat faster in anticipation of my cock following where my finger now explored. I marvelled at how tightly Cindy’s pussy squeezed my finger. Slowly fingering her, I probed her young pussy eliciting quiet moans of pleasure from Cindy’s mouth.

I pulled out my slick finger and grabbed my thick cock and lined it up with her moist pussy entrance. I love that moment when you are paused, about to enter a warm tight pussy and you know that there is nothing but pleasure to come.

I was about to penetrate Cindy when I froze at the unexpected sound of her mom’s voice.

“Oh hello Cindy, I see you are home,” slurred Debbie. “Did you see where Chris has got to? I think I might have drunk a little too much tonight. I hope I didn’t upset him.”

Cindy turned to look over her shoulder at me, before turning back to look over the back of the couch at her mom, “I think Mr Matthews was OK with it, I’ll make sure he is happy. Ohhhhh.”

Cindy’s exclamation was caused by my cock parting her pussy lips and sinking deep into her tight wet pussy. Her gorgeous sexy ass pushed back at me and I started to slowly stroke into her young body.

“Are you OK Cindy?” I heard her mom ask sleepily.

“Oh yes,” Cindy replied while I fucked her from behind. “Mmmmmm, I’ll be fine. Go back to sleep mom. “

I grabbed Cindy’s curvy hips and increased the pace of my thrusts, sending my cock deep into her tight body with each push. I glanced down and watched my long thick cock slide into this gorgeous eighteen year old’s welcoming pussy, and each time I withdrew I saw my cock covered in her glistening juices.

I couldn’t resist stroking her ass while I pushed into her, my fingers tracing a path between her smooth ass cheeks. Cindy let out a gasp when I ran my finger around her sensitive asshole before she moaned even louder, and I filed away her delight to take advantage of another time.

Cindy’s miniskirt had flopped down from our vigorous movements and was again covering her shapely ass. I pulled it up again to expose our fucking and grabbed Cindy’s waist to give me the purchase needed to thrust hard into her sexy body. I could sink my cock deep into her from this position and my hips slapped against her soft ass while I watched my cock penetrate her.

I heard Cindy start a quiet mewling and I knew from last time this indicated her impending climax. There is nothing as erotic as knowing you are about to make a pretty eighteen year old girl cum.

I fucked her harder and Cindy’s noises grew louder and suddenly she gasped and I had to tighten my grip on her spasming body to avoid being pushed away. I could even feel the ripples of her climax stroking my cock deep in her pussy. Cindy thrashed about, her body uncontrolled as she came hard on my thick cock.

The sensations of her tight young pussy cumming on my erect cock had a natural effect on me and my balls started to tingle with anticipated release. One last thrust ensured I was deep inside her sexy body and I let out my own groan. What felt like a jet of cum shot out of my hard cock and flew deep into Cindy’s hot pussy. She let out another, louder groan when she realized I was cumming inside her and pushed back at me. Crushing her tight buttocks with my hips I sent spurt after spurt of cum into her, the hours of teasing from her Debbie ensuring I had a large load for her daughter.

Updated: October 10, 2020 — 12:13 pm

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