I Now I Shouldn't Have

I know I shouldn't have let

Alan

move back in with me but he didn’t have anyplace else to go. After all, it would only be a few weeks until the summer was over and he went back to start the fall session at collage. Anyway, I had been pretty lonely since my husband died and he was some comfort.

Alan

and his girl friend of six months had decided to call it quits and she kept the apartment.

He was doing construction work through the summer to get enough money to supplement his scholarship. It was a hard job but it paid well and he needed the income. Once school started, he would live in the dorm and eat in their canteen so he didn’t need too much extra cash. With a part time Burger King job he would be able to squeak by.

Living with me for the rest of the summer would save Alan quite a bit.

I had my own business,

a sewing supplies shop

. It was very small and I had two older women

working for

me so I could pretty much come and go as I pleased. As much as I liked

Alan

, he was still a lot of extra work with the washing, cleaning and cooking.

It all started one evening after he got home from work. He was going in to bathe and I said I was going down to the shop for an hour or so to put some merchandise away but would be back in time to make dinner. He went into the bath and I called the shop. They told me the stuff I ordered hadn’t come in so I decided not to go. I poured myself a drink and went to the bathroom door to ask if he wanted one too. I was taken aback by a strange gasping noise from inside and opened the door to see what was wrong.

Alan

was standing in the shower,

his

head back,

his

eyes closed and his cock in his hand. It was beautiful, big and long with a very pronounced head. It must have been at least 3 or 4 inches longer than his fist. I was mesmerized as he stroked it back and forth and made the gasping sound I had heard. It was obvious that he didn’t know I was there. As much as I wanted to see the end of this action, I quietly closed the door. I stood outside the bathroom trembling; my pussy wet with juice I didn’t know still existed.

Later that night, my dreams were a hodgepodge of naked men, all walking around with erections. Every now and then one would grab his dick and masturbate, spewing his cum all over me. As hard as I tried, not one of them would let me touch them. I awoke about midnight so horny I did something I hadn’t done in years; I got my old vibrator out and fucked myself. It didn’t help much and I continued having very vivid dreams the rest of the night. I was still horny in the morning when I went to work.

That evening, I got home before him and armed with a fresh set of batteries went straight into my bedroom for another session with my vibrator. Without any preliminaries, I took off my panties, lie down on my bed, spread my legs and stuck the vibrator into my already wet pussy. God, I can’t tell you how good it felt. Set on high I slid it in and out, in and out until I had a mind-blowing orgasm. I was gasping for breath and ready to do it again when I heard the outside door close. I quickly straightened up, put the vibrator away, my wet panties in the hamper and went to greet him.

He came in, gave me a peck on the cheek and a very strange look. I wondered if he could smell pussy. I pushed it out of my mind and set about making dinner while he took a shower. I listened for the tell tale gasping sound that would tell me he was jacking off but didn’t hear it again. It didn’t matter; I was so horny that without any panties on, juice was running down my leg. After we ate, we had a couple of drinks and watched television for a while. At 9:30, he said it had been a hard day and went to bed.

By the time the 11 o’clock news was over,

After finishing

my fourth bourbon and water and my sex drive had abated somewhat. I went into the bath and cleaned myself up, with careful attention to my pussy. On the way to my bedroom, I looked in on him. By the dim hall light, I could see that he was sound asleep, flat on his back and snoring gently. Then I noticed that even through the sheet,

it

was obvious that he had a hard on. Carefully, so as not to wake him, I slid the sheet down only to find he was nude. There to my wondering eyes was the most beautiful, the most perfect cock I had ever seen. It was just lying there, firm and fully erect, hard against his stomach. I couldn’t help but wonder what he was dreaming about.

I know I shouldn't have but I reached out and touched it, carefully at first with one finger stroking its length, then two fingers traveling around the head, cautiously and then with just a little more pressure. It felt so smooth that I had to feel more. Gently I wrapped my entire hand around it. There was a slight change in his snoring pattern but it soon resumed its regular cadence. I was

now

sitting beside Alan on the bed and touching

his

cock with both hands, holding it erect with one and rubbing the massive head with the palm of the other. It was wonderful, holding onto to this newly found treasure, feeling its warmth and strength. His dream must have gotten a little more vivid because he started bucking his hips up and down, fucking my fist. I can’t explain why I

then

did what I did.next. It must have been the drinks but the Invitation was overwhelming so I put my head down and took him in my mouth.

With one hand I was holding his dick straight up so I could savor the smoothness of the large head and the tiny bit of pre-cum that had began to seep out of it. My other hand had inched my nightgown up and was gently rubbing my pussy. I was enjoying myself so much I barely noticed it when his hand pushed mine out of the way and took over massaging my slit. I just sat there, oblivious to the rest of the world, legs spread while I sucked on his cock and he played with my pussy.

Then it suddenly dawned on me what was happening. I opened my eyes only to see

Alan

smiling at me in the dim light. While I watched, his expression changed from amusement to rapture and he lifted his groin towards my face and filled my mouth with the sweetest cum I had ever experienced.

I know I shouldn’t have, but I continued to suck on him until I was sure I had drained every last drop of seed from him. In the meantime, his hand, which had stopped moving when he had his orgasm, started caressing my pussy again. His fingers were both soft and strong as they found my clitoris and plunged in and out of me. I lay back on the bed

alongside his legs

and gave him full access to me. I was almost

comatose

with pleasure when I realized that he was no longer caressing me with his hands and that it was his tongue now performing magic on the lips of my pussy. I couldn’t contain myself any more. I pushed hard against his mouth while his tongue danced with my clit. I could feel

me

cumming. I let out an animal like cry and had a climax that left me

weak

and spent.

I stayed there, curled into a fetal position for quite a few minutes. I was afraid he would say something to me but I think he was just as uncomfortable as I was at what we had done. Without a word, I got up and went into my own bed. The dreams were even worse!

At one point I woke up and had a climax the moment I touched myself.

The next morning,

Alan

had gone to work by the time I got up. In the cold light of day I was even more ashamed at what I had done and decided that I must talk to him about it when he got home that evening. I didn’t go to work and spent the day trying to rehearse what I would say. It was no use. Every time I thought about what we had done, I got horny. By the time he got home I was beside myself and my pussy was weeping juice.

I met him in the hallway, putting away his jacket. “Alan, we need to talk.”

“I know, I don’t know what to say about last night except I am sorry.”

“It wasn’t your fault, I started it. I know I shouldn’t have but I can only attribute it to the drinks. It was just that I hadn’t been with a man for a long time and…”

“Did you enjoy it?”

"That's beside the point, it was wrong and we both know it."

Alan had a hint of a smile

when he said, "What makes it wrong? We are both adults.

It

didn't hurt anyone. I enjoyed it and would like to do it again, only this time the right way, all the way."

I had no answer for him. I looked into his eyes, his soft face with a smooth skin and couldn't help but remember the feel of his soft flesh in my mouth. I know my face flushed and my knees became weak. I had an urgent need to sit down.

"What's wrong? Let me help you." He put one arm around my shoulder and took my hand with the other. He helped me into the living room and had me sit down on the big couch in front of the television. He knelt in front of me, put his hands on my lap and looked up into my face. "Was my suggestion to do it again too much for you? Or was it the actual prospect of doing it again?"

The warmth of his hands only inches from my pussy was more than I could stand. I picked them up out of my lap and with my hands clutched them to my breasts. That was just as bad. He leaned forward and kissed me. I could feel his cock, hard and hot against my knee.

I couldn’t look at him as I confessed, “I am so sorry but I couldn’t help it. The other night I opened the bathroom door and you were playing with yourself. It had been so long since I had seen a man that it did strange things to me. I had vivid dreams about it all night long.”

“Ah, so that’s what caused it. I came home a little early yesterday and walked by your bedroom door. You were on your bed with your vibrator. I hid and peeked through the crack in the door while you ‘did’ yourself. I wanted to jack off right there or even better, come in and replace the vibrator with my cock and fuck you the right way.”

The thought of him watching me as I masturbated and the possibility of him doing what he said sent me over the edge. I grabbed his hard cock through his pants and closed my eyes.

I felt one of his hands ease its way down to my inner thigh, slide under my dress and grope my wet pussy through my panties. I know I shouldn't have, but I offered no resistance when he gently laid me down on the sofa and removed my clothing. I even helped a bit by raising my hips up when he slid my panties off. He was still on his knees alongside of me when he kissed my breast.

His

mouth was warm and soft as he suckled a nipple into it. I opened my legs to welcome his hand when it went back down to caress my dripping box. I thought I would cum when he inserted his finger into me. My hand went back to his crotch. I pulled his zipper down and released his raging erection. At this moment, the only thing I wanted was to feel him inside of me.

He must have known because he quickly shed his clothes and got on top of me. The feeling of his beautiful, long cock as it entered my aching pussy was indescribable. Slowly, he pushed it deeper and deeper. Then, just as slowly he pulled it out. In and out, in and out, it was heavenly. I lost track of time as he stroked

his cock

in and out of me. I could feel

my

organism coming. It started as a tingling feeling somewhere deep inside of me and

slowly worked

its way through my entire body until the only feeling I had was where his cock was rubbing against my clitoris. Then it came, an earth shattering, mind-blowing climax, one that left me sobbing and gasping for breath. I became aware that my fingernails were digging into the flesh of his back but he was completely oblivious to this as he stroked, time after time into me. I opened my eyes just in time to see him throw his head back and grunt. I could feel his hot sperm as it shot into me, pulse after pulse. I put my arms around him and held him tight.

He slowly disengaged himself from me and settled back on the couch,

naked,

head back and eyes closed. Just as

naked

, I went into the bathroom, cleaned myself and brought back a warm washcloth to clean him. Tenderly, I wiped his softening cock. Then again, I know I shouldn't have but I took it in my mouth. I had to taste his sweetness at least one more time. Within moments his smooth penis had regained its firmness and he was plunging it into my face with his hips, fucking my mouth. The release of his seed was just a sweet as I remembered it from last night, filling my mouth until I could barely swallow it all.

Alan

looked down at me and smiled. "I have dreamed of this for a very long time, every since I was a little boy and I could hear you and dad making love."