My elder son has a best friend let’s call him Simon. He is eighteen years old, tall, about 6 feet, with beautiful black hair. He was the captain of the cricket team of his college and is a very confident young man.
Simon would spend all the day after the school at our house. He was very close to our family and especially to me, as he used to spend a lot of time with my son and me at our home.
I often came and sat with my son and Simon and shared a lot of jokes with them. I showed a lot of interest in their activities. Simon and I would talk for hours at the kitchen table about school, music and movies. We always got along and I talked to him like an adult.
I would always wear a fairly low cut top and usually it was in an almost sheer material that shows my curvy breasts.
Once my son had gone to meet his new girlfriend and Simon had turned up to see him and said he would wait until my son got home.
I had been in the bathroom taking a bath. When I finished I came out from the bathroom with a towel around myself and I went to the dressing table to get my lacy undies. The towel was too short and when I bent over I saw in the full length mirror that Simon had crept upstairs and was staring at me through the half-closed door. I felt that my entire bottom was on view. I looked back to the door and when our eyes met he became embarrassed and I blushed to the roots of my hair but was excited at the same time.
He’d gotten an erection that was visible to me. I was sure that I had never seen anything that long in my thirty-nine years. It was huge. He did not know that I had just seen his cock and I could feel the wetness between my legs. What was I to do?
When I came out from my bedroom he was nervous and was trying to avoid me. He also pretended nothing had happened and I didn’t show my feelings to him, but went to the kitchen.
Now I was thinking about Simon from another point of view. He was young, tall, muscular and smart. I began to fantasize about him. I was thinking so hard about him that I reached up and cupped one breast in my hand squeezing hard, feeling my vagina contract in response to the stimulation. I pinched my nipple through my clothing. I had my finger in my pussy and I started to rub it. I closed my eyes and shivered. I was now fully aroused and I could feel slippery wetness escaping from between my pussy lips and no matter how hard I forced my thighs together I knew that my panties were soaked with my juices as my pussy continued to open and close slightly. I wished that I could take that gorgeous penis and insert it inside my pussy.
I wanted to be near this handsome young boy and found that talking and being with him was making my pussy wet. I was trying to give him the chance to ask me, but I’ve no courage and was afraid of him not knowing how badly I wanted him.
The more he came round to the house the more he started to blatantly look at my body his eyes seemed to penetrate me and I got the signal that he wanted to fuck me. I started to smile at him and knew the day would soon come.
One day, when I was alone at home and was thinking about Simon, he came to see us. When he arrived I stepped outside from the kitchen and received him warmly and hugged him tightly. My firm, soft breasts were pressing against him very hard and I prolonged the hug little than before. I asked him, to sit with me in the kitchen, as I was busy doing some baking.
I told him that my son had gone to meet his Dad for lunch and that I was feeling lonely.
He sat there just behind me while we were talking and he was staring at my bottom and it seems to make him excited and he got an erection that was visible to me although when he was talking to me I felt he was nervous.
“What was I doing? I was making this boy young enough to be my son sexually aroused. I am his friend’s mother! Is this good?But I was really turned on and am ashamed to say past the point of no return.
I looked at him and asked, “What is the problem? You don’t look right.”
He told me, “I am not feeling well, I have headache.”
I became very attentive to show him that I care for him, while I knew the actual problem he was facing. I went to my room and brought some tablets and a glass of water.
He was still looking upset and I thought that he was in trouble, so I went near him and took his head in my hands to massage it. When I was massaging his head I was pressing him with my breasts, so I became horny and when I looked down I noted his bulge.
I couldn’t resist and placed a hand either side of his face and moved my tongue over my lips, teasing him and making him hot.
I looked at him amused, but I didn’t leave him and that made him more encouraged, and he immediately put his lips on mine and literally crushed my mouth. I tried to push him away, not expecting this at all from him, well not that quick lol and then he caught my breasts. Ohhh god! Simon was holding my breasts.
I didn’t stop him, but let him fondle and massage my breasts, It felt good having his hands on my breasts. I was getting wet and very hot. I knew it wouldn’t be long before I had Simon’s cock in me.
I told him to stop it by saying, “You’ve become a naughty boy. This is not good, I am mother of your friend and you are the same age as my son.”
“No!!” he replied. “You really teased me a lot! I love you and I have loved you from the very first day.”
He continued to run his hands on my tits. After a few minutes of unpredictable excitement and pleasure, he moved his hand to my bum. As I turned my face to him and kissed him full on the lips. We began to kiss very passionately. It felt like an electric current was flowing throughout my body and I pushed my tongue to meet his, our tongues met and tickled each other. Simon had his hand around me and he was pulling me to him as we kissed. I took his earlobe in my teeth and made a biting motion.
I was still calm but by now my hands roamed down his chest and over his stomach. I opened his shirt and took it off and then took the belt out of his jeans all the time making sounds of pleasure in the back of my throat as I stroked him through his jeans.
I looked at his face; his eyes were glazed. I was licking and biting my lower lip as his fingers worked on my bum and I became almost out of control as I made him take his jeans off so he was naked before me.
I grabbed his cock while he was caressing my bum crack and started to rub my bottom hard and even slide his fingers along the crack. This sent a shiver through me. I pressed my head towards his mouth and bit his lips moaning as I did so.
His hand reached to my pussy and started to rub it (I had removed my skirt and panties+ and he was rubbing my cunt as hard as I was rubbing his cock. I wrapped one hand around him and dug my nails into his back, scratching and drawing blood.
“You are beautiful, sexy and so exciting.” He said, “I know it that you like me and you’re always staring at me.”
He slid one of his hands down my neck and grabbed my hot fleshy boob and nipple. He was stroking my aroused jutting brown nipples with fingers very hard, so I said to him, “Please don’t hurt me. I will give all you like, but that depends on you.”
“Are you going to be a good boy?” I asked. “If so then don’t hurry.”
My breasts were really amazing to a boy who was seeing a woman’s nude breasts for the first time. I have really beautiful tits, they are very nice, round, firm tits and I’m proud of them. The aureole surrounding the nipples swelled, as I was much aroused at that time. and was extremely sensitive. He pulled away for a moment to look at the tit, then with a throaty moan, his mouth clamped onto my breast. He began to suck it. He went from one nipple to the next giving each one a good sucking and using his hands to massage my tits. My heart was racing as he was sucking my nipples one by one. I was still playing with his rock hard, long and thick cock.
I asked him, if he had ever had sex and he replied “No, not really.”
He looked and examined my cunt by kneeling. I have very fleshy but short pussy. He reached out to me and pulled me to him by placing his hands on my bum. He began to shower my cunt with kisses. He placed his mouth down onto my pussy and pushed inside to feel my wetness. I moaned in excitement and anticipation as he continued to lick me.
I was starting to squirm my ass and pussy against his head. His tongue began to trace its way along my slit. At the top of the slit the tip of his tongue encountered my engorged clitoris. He alternated between flicking it with his tongue and sucking on it. He would then abandon my clit and slowly run his tongue from as near my asshole as he could to the top of my slit. Then he gave my pussy a French kiss and again began sucking on my clit.
We both were now fully aroused and he tole me that he wanted to fuck me now as he couldn’t wait any more.”
We went to my bedroom. He was just behind me, so he hugged me from the back, kneading my tits, biting my back and rubbing his prick against my bum.
He took me in his arms and kissed my lips deep and at the same time kneaded my tight ass. I turned and rubbed my tits on his chest and felt his prick against me.
I walked to the bed and lay down on the bed on my back. He positioned himself on top of me and started kissing me again, over to my ears, kissing them and nibbling on them. I could feel his hard cock pressing against my slit.
We started kissing and caressing each other. I was on fire. I needed his cock in me right now! I wanted him in my pussy.
I parted my legs and he sat between them. I spread my legs further and I reached down and got one hand on his massive cock and placed it at the entrance of my vagina. I asked him to push towards me and he pushed himself up a bit and easily slid inside me. I let out a moan as he began a steady rhythm of slow thrusts.
“Fuck me a little slowly Simon, I haven’t had a big cock like yours in me.”
His dick felt very big and hard in my tight pussy. His cock was larger than my husband’s. It was longer and thicker and I had difficulty in taking in the whole thing in my cunt. I knew I could take the length, but his cock was real thick I let out a moan with every stroke when he could put a little more cock into me.
He shoved his whole cock into me and held it there. When he did that, I put my legs on his shoulders and I was bent at the waist. He held his cock into me for a few seconds. It hurt, but soon it was pure pleasure.
He started to fuck me slowly, pulling out all the cock and pushing it all the way in. While fucking he kneaded my breasts too. I had my eyes closed and enjoyed the fucking I was getting and I started to move my ass in excitement. Simon’s speed caught up, and now he was fucking me fast and deep.
As he quickened the pace of his thrusts I wrapped my legs around him as my arms gripped him tight. My cunt walls gripped the huge cock, and suddenly my pussy muscles contracted and relaxed, and I came.
He was moaning and was saying, “Oh Lily, I have a confession to make. I think I’ve been attracted to you since I met you. I was too ashamed to admit it to myself and do something about it. I love you. You are the best, and I waited for you so long.”
“I thought so,” I said. “Well, better late than never. Besides I was attracted to you too.”
I enjoyed the way we were talking and asked him to fuck me hard as a whore should be.
“I’m coming, Simon!” I said, and he never slowed up or missed a stroke as he continued to pound his cock into my hungry pussy. My pussy had never had the pounding it was receiving now. In and out, in and out, I felt his long thick cock fucking me. This was the best fucking that I have ever had in my whole life.
But as he was still moving I became aroused once again although I was too tired and wanted him to cum. We were moving like two crazed animals. There was nothing emotional or noble about it, we were just plain fucking each other’s brains out.
I knew I had to get him to cum, I couldn’t keep up with this pace much longer. I wanted his cum in me.
About a minute later, he shoved his cock into me for one last time and held it there. I felt that he was losing his control. He gripped me tight and let out a deep moan and deposited his thick cum inside my pussy. We came together and I could feel his cum. It was a big load and it took a few seconds for him to put all of his cum in me. He didn’t stop his trusts when he came and a minute later I stiffened under him and let out a cry of pleasure as I also came again.
He held his cock in me a little longer and I wrapped my legs around him to keep his cock in. His cock returned to normal size as I held him inside of me. I could feel some of his cum run into the crack of my ass. He stopped his thrusts and started to pull out of me, but I grabbed him and held him close.
“Don’t.” I said. “I like this part the best.”
He released my legs and they fell down as if they had no life in them and then he settled back on top of me.
It was a cool summer evening, but we both were wet with sweat from fucking. We kissed passionately and held each other without saying anything. We both started sleeping as we held each other tight.
I was thinking: that was a good fuck, the best ever on my life. This was his first fuck and I had just had my second cock other than my husband, but it wouldn’t be my last. Simon had really pounded my pussy, but I really wanted it like that. I did want him to fuck me again, again and again. My pussy was sore and I knew it should be, because I’ve never fucked like this in the past.
As we lay gently playing with each other his cock became rigid once more and it started all over again.
I leaned and kissed him on his checks. I went to bathroom. When I came back, I gave him a glass of wine and some snacks to eat. I sat near him and took him in my lap. I kissed him and took his lips in my mouth. He was playing with my boobs and soon I felt his erected cock.
I laughed and said, “I am an old woman and I can’t do you any more.”
He said, “I want to fuck your ass, because this is my dream for a long time.”
I opposed his suggestion, but when he insisted I agreed and had him promise me that he would not enter my hole but only rub his cock in around the rim of my asshole.
I smiled and positioned myself on my knees in doggystyle. I raised my hips and he came behind me and put his cock against by bum. Meanwhile he was caressing my cunt and clitoris. I was now very horny and asked him to insert his cock a little into my asshole.
I moaned and gyrated my hips, asking to be fucked. He tried to insert his cock but my asshole was too tight I looked around for something to use as a lube, and saw a bottle of oil on the dressing table, I asked him take the bottle of oil from the table and he took it instantly. I directed him to apply it on his cock and in my asshole, and I gasped as he poured it over my tight ass after applying it on his hard prick.
He guided the head of his dick to my asshole but he failed to insert it, so I myself guided it to my hole as he pushed into my ass. I let out a low moan when the head popped through the tight ring. This was first time I felt a cock rubbing my dark hole and I loved it.
I was feeling his cock sliding inch after inch into me as he slowly worked. When he was finally buried to the hilt he grabbed my shoulders and pulled me back to him, arching me more against him. I also pushed myself against him to coax him further into me.
I asked him to rub my pussy continuously and to insert finger in my cunt and he did as I directed him. He was fucking me so hard and I pleading for more depth.
“You have the sweetest ass, so tight and warm Lily.” He whispered.
One hand was rubbing my tit while other was between my thighs on my pussy. He now was pumping me lowly. I could feel his balls hit against wet cunt, as the walls of my ass were squeezing. I was moaning, and my movements became restless before I finally screamed at him to fuck me properly. When he pulled out a little and slammed into me hard thinking that he had hurt me.
He took long deep strokes, pounding into my ass over and over again. I was screaming as he was fucking my ass and his finger was in my cunt hole as deep as it could go. I was moaning and I came for second time by his fingering.
He shouted suddenly, “I’m cumming!” And he plunged into me very hard and poured his sperm into my ass before collapsing onto me.
We both were breathing heavily now. He looked exhausted and I was also tired. Our bodies were wet with sweat. I lay beside him and put his hands on my chest. We remained peaceful for some time and enjoyed the proximity of each other.
I have to admit that this didn’t stop at just one time, it continued until my son walked in on us, but that’s another story!