When I was growing up I knew I had a big cock but it was only when I went to school and started playing sports that I realised just how much bigger than normal boys I was. Word quickly spread around the team and around school and I was regularly slagged about the size of my manhood. In the showers it was a regular source of joking and laughter and while I often acted bashful about it, deep down I was thrilled about it and often looked at it in the mirror when I was playing with with myself.
When I was 16 one of the kids I played around with told his cousin Jessica about how big it was and told me to show her. I was used to displaying it proudly to the guys but I was a little more shy about showing it to girls. Jessica seemed different though as she seemed eager to see it. Jessica took me by the hand and took me a few feet into the small cluster of trees a small distance away. From the feel of her hand and the thought of Jessica’s excitement I was semi-hard as I lowered my pants down. Jessica wasn’t the first girl who had seen my dick but when she saw it she literally gushed and was overcome with excitement. She came closer to me almost in a daze of disbelief and literally poked the top of my penis as if to test that it was actually real. Without saying a word she wrapped her hands around the shaft of my dick and started stroking it gently. Still without saying a word she knelt down, licked her lips and started devouring my dick with her warm mouth. Jessica seemed mesmerized as she sucked back and forward and she didn’t even flinch when I shot a warm splurge of cum straight into her mouth.
Over the coming weeks Jessica sucking me off became a pretty regular event and I repaid the favour by fingering her warm, sweet pussy and going down on her when she started to get really excited. We never said much to each other but we got used to a routine of giving each other pretty great orgasms and making each other cum.
However, where this story gets really exciting is one Wednesday afternoon when I had arranged to drop over to Jessica’s house but when I got there she wasn’t home. I was surprised as she had told me she would be there and we could have some fun as she put it. Her mother was there but she told me Jessica wouldn’t be home until after dinner but she brought me into the front room anyhow and was very friendly and chatty. I was eager to get out of there as I felt it was a wasted journey and I would be blowing my load alone when I got home. However, as Jessica’s mom chatted I thought I could see her having a couple of sly glances at my crotch area. It was all a bit strange but as I looked at Jessica’s mom I was struck for the first time at how sexy she was for her age and I was surprised I had never noticed it before. Perhaps because of my exploits with her daughter I only had eyes on the prize any time I was in her house.
After a few minutes of chit-chat Jessica’s mom asked me if she could ask me a person. “Sure” I replied. “Hmmm” she said “…..I don’t quite know how to ask it so I am just going to come straight out with it….is it true you’ve got a really huge cock?”. This was the last thing I was expecting and I burst into a fit of shy coughing and almost choked on my surprise. I didn’t know quiet what to say so she took the lead again and asked me if I would mind showing it to her. Na way I thought but she was quiet insistent and even mentioned that she might have to mention my exploits with her daughter to my parents if I didn’t co-operate. How she found out I had no idea but she was most insistent that I show her my dick.
She was trying hard to convince me I should show her and kept getting closer to me. She smelled wonderful, a mixture of fruity spice and coconut, and her tits were right in front of my nose almost popping right out of her bra. Despite my best efforts I got rock hard just looking and being near her and it didn’t take much to see my dick was now bulging in my pants. She put her hand on my shorts and said wow that’s a right beauty and before I realised it she had my fly open and my cock out…..feeling it and stroking it and saying how delicious it looked.
She told me to take my pants off and as I did it she took off her dress and bra and was naked in just a few seconds, revealing a her hair shaved to a strip of hair just above her slit. I stared open-mouthed at her body and my cock jumped a couple of times with excitement . Without saying a word she took my hand and led me into her bedroom….like mother, like daughter I couldn’t help myself thinking. She told me to lie on the bed and she played with with my dick, kissing it and stroking it carefully with an assured touch compared to the less-experienced hand of her daughter. Finally she managed to take her eyes of my dick and asked me if I had ever fucked a woman before.
I said no and she agreed saying no girl my age would be able to handle my dick inside them. “In fact” she said “I have never been fucked by something that big myself”. I was putty in her hands now and she got up on top of me on the bed. I was a bit confused as I only knew about the missionary poosition but I said nothing not wanting to highlight my inexperience and more than necessary. She said because my dick was so big she wanted to control how I entered her and I was surprised as her cunt looked bigger than any of the girls’ that I had seen.
I was laying there and she squatted over my cock, took it in her hand and slowly lowered herself down onto it. I could m dick sliding into her warm and wet pussy and it felt great. As I entered her she made little groand like she was enjoying it and as she went further and further down and my cock slowly disappeared into her cunt it kept feeling better and better. Finally she was pretty much sitting on me and had the entire length of my cock inside her and she just sat there and smiled down at me, all the time her eyes kinda rolling with pleasure and excitement. She moved about a bit and I could feel her cunt tight around the shaft of my dick as my eyes were locked on her shapely tits.
She saw me looking at her firm tits and she leaned forward and said go on suck them for me. She had one nipple right at my mouth and I sucked on her hard red nipple and it felt wonderful and she said see if you can get any milk out. After I sucked hard and she said you cant get any unless I had a baby but I loved the feeling, then she told me what she liked me doing with my lips and tongue and teeth on her nipples. She liked me biting them softly with my teeth and sucking and pulling on them with my lips and it was great fun for me too.
I was having so much fum playing with her tits as she let me feel them as well as suck them. Then she said I want to fuck you now and she started to lift and lower her cunt up and down my cock and as she did she let out these soft murmurs as she slid it in and out of her. I always love having my cock sucked but this was much better, she was all warm and tight and every time she moved I could feel her insides rubbing up and down my cock, it was fantastic. After a few minutes and she changed her position a couple of times but stayed on top of me she said when you are ready to cum you let me know and I will slow down a bit, I want you to last for ages if you can. She asked how long does it take you cum when you masturbate or have Jessica suck you off? I said about 5 minutes and she said that must be about now. I said its ok at the moment I am enjoying just having my cock inside you as it feel absolutely fantastic.
She said it is your first time isn’t it and I said definitely, I have never had an opportunity before and a couple of girls who have seen my cock say it would never fit inside them. She said I am glad I am the one to do it with you the first time for you, I know how awful you must think I am but I have heard Jessica talk about you to her cousin and I know what you have been up to and I hope you like this better. I said I must admit I had never thought about having sex before but now I have its beautiful and even though you are David’s mom you are so nice about it. It makes me feel good.
She said his father left us for another woman a few years ago and it broke up and I wouldn’t have him back so I don’t do this very often now but I hope you and I can get together again occasionally. I said what about David, what happens if he finds out I have fucked you. She said I want you and him to continue as if this has never happened and I will make sure he is no where about when I want you to come and do this with me. He wont find out from me and I hope not from you either. I said I will be right, I wont tell anybody. How often do you want us to do it.
She said it will depend, and some times it will be a couple of times a week perhaps, and sometimes not for a week or so when I have my periods. You can ask me if you feel you want to but it will depend upon a few things and nobody must ever find out you and I are doing this together.
I was confused about the periods and would ask her later.
Then she said now its your turn and she got off me and said let me lie there and you can fuck me, I have had my fun its your turn now.
I got onto her and my cock slipped into her pretty easily; her hole was huge when I looked at it because I had been in her for a while.
I began to fuck her like I thought I had to and I came out once or twice but she didn’t mind and I got back into her without even touching my cock, I just aimed it at he cunt and it went in easy. I fucked her for about 3 or 4 minutes and then she started to get all excited and began to shiver and shake and said go harder and faster and she sort of screwed her face up and began to grunt a bit and she forced her cunt up as I went into her and she really started to get physical and bounce about and grab her nipples and squeeze them, I thought is she having an orgasm as I had never seen a woman have one and it looked a bit like it does when I have one only a bit different so I went really hard and fast like I was giving myself a hand job just before I came and blew cum out everywhere. She began to buck a bit under me and said go on fuck me, fuck me hard, oh shit this is wonderful, oh sweet jesus I never knew anything could be this good, just keep it going and with all the excitement I started to cum and she looked up and said are you cumming?
I could only nod, I couldn’t speak, I was already in the raptures of cumming. My hands were locked around her tits squeezing them hard. My ass was going up and down at a thousand beats a minute as my cock spurted my hot cum into her and flowed into her filling her cunt up with all my warm and wet cum. It felt unbelievable with her wet and warm cunt all around my cock and her cunt all squeezing me and my cum filling her up. I had never experienced anything like that before. My heart was racing and the sweat was dripping off my face onto her body as I gasped for breath. It was the best orgasm I had ever had even better than David sucking me off at times.
I collapsed on top of her all wet and sweaty as she was too, we were both soaking wet. She kissed my cheek and said that was the best fuck I have ever had…thank you. I could not believe what I had just done. I had fucked my best friends mother and I felt good. Slowly as my orgasm sensation calmed down my cock shrunk and slipped out of her and I began to feel a bit ashamed of what I was doing. She without realising how I felt held me to her and told me in a number of words I was the best fuck she has ever had. That made me feel good and then said I hope you can remember that as your first fuck with me for ever. She said I want you and I to fuck like that for ever.
We lay on the bed together for ages and after about 15 or 20 minutes I was feeling really good, we had talked a bit and I learned a bit about her and she told me how wonderful I was. Then she giggled and said would you like to do I again and immediately I got hard and I said you bet and then she said I want to be on top his time and she got over me and we fucked again for at least half an hour enjoying it in different ways and I even did it to her from behind in what she called doggy fashion, like dogs do it, and it felt great and I could feel her its as I hung on as I fucked her.
I came first that time and she didn’t but after a bit more time we did it the third time and she came well before me. I got her to explain about her cumming this time as I had never realised girls could cum like boys and she explained all about it to me and that she was taking birth control pills to stop me making her pregnant. I had not thought of that before.
We had been in her bed for over 2 hours and we had fucked three times and her cunt was full of cum and it started to run out and make a mess on the sheets. She said I would have to go because David would be homme soon. She took me into her bathroom and we had a shower together and that was fun as we ran our hands all over and soaped each other up. She wanked me off again by hand and all my cum went down the drain. After our shower she got me to dry her off and she did the same but I stayed soft that time. She kissed the top of it and said it needs a rest and so does mine. I have never been fucked so often ever. I will sleep the sleep of angels tonight remembering and feeling you inside me.
On the way home I though holy shit I have fucked my best friends mother who is over twice my age, 3 or 4 times and I evidently don’t know how to kiss. Now she is going to teach me how to do that as well. There were other things like what was inside her and all about her cunt, I had never really seen one and wanted to know all about it. I had fucked her cunt and had no idea what it looked like but knew perfectly what it felt like. She taught me that and much more over the next six months or so. I even began to have oral sex on each other and the both of us really enjoyed that.
A few girls said they wanted to try fucking with me but I decided I had caused enough trouble and said no. I did however let a few girls look and feel it in return for fingering them and even giving one oral and shaving her. She got closer to seeing how good it was than anybody. Now I am happily married and my wife is the only one to share my cock, but recognises that I was well trained and experienced when we began sex well before getting married.