Once A Cheater, Always A Cheater.

I have been with my wife since our last year of High School and we married soon after we both finished College. Not long after she secured a government job and I secured a job in a construction business. We have 2 kids that were basically conceived by her jerking me off or blowing me and then inserting myself in to her and blowing a load. She says that intercourse hurts due to the size of my cock...hitting her cervix she says. No matter what we try it doesn't seem to help and she tells me there is no way I am putting that thing in her ass.

She is really awesome though, a great Mother, Wife and I never have to ask for head or hand jobs and yeah she likes to swallow. She just fails with big cock. I to have become an expert in eating pussy judging by the number of times I have nearly had my head squeezed off by her. Early on I knew that I would have to go outside the home for intercourse and this is where the cheating started. Most have been with friends or family be they single or married so long as they are ready for cock I am there.

My first cheating experience was with Danielle a girl from the office. A stunning 21 year old who I felt was beyond me, but she loved my personality, sense of humor and told me that I should not discount myself. I never thought of myself as the rugged handsome type, but at 6 foot 4 and 235 pounds I guess I appealed to the ladies and especially the ones small in stature. I drove her home several times and she ended up giving me head in her parents driveway. After that I ended up fucking her on many lunches.

My second experience was a 46 year old divorced woman named Sharon at another company I worked at. She worked alone in a climate controlled office doing the companies reconciling of invoices. I was 26 at the time and I knew that she was in to me. I would need to consult with her many times during the course of the day and I'd always catch her crotch gawking. I would make a joke about it and tell her "eyes up here" and laugh. She rarely wore a bra and had these natural hangers for tits. There were many days wear she would wear a top with buttons undone or loose knit sweater where her nipples would protrude.

One day I just came out and asked her when the last time she had sex was. She replied that she had not had sex in 4 years plus. I pointed to my groin and asked if she would like to see what she had been staring at all those times. With a slight quiver in her voice she said she would. I knew she lived close by so we arranged to meet there on lunch the following. This woman was insane in the bedroom and allowed me to do whatever I wanted to her. She loved cum, in her ass, in her pussy, in her mouth, face and tits...she did not care where. She loved anal the most though. We carried on for many months before she had to quit for health reasons. Sadly, she died not long after, but I was happy that we could spend that time together.

Experiences 3 to 6 were pretty much the same in that they were women I worked with. Only one of these women had an issue with my cock as she tried and then backed out of intercourse and would not entertain anal. I got head from her though and in exchange I put my expert level tongue to work.

Number 7 is my MIL. I have been fucking her steady for the last 2 years plus. She was always flirty with me and was always dropping hints about my cock size. One day I just called her on it and pulled it out. She gave me head right there in the kitchen and swallowed. She is a cum fiend and will fuck anytime and anywhere. Last year, we did a road trip to see her friend and I received road head and fucked at our stops along the way. While at her friends we fucked every night as she had told her friend what had been going on prior to our arrival.

Number 8 was the MIL's 57 year old friend. The MIL gave the go ahead while we were there. She gave me head as I watched my MIL eat her out. I fucked her friend and gave her the first anal experience of her life. Found out after that her friend is on the transplant list and she wanted her friend to enjoy our visit. Still banging the MIL.

Finally, number 9. Marilyn is the married 63 year old Superintendent of a friends building that I am performing some work in. I have been working with her to access the units and elevators so I can move construction materials. She also is a crotch gawker. She for the record does not look at all her age and has a very small build but with huge tits. Every time I see her all I can think about is tit fucking her and spraying my load all over them.

So months of working there and seeing her almost daily has finally resulted in getting my wish. Again, I just asked if she was interested and not 5 minutes later I was tit fucking her. Blew my load on her tits, face and shot a stream or two in to her mouth. We have done this multiple times now. She won't allow me to fuck her though but she has allowed me to fuck the ass off of her. She is such a tiny woman aside from her huge tits and it feels amazing to hold her tiny waist as she moans away. As I type this I can hear the sound of my balls slapping off her ass in my head. I love cumming deep inside her ass.

I have had many turn me down as well, but I do pretty well. In short, don't be afraid to ask as you never know.

I will likely never stop cheating. Sad I know...