She wasn’t lying about her pussy. She was sloppy wet and within a few minutes I had her moaning loudly with three fingers buried to my knuckles. She was definitely wilder than any of my previous experiences and my mind flashed about my long term interest in a woman who was acting this easy with me on a first date. The way she was bucking up against me on the couch didn’t leave me much time to dwell on such mundane matters and the sounds she was making and the dirty words of encouragement kept me focused on her seriously juicy pussy. I remember that my hand was completely coated with her slippery juices and was literally dripping onto the couch.

 

At one point as I was probing and rubbing on her pussy and clit I ran my fingers across her ass hole. Her response was obvious and even though I had never done it to any woman before I began circling my index finger around her hole, spreading her slippery juice around it and gently pressing onto her puckered hole. There was no question she was responding wildly and I decided to slip a finger into her ass. To say she seemed to like it would be an understatement. She literally pushed her ass against my finger and was telling to “fuck my ass baby”. I soon had three fingers deep in her ass hole and wasn’t really being gentle. It wasn’t long before I was doing more than just thrusting my fingers into her, I was literally pulling and stretching her hole to the sides in response to her vocal and physical responses. I couldn’t believe how she was responding to what I was doing to her ass. I felt like I had to be hurting her but she kept talking dirtier. In disbelief and after I was pretty sure she had orgasmed twice I slowed it down despite her undoing my pants and obviously ready for sex. With her grabbing the crotch of my pants fairly hard I did my best to pretend I was a gentleman and didn’t fuck on the first date. It must have seemed pretty weak for sure. As she sat up covering her boobs with her hands I saw her beautiful sexy pout as she told me “your no fun”.

 

Well after a first date like that I wasn’t sure what to think. She was definitely beautiful and she was definitely wild. I thought about how sexually experienced she must have been. I wondered if it was just because she liked me but quickly dismissed her obvious sexual uninhibitedness as much more than that. I considered how I would or could imagine myself in a relationship with a woman clearly much easier than the more typical women I had had relationships with before. I felt insecure and imagined how jealous I would be of her. But she was so damn beautiful. I kept thinking about all the sexy ways she had about her, her looks, how she dressed and the soft provocative things she said and abandoned trying to figure it out and just called her and asked her over to my place for drinks.

 

I’ll skip how sexy she dressed up for our date, how confident she looked and how completely unapologetic she was about our first date. I was amazed how casual she was about leading me into the bedroom and directing me under her short dress and between her legs “to finish what I had started the other night”. It was only a minute before my face was slathered wet with her wonderfully juicy pussy and only a few more minutes before she was pulling me up towards her to mount her. I guess I was scared and intimidated and self conscious in the arms of this beautiful confident (read powerful) woman and I felt small. With her legs wide apart I realized there was no time for hesitation and I reached down and slipped myself into her and pushed in hard to get going. As I slowly and deeply thrust myself into her I simultaneously felt small inside her and felt her energy begin to fade. I tried to keep my penis stimulated with a rhythmic stroke but her sloppy pussy felt like I was barely touching the sides. When I looked at her she was smiling and looked somewhat amused and began encouraging me with repeated and seemingly overly dramatic “come on baby, fuck me”, “ fuck my horny pussy baby” while digging her fingernails into my sides and ass cheeks. Her body’s response was nothing like I had seen on our first date.

 

To be honest I was really struggling and looked down at her tits and beautiful erect nipples just to maintain my hardness. Her skin was so smooth and tanned as I realized I was between the luscious legs of a goddess. She kept talking dirty to me but it almost sounded like she was mocking me. “You feel so good baby, fuck me harder” just didn’t seem honest and I was feeling so little contact inside her that I realized I was failing. I was struggling but I kept trying, thrusting myself as hard as I could, trying to push deep but I could barely feel any contact inside her and my penis felt cold. At some point I realized she was just laying there, with her legs spread wide and not moving while I embarrassed myself. After probably 5 minutes I just stopped. As I felt my limp penis slip out of her I heard myself apologize and i just slipped down between her thighs and began mouthing and licking on her until she had a back arching, quivering orgasm. 

It was a week before I called her again and was surprised she was as friendly as she was and accepted a dinner invitation at a nice restaurant in town. She dressed up and looked gorgeous and I was happy to have such a beauty on my arm as we walked the downtown sidewalks. After the nice catch up talk there were a few minutes of awkward avoidance of our last time together which ended with “you were just nervous” followed by her usual playful, flirtatious banter. 

My confession is that after that first pathetic attempt to have sex with M, I only had my penis inside her six or seven more times in the nine months we dated and the five years we were married combined. She had had a friend with benefits that she never stopped sleeping with as we started dating. It came out after about three months when she told me that I obviously wasn’t interested in her sexually and she gave me the “I’m in the prime of my life” routine and then topped it off acting surprised and angry that I could be so dense that I didn’t know. Apparently they had been getting together at least once a week for three years. 

We continued to date and have nice dinners out. I bought her a few nice dresses, some cute outfits (she said I had great taste) and shoes, expensive lingerie, some jewelry (she looked sexy as hell in chokers), perfume, spa treatments etc etc. We had some fun weekend getaways together. We always slept together and cuddled and fondled and kissed and we had two or three more attempts at intercourse which ended like our first, in a very unsatisfying and humiliating experience. Our “sex life” while we were dating settled in to me performing oral on her as often as I could. She seemed to enjoy it and always orgasmed and I couldn’t get enough of her taste and how wet she got and the incredible feelings of submission that I had with her. 

M had an very active sex life the entire time we were together. There were at least thirty two men that I am aware of, most of whom I helped her to meet in the 5 1/2 years we were together. Many were one nighters and weekend flings but we met several “perfect” men that became friends who we traveled and partied with for months and a couple even several years. There were 3 women she had relationships with that I don’t really count and one couple that I did. Keeping her pussy “happy” by helping her spend time with other men became a part of my relationship with her to make up for my “failure of marital duties” as she called it. In addition to the men I met or saw her with I know there were also a two men she met on different business trips that for whatever reason she was reluctant to tell me about, a couple (3 or 4) younger guys she was with on a weeklong houseboat trip with the girls and at least two men that she said I knew but refused to tell me anything more about. 

 Looking back I cannot feel more pathetic as a man and at the same time grateful. M was the perfect woman for me and our cuckold relationship was the experience I think I needed and wanted all my life. Probably the experience I was meant to have. Thank you for reading this confession. You are the first to hear the truth. 

 If there is any interest, I will confess to what it took for me to keep a beautiful 38 year old like her around for as long as I did in a separate post.