Chapter 3: Giving Monogamy a Try

There was a time in my early 20s when I gave monogamy a real serious try. It was a wonderful feeling after being with different men.

I met Bill through real estate. I was beginning leasing commercial space at a very young age but I had had a lot of exposure to the business, as my mom was a realtor and my father had properties. I met Bill at a couple of meetings and we got friendly. He helped me, gave me tips and went with me for some showings. I was beginning to feel close to him, we called or texted pretty frequently. If I sent Bill a text he got right back to me every time. I started “good morning” texts and we had short but nice chats apart from our work texts. We went to lunch a couple of times a week and if we had to be at the same place like a property, I went with him and that gave us time alone in the car. We had some nice buildings, and leasing retail and office space (ten years ago) was pretty easy.

Being young for the business I dressed older. I wore skirt suits and dresses, heels. My long hair made me younger looking so I pulled it up or wore it in a ponytail. I wore more makeup than normal but I didn’t overdo it.

When we could be alone Bill put his arm around me and I did the same. I am 5’4” and he is almost 6’. His hands found my hips and he pulled me close a lot. One day in the car on our way back to the office we kissed. OMG my vagina flooded with moisture and my breathing was erratic. He found a small park and stopped. We kissed. It wasn’t easy because of the console and we weren’t about to stop so I knelt on the seat and fell into his arms. I was wearing a dress and he was rubbing my body, my back and the sides of my breasts then he slid his hand under my dress up my thigh to my butt. I gave no resistance, in fact I moaned with pleasure. His fingers found me wet between my legs, my panties were soaked. I reached down and through his dress slacks I found he was hard and he groaned.

“We can go to my apartment if you want,” I whispered in his ear. We stopped at the office to pick up my car and he followed me home.

My apartment was a nice garden apartment set in a hillside – ground level with a back door to the lawn, a balcony in front, cars parked in a carport underneath. Hardwood floors made the space feel like home. I loved it there.

He followed me in and I locked the door. I kicked off my heels and led him by the hand to my bedroom, then turned around and faced him. I looked up at him and we put our arms around each other and kissed. His hands were all over my body and I was making sounds of pleasure and encouragement.

I was wearing a sleeveless sheath dress that was fitted through the waist and hips. He unzipped me and pulled my dress away from me, slid it over my hips and I stepped out of it. Standing in my bra and panties I watched him undress to his boxers. We kissed, our bodies close. His hands roamed my body, my hips and rear, he squeezed my butt and I moaned with pleasure. Through his boxers I could feel his penis, hard against my abdomen and I slid my hand between us, inside his boxers and found his hard cock. He gasped when I touched him, I found the head first and the tip was wet with precum. He felt large but not enormous, I held his shaft and felt his hair. “I can work with this” I whispered.

My arms around him we kissed again and he tried to unsnap my bra. I am large there, a D cup and my bras have three snaps, sometimes four. He finally got the last snap and pulled my bra off - and my breasts fell free. He whispered “my God.”

I went for his penis, pulled his boxers down to his ankles and out sprung almost 7” of hard, circumsized cock. It was gorgeous! He had trimmed pubic hair and his penis was throbbing a bit. I touched him and he drew his breath.

I pulled the covers back and got on the bed. Bill took off his boxers and got next to me. We kissed, I was on my back, his hands roamed my body and I held his penis in my hand. He was hard and his penis was beautiful and stuck straight out. He knelt on the bed and put his fingers in the waistband of my panties. I lifted my hips and he pulled the panties off. I lay there, legs open, my pussy was wet with anticipation and the hairs of my neatly trimmed muff near my opening were wet. I was aroused, my lips were engorged. My actions were largely instinctual. Our foreplay had been going on for weeks and we were both so ready for this! I opened my legs wide, my pussy was hot and wet. He got between my legs and on top of me, he held the head of his penis at my opening and pushed it in. It went in easily and I wanted more and he pushed deep inside me and held it there.

We both groaned and moaned at the feeling, I wrapped my arms and legs around him and he fucked me slowly, long deliberate strokes. He kissed me and held me and kept fucking me. I whispered “that feels nice” and he moaned, groaned and came inside me. I knew it was coming because he got super stiff then he came. “Don’t take it out” I told him, “it feels nice inside.”

We stayed together for a while, even soft he felt nice inside me. We held each other and dozed a bit. “I am beginning to leak” His penis slid out of me and I could feel our cum running out, down my crack. I went to the potty, opened my lips and our cum began cascading out of me. I watched a string of cum touch the water and it floated like a little island.

I went back to bed and Bill was on his back, his penis was lying on his abdomen, soft and still wet from being inside me. I snuggled next to him and played with his penis, tracing the length with my index finger and rubbing the head. I held it and playfully let it flop back on his abdomen. We kissed and I held him and his penis began to stir. I played with it and he began to get hard again so I slid down and took him in my mouth. He moaned out loud and I took him as deep as I could. I was tasting our cum, the flakes that had dried up were dissolving in my mouth. I pulled away and kissed him with my cum-tasting mouth. We kissed deeply.

He rolled me on my back, looked into my eyes and told me I was beautiful. My pussy gushed and I whispered “thank you” and pulled him close. We kissed then he slid down my body and kissed my abdomen. “Oh my God” I thought as he kissed his way down. My vagina was flooding with anticipation and it seemed like forever but I felt his tongue touch my hairs, my lips and finally between my lips. He opened my lips with his thumbs finding my pink wet flesh, my opening, my urethra and finally my clitoris. His tongue danced from my opening to my slit and to my clittie. I jumped and moaned when he touched me, my hips were almost off the bed. I squirmed and pushed against him as he flicked his tongue and kissed my clitoris. My hands were on his head and I came with one long moan and I began hyperventilating. I squirmed and my pussy flooded with cum. I was panting and he kept kissing me, licking my cum, giving me afterplay which I love.

Other men have given me oral sex but never like this. This guy knew what he was doing and oddly enough his wife wouldn’t let him do it. He just needed a willing partner and OMG I was!

He came up and kissed me. His face was full of my cum and I devoured it. We kissed forever and I opened my legs and he pushed his hard penis inside me. “OOOOFFFF Oh God!” I said as he slid inside. I had been with plenty of men but Bill was special, he knew exactly what to do. He made me feel special, like a queen. I felt dominated and loved.

He fucked me with his long strokes and then he fucked me with just his head in my opening which I love. I was spent from my orgasm but wrapped my legs around him. I held him and he fucked me harder, pushing my hips into the mattress. We were loud – but it was 4pm and I knew my neighbors were at work.

I pulled my legs up as high as I could and told him to push it inside me and hold it. Then he was deep inside of me, the tip of his cock pressing against my cervix. “Grind against me” I told him and I pushed back against him as he did. He ground against me in circles and I pushed and I began to moan. I was gone, in a daze and I was flooding. “OHHHHHHH!” I moaned as I orgasmed, loud and completely out of control! He fucked me hard and got his hand between us, found clittie and I came again. I was still floating from the last one so just touching me made me cum again. He did too and we were a wet sticky mess down between us and I loved it!

We snoozed together and he stayed inside for a while. We kissed and rubbed each other and I said “I don’t want this to stop! How do you feel? Do you want us to become an ‘item?’ Boyfriend and girlfriend?” And he said yes.

This was the first time I had ever tied sex and love together. What started as purely carnal feelings – lust – became connected with feelings that seemed like the most romantic love to me. I knew he was married and actually met his wife at a meeting. I knew she wasn’t going to become my best friend but I don’t think she thought of me as a threat. I think she was looking at youth gone by, maybe lamenting a bit. “Do you sleep with your wife sexually? Will you sleep with her if we are having a relationship?”

He said he hasn’t slept with her for two years and that will continue.

“My gosh, you certainly lasted like you have been having sex!”

“I had private thoughts of you and pictures of us that kept me satisfied.”

“Oh gosh” I laughed! “I did too!”

So our pact, our relationship was sealed and we kissed. We had skipped work for half an afternoon and we checked our phones for messages. All clear, nothing urgent.

I was giddy with happiness and I saw smiles and caring from Bill that I had not seen before. I had had relationships with a lot of men and I thought I was in love with some of them but I was falling in love with Bill and it was different. I knew this was love. It was only a matter of time before we said “I love you” to each other. Then the question became what would we do about it. I chose to ignore reality and give myself to him, my whole being.

Even before we slept together I felt like I was his – and being intimate just solidified that feeling. We were a couple and I conveniently ignored the fact that he was married. It didn’t feel like he was married. So being almost a housewife, juggling my job and time with him, shopping for two, laundry, etc. made me feel proud and he knew it. He knew I adored him!

I never looked at other men, I politely turned down dates with men my age who could have been marriage material, I just told them I have a boyfriend now but thank you.

If he stayed the night I greeted him with open arms and I did my “wifely” thing, making him dinner, etc. Sometimes we had sex before dinner, I would lead him to “our” bedroom and undress in front of him. “Do you want me?” He never said no!

That was when I began to wear clothes suited more for a woman older than me, suits and pantsuits, skirts and blouses. With makeup I could make myself look somewhat older so I looked closer in age when we were together. My colleagues and clients noticed – and that actually helped me when I was leasing space, I seemed more experienced than I was – and my work reflected my more mature image. I stayed very professional and declined lunch offers from men who had ideas of an afternoon romance.

Looking back, comparing how I felt with how I now feel for Debra and Jim, I was never in love with Bill, though I thought I was. Since he was married I knew we would never have a life together. My hormones had other ideas though and we charged on, I couldn’t let him go even as available marriageable men my age wanted to date me. That was a very confusing time, a major fight between my hormones and my good sense. I don’t envy any woman in that situation.