Mrs. Molly Cartwright

Introduction

 

Shortly after my grandfather’s death I was given a large part of his sizeable estate. This included several properties and houses. One of the more unassuming properties, but most special to me, was a rustic cabin on the Nevada side of Lake Tahoe. I say it was special to me because this cabin was my grandfather’s priMolly residence for his golden years, and it was a place I was able to spend many happy days of my childhood.

The first week I spent in the cabin I went through all of his personal belongings and files. Not much stood out to me until I went into his basement and discovered six banker’s boxes full of his journals, pictures, and video tapes.

The pictures were of hundreds of different women, men, couples, and small groups in various stages of undress and fornication. Hundreds. Old brown-edged photos from the sixties and polaroid’s from the seventies and eighties. Some of the videos were very clinical, showing naked women in stirrups, and others were of my grandfather fucking various women who were obviously not my grandmother. The video tape footage was poor quality but was indexed to the journals. After watching many hours of footage and referencing the journal index I found that these videos were from a hotel my grandparents owned and apparently secretly recorded customers having sex over the years.

The journals were the real prize as they contained hand-written, detailed stories of my grandfather’s entire life. From his first kiss as a teenager all the way until he was in his late sixties. While most people’s entire sex life would probably fit into a few notebooks, I discovered that both my grandparents had lived an incredible double life as sexual giants that few people could imagine.

The stories I read sucked me in like nothing I had ever read in my life. There was an “icky” factor being my grandfather, and more so with my grandmother, but there was no denying that I was extremely interested and envious of the sexual experiences that my grandparents had together. I have shared my favorite story below.

My grandfather’s name was Dr. Avery Alan Thomas. He was born and raised on a California dairy farm outside of Los Angeles. He spend his teen years as a milk man during World War II and later went to UCLA for his undergraduate studies and went on to be one of the first graduating classes from the med school at UCLA. Dr. Thomas was a Gynecologist with a fellowship in Urology in Los Angeles focusing on fertility, and my grandmother, Dr. Christine Page Thomas was a Psychiatrist specializing in sexual problems and disfunction.

My grandparents met in the sixties after both had well-established and ridiculously successful medical practices. This enabled them to diversify into hotels and apartment buildings that led to even greater financial success for them. They had enough money to travel as much as they wanted and only practice medicine in the way that interested them.

My grandmother always referred to my grandfather as the “triple-threat”. She would say that he was so handsome and physically gifted that he should have been a professional baseball player. She would go on to say that he was as charming as the devil as always seemed to get his way. Her last comment was always about money, stating that he had a knack for making money that few men on Wall Street could match.

He was 6′ 2″ tall, broad shouldered with dark wavy hair and chiseled features. I discovered in his journals that he was well endowed with a cock that measured “close to eight inches when erect with a diameter the size of a baker’s rolling pin.”

The journal entry shared below was transcribed as written and took place over a few months with a patient who was struggling with getting pregnant. This story occurred before my grandparents met a few years after my grandfather established his practice.

 

Mrs. Molly Cartwright

 

June 15, 1961

I began the exam with medical history discussion. Mrs. Cartwright is a twenty-two year old, Caucasian female. She has been married for two years. She has a normal menstrual cycle, last occurring three weeks ago. She and her husband are sexually active, having sex three to four times per week. She said that she does not masturbate, ever. She has been unable to conceive.

Mrs. Cartwright could not tell me if she normally achieves orgasm, and seemed almost ignorant to the concept. She did describe her husband’s orgasms as ‘when the white spurts out’.

After the preliminary questions, I asked her to remove her clothes. She was reluctant, telling me that only her husband had ever seen her naked. I explained that nudity and a physical exam were absolutely necessary, and a refusal simply meant that I could not help treat her. She hesitantly removed her clothes and lie back on the table.

Molly was 5′ 4″ tall and weighed 121 pounds. Her hair was a light shade of brown and down past her shoulders. Her frame carried largish, but pert breasts with symmetrical nipple placement. Her nipples were smaller with pink areolas that were crinkled and swollen from the cooler metal of the table. Her pubic mound was covered with a thin thatch of chestnut colored hair that went down to her asshole. Her labia was crimson and somewhat recessed with little to no skin protruding from the crack of her cunt lips.

Commenting on her obviously chilled state I moved to her side and began rubbing my bare hands over her body under the pretense of helping her warm up. She offered no resistance but was tense as she closed her eyes. As I rubbed the smooth flesh of her legs and torso I was careful not to touch her breasts or vagina in any way. She slowly relaxed and I began a more indepth interrogation of her sex life.

“Does her husband kiss her before sex?”

“Yes.” She quietly answered.

“Does he touch you like I am doing right now?”

“No, not much, any more.” She answered and continued, “We kiss for a minute and then he puts it in me. It doesn’t take him long to finish.”

After a few moments she started to relax. As I moved slowly to her breasts, she did not tense as much as I thought she would. I slowly began massaging her breasts and nipples.

“Does he touch you like this on your breasts, Molly?”

“Yes some, but he is rougher, and sometimes he puts his mouth on my nipples. He bites them though, and I tell him to stop.”

I stopped rubbing her left breast and moved my mouth over her nipple. I playfully, but softly, licked and sucked her nipple. No movement or objection to this signaled to me that she would trust me to do more.

I walked around the table to pay attention to both sides of Molly’s young body. After about ten minutes, she was becoming visibly aroused and was enjoying the massage. Her vagina was swollen with dewy wetness beginning to show on her labia.

‘Does your vagina become slippery from your own lubrication before he goes inside you?” I asked.

“No, Doctor, not usually.” She confessed in a whisper. “My insides usually burn a little afterward.”

I glided my hand over her body and pushed two fingers down over her slick pussy. Molly inhaled sharply and pulled her feet against the inside of the stirrups. I began with slow and soft circles over her vagina. I could feel the nubby bump of her clitoris under my fingers with each deliberate round of my fingers.

After less than five minutes of this, her thighs were flexed hard and she was moving her bottom up off the table to meet my touch. I knew she would orgasm soon. The thought of giving this young lady an orgasm made my own cock stir in my pants.

“Doctor, this feels strange and hot on my body.” Molly said as she gyrated under my hand while I continued to suckle her breast.

I removed my mouth from her breast to say, “It should feel foreign but not painful. Please tell me if anything I do hurts, as that is the purpose of the exam.”

I increased the pressure and speed of my fingers and about every third circle I would slip a finger inside her. Her vagina was quite a clipper, hot and very wet with hard nodules on either side.

Suddenly Molly sighed and grabbed my hand pulling it into her pubic mound. She thrust against it for a few moments before letting her entire body relax again on the table. My cock was bursting to come out of my pants, but I refused to give in so quickly to my desire.

She looked up with her pretty face and big green eyes, obviously surprised and ready for anything I wanted to do.

“I have never felt like that before. What was that, Doctor?” Molly asked me.

“Apparently, you just experienced your first real orgasm.” I explained. Very coldly and professional I commanded her to get up and put her clothes back on. The confusion was almost comical, but I explained her exam was complete.

“Mrs. Cartwright, there is nothing obviously wrong with your sexual response. From this exam I can conclude that there may be something else wrong with your Reproductive or Endocrine systems, or possibly with your husband’s reproductive system. We will need to do further testing on both you and your husband to determine the problem.” I professionally explained.

She looked somewhat relieved, as she told me she would do anything to have a baby. I planned to put this promise to the test and scheduled a follow up appointment for her and her husband the following Thursday.

I had nurse Esther draw some blood for her tests and sent Mrs. Cartwright home. I instructed her to bring her husband to the next appointment and she agreed that she would.

June 22, 1961

I quickly began the exam instructing Molly to remove her clothes and sit on the table. She had a sanitary napkin in place, which I had her remove. She explained that her and her husband had sex three times in the week since her last exam. She did not achieve orgasm any time. I gave Molly a blanket to cover herself and called her husband into the examination room.

His name was Andrew. He was a twenty-two year old Caucasian male with brown hair. He was about 5′ 7″ tall with a thin frame.

I explained the importance of him cooperating with everything I requested. He agreed immediately, but I went on to describe some of my treatment methods and while shocked he committed to being compliant.

“Start by removing your clothes, Andrew.” I told him.

He looked shyly at his wife, and then back at me, as he started to disrobe. He removed his pants and had no undergarments. His penis was shortish and propped up on small testicles. His small cock poked diminutively out of a shock of dark brown pubic hair. I asked him to move to the side of the table and remove the blanket from his wife.

He did as I asked and both of the Cartwrights were naked in front of me. I told Mr. Cartwright that the first exercise we were going to do was the mirror game. I told him to watch me and mimic my movements as if he were looking in a mirror.

I placed my right hand on Molly’s right knee and my left hand on her abdomen. He did the opposite. I moved my hands slowly over his wife and watched him match my caress. Molly’s eyes were stuck shut and she seemed to be anticipating another treatment as before.

Rubbing Molly’s thighs and arms was causing the desired effect on both of the Cartwrights. Molly’s vagina was becoming swollen and slick, while Andrew’s small cock began to harden and stick out from his body. As we moved to Molly’s breasts, I told Andrew to very gently begin to kiss, lick, and softly suck her nipple.

As we both mouthed Molly’s nipples, I could sense Andrew’s jealousy and did not think he was enjoying watching me suck his wife’s breasts. He kept his mouth shut though, and his hard cock told me there was some part of the experience he was enjoying.

Molly began to writhe on the table and I knew she was ready to go further. I instructed Andrew to move to seat by the wall and told him not to touch his cock. I told him we would need to collect his sperm sample and gave him a specimen container. I went on to explain that if he had a spontaneous orgasm to make sure he was able to get the entire sample into the container. He silently nodded as I turned my attention back to his aroused wife’s body.

As I had done the previous week, I moved my hand between her thighs. The only difference this time was that her husband was watching from a few feet away. His little cock was twitching with precum glistening on the head. Andrew sat and stared at my hand on his pretty young wife’s pussy.

Molly was on fire. Her pussy was dripping wet and her body was responding dramatically to my sensual touch. She came quickly at her last appointment, but I believe her husband’s attendance was amplifying the effectiveness of my touch even more than last time.

I continued rubbing in small circles over Molly’s clit and vagina, dipping a finger in her pussy every few seconds. As her orgasm approached, I stopped rubbing abruptly and spread her pussy lips apart in clear sight of her husband.

“Andrew, this is what Molly’s pussy must look like before you go inside her. Wet and slippery. Do you understand?”

Andrew nodded with his mouth agape. He leaned in, and I am sure he could hear the wet smacking noise of my fingers on his wife’s cunt.

“Dr. Thomas, do it like before. It feels so good. Please don’t stop.” Molly pleaded for relief, but I was not ready to give her relief.

“Stand between Molly’s legs at the end of the table.” I told Andrew and he quickly moved closer.

Andrew’s hard cock was throbbing only a few inches from my hand as I rubbed his wife’s crimson and dripping cunt. I looked him in eye and told him to stroke his cock until he squirted his cum into the jar. As he grabbed the jar with one hand and his cock with the other, I sped up the manipulation of Molly’s pussy.

I wanted him to come from the excitement of seeing me bring his wife to orgasm.

“Look at how much she likes it, likes me. It’s my touch that pleases her.” This comment from me triggered something for Andrew as he shot four or five ropes of come into the jar as his body convulsed. Molly quickly followed suit and had an intense orgasm herself.

I promptly told them both to dress and resumed my professional demeanor as if nothing had happened. Andrew would not look me in the eye as he dressed, and he turned his body away as he pulled on his pants.

Molly’s entire body was flush, and she was in no hurry to dress. My cock was about to explode in my pants, as I stared at her pink flesh and exposed private parts. I wanted to be inside her, but the time was not yet right. She had become comfortable with my touch and also me seeing her very nice body naked. That was good progress. Her husband made no objection to me fingering his wife as he watched on. I knew I would be able to do anything I desired to Molly going forward.

She looked at me with clear affection in her eyes and asked when the next appointment was. I told Molly that both she and Andrew needed to see me in one week. I handed off the sperm sample to Ester and set the appointment for the next week.

June 29th, 1961

I began the exam with both Molly and Andrew in the room this time. Molly told me that they enjoyed sex six times in the past week and that she had orgasmed each time. She and Andrew were holding hands and both seemed very happy.

I decided to give them the bad news directly. I explained that the sperm count Andrew’s sample was extremely low and not likely to every result in pregnancy for Molly, or anyone else for that matter. Both of them were extremely disappointed and Molly teared up when I told her she would never carry Andrew’s child. Andrew himself took the news stoically and asked what options they had. I told them both that a sperm donor or surrogate would be required. I explained the cost of each and suggested they think about it. Both immediately asked how soon the arrangements for a donor could be made.

“We can start today.” I told them. I went on to say that I needed to show them both a few more techniques and that I would be the sperm donor. Neither flinched or questioned this in the slightest.

While the anticipation in Molly’s eyes was obvious, Andrew did seem a little hesitant. In light of this, I told them both that they had to agree as a couple to me being the donor. I demanded absolute compliance to all my treatment plan if I were to do this for them.

I laid out the plan for them. There would be an insemination today and I would inseminate Molly daily for the next sixty days. She would need to come in to my office each day at the same time, and I would visit her at home over the weekends.

I told them that I would need Andrew to be there every day for several reasons. The first reason was to make Molly comfortable. Her comfort and feeling secure were critical for her to get pregnant. The second was to make sure Andrew was in the room during conception. I wanted the baby to have as close as a connection as possible to Andrew and this started as soon as the baby was conceived.

Both of the Cartwrights agreed to my treatment plan and stipulations almost immediately.

“Both of you disrobe and we will begin.” I instructed.

As they removed their clothes I looked down on this young, handsome couple. Molly was such a pretty young woman. Her body was made for a man to enjoy, and I planned to show them both how to please each other in every way possible.

“We are going to do a different exercise this week instead of the mirror game. This week I am going to do something with Molly while you watch and then you will do the same thing, Andrew. Do you understand?”

Both nodded.

I moved towards Molly’s naked body and began kissing her. My kiss was unexpected but not rejected. We kissed passionately for a few minutes as I ran my hands over her supple ass, back, and breasts. Andrew watched me do this intently and became hard almost instantly. I broke our kiss and told Molly to kiss her husband, and to touch him while she did it. Both their hands roved over the other’s body as their passions began to stir.

I made Molly get on the table and I started massaging her as I had the last two appointments. “Touch me while I rub you Molly.” She started to move her hands over my back, bottom, and side. I had waited patiently to show her my cock and the excitement of seeing both their reactions was building.

“Take my cock out of my pants,” I told her.

Molly moved her hand to my zipper and pulled it down. My cock sprang out like a fish jumping out of water, and I felt the cool air of the room on my exposed flesh.

“Holy Shit, Doctor, your cock is a battering ram.” I heard Andrew exclaim. I glanced over to see his little dick hard as marble while he stroked it.

Molly’s small hand wrapped around the engorged flesh of my manhood, but her fingers did not touch her thumb. She was in a trance as she squeezed and pulled soft skin back to expose the glans of my massive cock.

“Rub it slow, just like that.” I said to the pretty lady while enjoying the sensation. The thought of a new woman always excites me, but this was special. This poor dear had endured a terrible sex life with her small-cocked husband for two years. In a few moments I knew I would be inside her intent on shooting my come in her tight little cunt to impregnate her. My cock swelled turgidly thinking about it.

“Your turn.” I said pulling my cock out of Molly’s grasp and turning to Andrew.

Andrew stepped up to the table, and Molly could not hide look of disappointment as she began fisting Andrew’s smaller dick. I undressed while I watched Andrew enjoy his wife’s hand on his cock.

“Look at her Andrew. Look at her face. She does not want that little thing of yours anymore.” I said while pointing to his little cock. “She wants this man-cock now. Don’t you, Molly?”

“I do. I want it inside me.” Molly slowly nodded as she said the words. When he heard her say this Andrew spewed his come over her belly as he thrust his hips into her clutched fist.

“Andrew, Go sit in the chair until you’re ready again.” I said moving up to the table with my cock wagging in front of me. Molly reached for me again, but I pushed her hand away. “This time I want you to use your mouth on me Molly.”

“But I never…I don’t know how…” she said in a quiet whisper while ignoring Andrew.

“I am going to show you right now.” I sat in a chair immediately beside Andrew and put my clothes on the floor in front of me. “Kneel on these between my legs.” The pretty woman complied, and I felt the delicious sensation of her soft breasts on my legs and her hair on my thighs.

She leaned her head to the side and put one ear almost on my thigh as she stared at my big cock. She instinctually grabbed my shaft with her hand and looked at me in wonder. “How will this ever go in me?” She asked without expecting an answer.

I told her to open her mouth wide and push my cock head into her mouth a few inches. She was a toothy at first, but quickly her head was bobbing on my cock while her husband looked on. Andrew’s cock was again hard and still sticky from the previous orgasm. He watched his wife suck a cock for the first time from just a few feet away.

After Molly had the hang of it, I said, “It’s his turn. Show him what you’ve learned.”

“But I want to suck your cock, Dr. Thomas, not his little pecker there.” Molly said with a laugh.

Molly moved over to her husband and put him in her warm mouth. I watched as she unenthusiastically sucked her husband’s cock while continuing to stroke my hardness with her right hand.

Andrew was getting close again. He clamped his eyes close and rested his head on the wall behind us.

“Nod if you like your wife’s mouth on your cock Andrew.” Andrew nodded.

“Nod your head if you like watching your wife suck my big cock.” Another deliberate nod. Molly squeezed my cock to signal she liked it too.

“Nod if you want to see me fuck her.” Andrew was continuously nodding now and Molly squeezed hard, almost painfully.

“I’m going to come in her and give her the baby your little cock cannot.” Andrew clutched at the back of Molly’s head while shaking his hips as he came in Molly’s mouth. Molly started to squeeze my cock again, but being an amateur cocksucker let go of me as she spit and coughed.

Molly wiper her mouth on a towel off the counter and she started to rub her pussy with the other hand. “I need you in me now, Dr. Thomas.” She was wanton and ready for anything.

I put her up on the exam table again and stepped between the stirrups. Andrew’s cock was limp and glistening with his own discharge. He moved around us to see everything. What he saw was his wife’s pussy slick and splayed open for me while I began to rub my thick head up and down her wetness.

I started to ease inside her. She was slippery and tighter than most. “Rub her like I showed you.” I commanded to her husband. He immediately began to make small soft circles around her clit with two fingers. The result was an immediate orgasm for Molly. Her cunt pulsed on my cock and each time she moved I tried to push deeper.

I was a little over half way in and she looked at Andrew and said, “He’s so deep. His big cock is stretching me and it feels so good. You won’t ever make me feel…like…this.” I bucked hard on the last two words and was almost completely buried in Mrs. Cartwright’s little married pussy.

I still had two inches to go when I bottomed out in her cunt. I felt my cock head nestled against the perfect spot inside her. Short thrusts inside her were causing her to moan each time I hit her cervix.

“Kiss your wife.” I told him, hoping to muffle her sounds of pleasure. “Kiss her so she can’t scream when I push deeper.”

Andrew shoved his tongue in her mouth as I applied constant and hard pressure to her pussy with my cock. I managed to get all of myself buried in her before she had another orgasm. With this one, I too lost my ability to hold back and began erupting inside her.

I reached down and clutched at Molly’s breasts rocking on her chest as I claimed her uterus with my seed. “I’m coming inside her Andrew. Shooting my come inside your wife’s fertile cunt right now.”

Molly’s cunt gripped at me milking every drop from my cock. I stood for a moment and looked down on this young woman who would soon be the mother of my child. Her husband stopped kissing her and went quietly to sit back in his chair.

I drug my still swollen but flaccid cock from the confines of her vagina. The gaping hole was swollen. Her chestnut pubic hair was matted with come while a large blob of come began leaking out of her. I told Andrew to move between her legs and hold his hand over her cunt to prevent my come from leaking out of her. He quickly complied.

As Andrew stood between his wife’s legs, I cleaned the sweat and come off myself with a towel and dressed. I promptly reverted to my professional demeanor and said, “I’ll expect you both tomorrow at 4 pm. I want you to be my last appointment of the day.”

Molly smiled devilishly and said they would be early. Andrew stood there sheepishly and naked. His hand was pressed against his wife’s pussy keep my come from leaking out of her.

As I walked out of that appointment, I made mental notes of all the devious plans I had for the Cartwrights over the next sixty days.