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Two weeks after the start of my junior year in college I was living with two roommates. I shared a three-bedroom apartment that had been created from an old Victorian mansion. We had the left side of the house. The other side had been divided into three studio apartments. Each of us had our own separate bedroom. We shared a common bathroom, kitchen, and living room. Our separate school and work schedules meant that the only time we were all together was on Friday night and Saturday.
While most of the old Victorians had been converted to rentals for students attending the university, the house next to our apartment had been meticulously restored to its former grandeur. It had in fact been featured in several magazine articles. A woman, apparently in her late 50's or early 60's, owned the house. At 5ft 5in, gray shoulder length hair, and a few pounds above her ideal weight, she an elusive member of the neighborhood. Her name of Lori. She had a calm, enchanting personality that could captivate a person during a conversation.
It was a Thursday afternoon in late September when I first encountered Lori. She was struggling to take some boxes out of her car. I went over to her car and offered to help carry them into the house. Lori graciously accepted. After all eight boxes had been carried into the living room, I was ready to leave.
Lori said, "Thank you for your help. My name is Lori and I would like to pay you for your work."
I replied, "No, that is just what I do when a neighbor needs help. Thank you but just consider it a friend helping a friend."
"That is so kind of you. I would love to share a cup of coffee and some cookies, if you can spare a few minutes. I do appreciate your help."
A cup of coffee and few minutes of conversation seemed a neighborly thing to do. We moved to the kitchen. Lori made fresh coffee using a French press. Within minutes I had a cup of fresh, hot coffee and a plate of oatmeal raisin cookies.
Lori said, "I greatly appreciate your kindness. Unfortunately, it is a rare thing in this neighborhood. Your mother must be very proud of you."
The slight smile on my face acknowledge her compliment.
Lori then said, "Handsome, intelligent young man like you must be very popular with the girls on campus."
"I do some dating but haven't really had time to kind a special girl. Between school and my part-time job, my social life is a bite flat."
"That's a shame because you are such a handsome and intelligent guy. What type of girl catches you attention?"
Lori's tone and presence started to catch my attention. "Truthfully, I have never been very successful with the girls. I seem to lack that special something that the fraternity men, athletes, and the guys with money. I am also a bit awkward never quite knowing what to say or when to make some move. I am a putz."
"I find you very attractive and good at talking with me. I realize that I am older and more interested in men as people that some who are only interested in a hot date and sex. You are really very sexy so please don't take that as if I'm trying to hit on you."
I smiled, "Thank you for your compliment. What do for a living?"
"I retired six years ago from the university psychologist helping students with emotional and personal problems. It was challenging and I was able to help some of them. Today, I support a group of clients who seek new talent for their businesses or personal support. They are generally older, established men and women who have specific needs. I am constantly seeking new talented people for them."
"What do you specifically look for?"
"It depends upon the individual client requests. Usually, they want an attractive, intelligent man or woman who can meet their professional and personal needs. It varies quite a bit. Based upon our brief talk today, you would be a very sought after. For example, I have a male client who is seeking a personal assistant to support his daily business. You have the appearance of strong, professional capable of doing almost anything he might need. Another female client is seeking a special person to be an escort at various social functions. She is a very wealth widow who just isn't ready to get into a relationship. So it varies. My goal is to find the right people and make the connection."
As Lori talked, I started to develop a strange sexual attraction. I started to have an arousal which seemed embarrassing but real."
Lori continued, "A man like yourself, who is open minded and willing to enter into a new way of life, can be both happy and successful. But that takes a willingness to break away from old habits and imposed limitations. That is the challenge."
As she talked, I developed a hardon. Fortunately, sitting on opposite sides of the kitchen table, she couldn't notice the small but stiff bulge in my pants. This woman was making me horny. I wanted to know more about her, but it seemed inappropriate. Besides she was old enough to be my mother. I started to fantasize being with her in some sexual fantasy. I thought this is ridiculous she isn't my type. After a few more minutes I told her that I had to go home and get ready for my part-time job. Lorie thanked me again for my help and time we shared together.
Once home the throbbing in my pants made me strip and masturbate for relieve. Once the white fluid flowed the sexual tension was relieved. Standing in front of the mirror in my room I wondered what caused this sudden surge of sexual excitement. While the temporary relief had occurred, my cock remained semi hard. The fantasy of Lori continued in my head.
Three days passed but the thought of Lori stayed with me. My daily life returned to almost normal. A knock at the front door changed my plans and in fact my life. Lori came seeking me for some help.
Opening the door Lori stood there. She said, "I wonder if you can help me. Several heavy boxes in my house need to be moved into the garage. Can you help me. It should only take a few minutes. I would greatly appreciate your help."
Wanting to be a good neighbor and with fantasies of Lori still in my head I said, "Certainly, I will be happy to help you."
At that moment I was wearing shorts, T-shirt, and my Adiss joggers. "Let me change into some work clothes and come over to move those boxes."
Lori said, "I don't want to trouble you, and I don't think you need to change clothes for me. Besides you look great the way you are dressed."
Her comment played to my ego and sense that she liked me. "Okay, lets go move those boxes."
The boxes were in Lori's workout room on the second floor of the Victorian. The narrow stairway leading to the back door and the carriage house required careful maneuvering while carrying the boxes. While they were not particularly heavy, they were cumbersome. After three trips up and down the stairs, the job was completed.
Lori said, "Thank you so very much. Would you like coffee and some cake? I just baked the cake this morning."
I replied, "I would love some coffee and cake."
Lori smiled and within a few minutes a piece of vanilla frosted. Chocolate cake was in front of me. The French press coffee soon joined it.
Lori said, "I hope you enjoy the cake and coffee. I certainly enjoyed our talk the other day. Young men like you are few and far between. You are different. You are intelligent, have manners, and can carry on a good conversation. You are special."
Flattered by Lori's praise and with fantasies about her in my head I said, "Thank you for your kind words. Unlike most women, I find you very easy to talk with. You do have a gift for making people feel comfortable."
"Thank you. Many of my clients seem to appreciate my openness and ability to share thoughts and feelings with them. That helps me to find people to meet their specific needs. Tell me, what do you find me different for other women?"
That question stopped me. If I answered truthfully by saying she arouses me and makes feel like a real man, that would be considered sexually inappropriate. To say something like you are easy to talk with would be passive.
"I find you very easy to talk with. You have an ability to make me feel at ease and able to express myself more openly. When I go on a date too often the conversation leads no where."
Loir smiled, "I am glad you feel comfortable with me. Please don't be offended but I find you to be very attractive. You are both physically handsome and very mature. I suspect I am not the first woman to tell you that."
My cock started to respond, and I became afraid that I might say something that might offend her. "Thank you. I am enjoying talking with you."
Lori said, "I am a licensed massage therapist. After carrying those heavy boxes to the garage, a shoulder massage might feel good. Would you like me to give you one?"
After a moments hesitation I said, "That would be great. My right shoulder is a bit sore."
"Let's go to my workout room where my massage table and oil is located." She then extended her hand, "Take my hand and let me lead you to the second floor."
I quickly agreed as she took my hand. The narrow stairs to the second floor caused our bodies to briefly press against one another. This only further stimulated me and my cock refused to obey me as it became hard. Once inside the dimly lighted room, Lori said, "Take off your shirt and sit on the massage table. I'll get some warm oil that will make you feel very comfortable."
After a moment's hesitation, I removed my shirt and sat on the table. Suddenly warm oil and Lori's soft hands began to massage my shoulders and neck. The sensation not only felt good but it also heightened my arousal.
"This should make your shoulder feel better. Have you ever had a full body massage?"
I replied, "No, I never had one."
"Let me give you one. It should make you feel very relaxed. All I need for you is to remove you shorts and shoes and lay face down on the massage table. "
Now Lori could ask me to do anything. "That would be great. I have never been naked with a woman before."
"Don't worry sweetie, if you feel more comfortable leaving you underwear on, that will be okay. I just want you to relax and enjoy the massage."
While I wanted to lay there naked so Lori touch me all over like in a fantasy, I thought that would seem like I wanted more than a massage. In fact I would love to have her naked but that was surely beyond reality. I removed my shorts and laid face down on the table wearing my Hanes boxers, This moment seemed unreal.
Lori's hands felt like magic as she slowly moved from my neck and shoulders down my back. Once she reached the waistband of my boxers she moved to my right leg, foot and then to my left leg and foot, My feelings became more intense.
Lori said, "Sweetie, we are both adults. I want to massage your beautiful butt. You have nothing to fear from me." Without further comment, her fingers slipped under the waistband and with on steady pull, I lay on the table naked, at that moment Lori gained complete control.
As she applied more oil on me, "Relax sweetie, let me take you where you want to go.". At that moment her hands started to massage me balls. I no longer wanted to resist but just wanted her to do whatever she wanted.
"I bet many girls would give anything to be able to see and feel you like I am. Do you like fucking girls?"
That question with its frankness seemed to open a new level of communication between us. It seemed to release any hesitation I had to speak freely with her.
"When was the last time you fucked a girl?"
After a moment of silence, "I afraid it was at my high school senior prom. I an not very good with the girls. I don't seem to have that charisma most guys have."
"That is nonsense you are a very attractive guy. You turn me on and I suspect others as well. Why are you down on yourself?"
During this entire time, she continued to massage my balls which only increased my arousal and willingness to talk frankly. "I lack the confidence to impress a woman. In high school gym we had to take showers after class. Most of guys had much bigger dicks than mine. They said that girls only wanted guys with big dicks. I don't measure up."
Lori said, "I am pretty good judge of male endowments." With that she stopped rubbing my balls and firmly but gently rolled me over on my back. My cock immediately sprang to attention.
"Sweetie, you have a fine-looking cock. Please excuse my frankness but it looks very nice." Without saying anything further, her soft hands moved to my shaft and slowly started to stroke me.
"Lori, please... I don't want to offend you, but your hands feel so good. Please don't think of me as a pervert but this is very good.
"You are not a pervert but a beautiful man that I am excited to be with. Let me just take you all the way. I am going to bring you to climax. Don't resist or feel guilty, just let a woman who finds you irresistible take you for your pleasure and mine."
Lori continued to stroke me with increasing gentle but increasing faster strokes. The pleasure built and I started to moan and breathe heavily. "Please don't stop, please, please."
"No chance, you are mine and you will cum for me. I want you to experience pleasure so cum to me baby cum to you momma."
With that I exploded and white cum flowed from me. "I can't stop it."
"Baby, don't try just let yourself go and let flow.' With that Lori bent down and kissed me with passion and intensity that I had never experienced. She kept kissing me as I collapsed from exhaustion.
"Baby, that was beautiful. You have pleased me very much. I want you to come to me anytime you feel the need to be close. I want to know you like no one has ever gotten to know you. Your secrets, fantasies, and hidden desires are to be given to me so that I may make you the kind of man you want to be. Are you willing to be my special friend?"
"Yes, I love you, Lori. Please let me be close to you and teach me."
Lori replied, "I will make you more than you ever thought possible. All you must do is what I tell you to do. Are you willing to do that?"
I replied, "Yes, anything you ask."
"Get into the shower so you can wash the massage oil off. "
The bathroom and shower were located next to Lori's massage room. The hot water felt good but my erect cock did not relax as it usually did after masturbating. It remained a reminder of the past minutes of sexual release. After five minutes or so I stepped out of the shower and was greeted by Lori holding a towel.
"Let me dry you off. I want to make certain all the oil is gone and you are dry."
With that she began drying my body. She took special care in drying my cock and balls.
"You can get dressed but I want you to leave your boxers with me. I think you should go commando to feel a new sense of freedom. Besides it will be a reminder of our time together tonight."
Lori watched me as I dressed and got ready to leave.
"I want you to visit tomorrow. What does your schedule look like?"
"Saturday, I work from 9 to 5 in the afternoon. At $15 an hour, that will mean $120. After taxes, that means about $100 take home. I work four hour shifts that's approximately another $200 after taxes. While I am on a full academic scholarship, my job pays my share of the rent and living expenses."
Lori nodded acknowledging me. "I want you to visit me tomorrow at 7:00. I want to show you some new opportunities. The front door will be unlocked. Please come in, take off your clothes and go to the massage room and wait for me. Will you do that?"
Not quite sure how to respond but hopping for more sexual excitement, "Ok, I will be over at 7. Have good night and see you tomorrow."
Before I left Lori gave me big hug and kiss.
Upon arriving home, I immediately went to my room and striped. My clothes had become uncomfortable after feeling the freedom of nudity. I slept that way for the first time since my Senior Prom.
To Be Continued
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