Chance Encounter

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Janet and I had been married for 10 years. Unfortunately, our relationship had become very contentious. She wanted more and more without helping to earn the money. She Is great at spending money but not earning it. As a result, I became indebted for things she wanted. This included a house in Ohio that was in fact a money pit. After many discussions she maintained it was my responsibility to earn the money and that we should decide how to spend it. This one sided relationship continued and over time her demands exceeded both my patience and ability to earn the money she demanded.

One November evening the financial pressure on me and her unwillingness to help share the financial responsibilities boiled over. After being told how selfish and mean spirited I was for not giving her more money, we had an argument that lasted for over two hours. At the end of that time Janet, packed a suitcase and left our house. She was going to Ohio. I was left with the bills and the responsibility of making things right with our creditors.

About an hour after she left, I decided to go out and have a beer. “What the hell. There is no reason to sit around the house.”

I am not much of a bar person but tonight it seemed the right thing to do. I started driving and ended-up at a bar called The Pro Shop in Clearwater. For reasons not clear, I stopped there and decided I needed a drink.

Entering the place, I took a seat at the end of the bar and ordered a beer. This was a very nice place and had a friendly atmosphere. The bartender was especially nice and spent a few minutes chatting with me. During that time, I mentioned that my wife had left, and I was just trying to relax after a tense couple of weeks.

Brent, the bartender smiled, “I understand. You won’t be the first guy who came in here after a dust-up with a woman. It happens all too often. Sit back and relax, there’s no pressure here.”

The friendly atmosphere and small crowd made it a very comfortable place to be. About 15 minutes after I arrived, a tall, man in is late 40’s or early 50’s sat down at the bar a few seats away from me. He smiled at me after ordering his drink. As we both sat staring into the bar, the man introduced himself.

“Hi, my name is Sean. I live here in Clearwater.”

Without hesitation I responded, “Hi, my name is Jim. I live in Tampa but took a drive tonight and ended up here. Never been here before.”

Sean replied, “Welcome to the Pro Shop. While I am not what you would call a regular, this is one of my favorite bars. What brings you to Clearwater?”

I started, “This is probably a story that has been told many times here, but my wife and I are having a rough time. In fact, she packed her bag and left for Ohio. I decided just to get out of the house and drive. I actually found this place because I was tired of driving and wanted to take a break.”

Over-hearing the conversation Brent said, “Yes, you aren’t the first man to come in here because a woman had driven him to find some peace.”

Both Sean and I laughed. I said, “I suspect you have heard many a story.” The smile on his face said it all.

As Sean and I chatted, he moved to the seat next to mine. We continued to talk about sports, his work as a clinical psychologist, and our family backgrounds. This went on for almost an hour. During that time Sean got closer to me and several times touched my shoulder. I didn’t think anything about that. It didn’t seem out of place. As I shared my frustrations about my relationship with Janet, he seemed to understand and provided some encouragement that everything would work out.

At one point he put his hand on my thigh. It seemed to be assuring to me. I didn’t object. It gave me a sense of calm and reassurance.

Sean finally said, “This bar stool is not very comfortable. There’s a table over in the corner, why don’t we move over there. It will make our conversation more private and easier on our rear ends.”

I agreed, and we moved to the table. It was relatively dark in that corner so there was a sense of privacy as we talked. As the conversation continued, I had an increasing sense of peace and confidence with Sean that seemed strange since we had only met and hour or so before.

Sean again put his hand on my thigh as we talked, I did not back away or try to remove it. The conversation became more personal.

Sean asked, “How is the relationship between you and your wife?”

I shared, “We have had a rough time and in fact tonight she argued and wanted out of our marriage. Packing her bags, she drove off to Ohio. I think this is the end of our 10 years together.”

Sean replied, “I am sorry to hear that. It must be a very sad day for you.”

“Yes and no.” I replied. “The past couple of years have been very rough and we only fought about anything and everything. Not what I wanted in a marriage.”

With a sympathetic voice Sean said, “I can see that it was rough on you.” At that same time, he started to stroke my leg. I started to feel a tingle of excitement.

He continued, “It must have made your sex life difficult.”

With a half-smile I responded, “I haven’t had sex in at least 3 years. My wife kept complaining about my ability in the bedroom and my small cock. She said if I were a real man, I would have a big cock. She claimed the last time we had sex, it was the worst she had ever had.”

Sean replied, “That must have hurt you. So, what did you do?”

“I just remained frustrated and looked at porn.” I hesitated for a moment then said, “Masturbation became my release. Not very satisfying but it was something.”

At that point I realized I had shared something very personal with a person I barely knew. That was embarrassing and what did Sean think of me?

“What type of porn do you enjoy?” he asked.

Embarrassed I hesitated to say anything. After an awkward minute of silence, I gave a nondescript answer, “Oh the usual stuff.”

Sean not satisfied with that answer gently continued. “One of my favorite movies is the ‘Story of O’ have you seen that movie?”

This gave me a sense that it would be ok to talk about that movie since it had been a commercial success, a number of years ago. “Yes, it is a classic. I found that it was both exciting and could create fantasies.”

Nodding Sean continued, “Yes, it is a classic and captures the fantasies of both men and women. ‘Fifty Shades of Grey’ is another one that can stimulate our imagination. Have you seen that one?”

“No, my wife would have killed me. She thinks any movie like that must be evil and promotes unnatural sex.”

“That is too bad. It also is an honest portrayal of human sexual desires of both the person dominating and the person being dominated. Have you ever had a desire to dominant or be dominated in a sexual way?”

This question was very personal so I did not reply but simply stared into the room.

Sean said, “You know most people have these desires. Some want to be dominant and others would prefer the freedom of being dominated. Have you ever thought about either of these possibilities?”

At this moment my cock became erect and noticeably so. I tried to hide the reaction but Sean was a professional and saw my excitement.

“Jim, your ‘truth detector’ is telling me that you have thought about this and in fact a fair amount of time. Which to you want to be the dominant or the dominated? In other words when you watch porn to you wish you were the Master or the sub?”

I still did not want to say anything but there was a growing urge to tell him I liked the role of sub when I watched porn.

“Don’t be embarrassed to share those feelings with me. I am a professional and must keep any information a client shares with me secret. In fact, if you buy me a beer, that will serve as payment and make you my client. Do you like that idea?”

I slightly nodded my head yes. That was all it took.

Sean motioned to Brent at the bar for two more beers. When he brought them to us, Sean said, “Jim, is buying me a beer and I agreed to be his psychologist.” With a wink Brent put the new beers in front of us and removed the old ones.

“Now that you are my client you can tell me everything and I can’t legally share that information with anyone. So, tell me do you identify as a Master or sub?”

“Sean, I don’t really know but I seem to relate to the person being dominated in the porn I watch.”

Sean asked, “is there anything in your past that might make you a submissive person? Perhaps some incident in your past either you liked or experienced that causes you some excitement?”

After a long moment of silence I said, “In my senior year in college there was one incident that did affect me and still lingers in the back of my mind.”

“Tell a bit more about that. Remember you are now my patient so anything and everything you tell me will not be shared with anyone.”

It seemed like a flood gate had been opened and I started to tell him things no one had ever been told about my inner feelings.

“During my final year in college I was in a college bar when one of my former, graduate instructors joined me for a beer. We had a nice conversation. At some point I had to go to the bathroom. Josh ordered another beer for both of us. After another 15 minutes or so of conversation, I started to feel strange and could not easily walk. Josh offered to take me to his apartment so I could rest. Once there he took control, stripped me, and proceeded to fuck me. I couldn’t resist but somehow had a feeling of enjoying being unable to resist. A bit later a friend of his joined us and at Josh’s instruction he too fucked me. It was terrible but also there was this strange feeling of excitement.”

“The next morning when I awoke feeling terrible, Josh gave my clothes back and offered me a job as an “escort” for some of his high-quality clients. I refused and got out of there as quickly as possible. I have never told anyone about this night until now.”

” Since that time my sexual fantasies have always involved being forced to submit to a dominant person. When I was younger it was the schoolboy submitting to teacher and receiving a bare ass spanking. Later it was an older woman who forced me to strip and masturbate for her because she caught me looking at pictures of her naked daughter. In recent years it has been being forced by either a man or woman to do whatever they demanded of me. Each time I become excited and then masturbate.”

Sean asked, “Have you ever actually had any of these fantasies or been encouraged by your wife to express them?”

I could only shake my head no.

“Your experience in college helps explains why you see yourself as a submissive. Now let me ask another question. You had a traumatic experience that you found forbidden but exciting. That sense of excitement has survived despite the way you have lived your life. What do you feel about your sexual orientation?”

I again hesitated.

Sean persisted, “What do you like? Do you see yourself, as a heterosexual , bisexual, gay, transgender, or something else.”

With hesitation I said, ” I am straight and like women.”

Sean nodding his head then asked, “Are you sure? You may like women, but have you ever thought about relationships with men or transgender people?”

I responded, “No.”

He then asked, “After your college experience, is there any lingering thought that submitting to a dominant male is your real turn on?”

Sean continued to press me. “What type of porn do you enjoy most and which ones provide you the uncontrollable urge to masturbate?”

I hesitated again.

“Ok, what type of porn to you watch most: men on women, men on men, BDSM, Femdom, transgender?”

I slowly started to respond. “Well, since this is private, I originally enjoyed porn where women took control and spanked naked men. Then one day I found a video where a dominant man completely took control of a sub male and after totally humiliating him, fucked him in the ass. That seemed to trigger my interest for some reason. That started me on a string of porn which featured anal sex. The idea of someone penetrating my ass and having complete control made me excited. I remember a line from one of those videos, ‘I control your ass and that gives me control of you. You will do whatever I want.’. For some reason I can’t get that out of my head. ”

Sean asked, “Have you ever had anal sex?”

“No, I have not. Well that one time in college but that was forced on me. Every time I masturbate after watching one of those movies, I feel guilty. But I watch another one.”

“Do you see yourself as gay?”

“Absolutely not. I love women. I am ashamed that I have a small cock and that does not satisfy them like a big one would.”

“Ok, it sounds like you are more oriented to being bisexual. Is there anything else that seems to turn you on when you watch porn?”

After another moment of silence. “Well, I have recently become interested in watching cross dressing and shemale porn.”

“Can you tell me about those fantasies?”

“I can’t explain it but seeing a man dressed in women’s clothes and submitting to either a woman or male really is exciting to me. Perhaps it makes the reality of having sex unreal so therefore it’s ok. I once tried wearing some of my wife’s clothes just to see what it felt like.”

Sean looked at me, “How did that make you feel?’

At this point, I felt totally free to share my feelings about something very personal and which I would have never thought I would tell anyone. “On one of her trips I tried on some of my wife’s clothes. I enjoyed wearing her bra, panties and nylons. Looking in the bedroom mirror I fantasized about kneeling before a master as he ordered me to remove my panties and put my head down and ass up. He would then play with my ass before fucking me. That was crazy.”

Looking like a true professional Sean said, “Not at all that is not an uncommon desire. Have you ever really wanted to act on it?’

I immediately said, “NO, of course not.”

At that moment Sean moved his hand to my crotch. “Your truth detector is telling me a different story. Now tell me the truth!”

It was funny when Sean moved his hand to my crotch, I made no attempt to pull away or protest.

After a moment of silence, Sean whispered. “Jim, undo your belt and unbutton your pants.”

His firm voice commanded my respect and without resisting I unbuckled my belt and unzipped. I did what he said but was uncertain what would happen.

In a few seconds I found out. Sean’s right hand slipped under the waist band of my underwear and my cock and balls felt his touch as he rubbed them. Although our table was dimly lighted, I saw a smile on Sean’s face as he pulled his hand back.

“Jim, if you are willing to trust me and spend a few hours with me tonight I can liberate you from your repressed feelings and fears. All you need to do is follow my instructions. I can make you a new person able to find peace and satisfaction with your life. Are you willing?”

At this point my emotions were swirling. My logical mind kept say “no don’t go” but my emotional self-kept saying, “You have suffered this guilt and frustration long enough go!” This internal debate went on for several minutes as we finished our beer in almost silence.

“Jim, are you coming with me or staying with your fantasies and frustrations?”

“Sean, I don’t know what this means but I am going with you. I only hope this won’t be the biggest mistake of my life.”

He smiled, “It will be one of the best decisions. It is time for you to pay for my professional services so pay Brent and let’s go”

After I paid the $35.00 bar tab and left another $10 tip for Brent, we walked out to the parking lot. Sean said, “I live only about 5 minutes from here.”

As I started to move towards my car, I said, “I will follow you.” “No, I want you to ride with me. Your car will be safe here. ”

Sean drives a black Mercedes with tinted windows. “Get in Jim. I will get us there quickly and you can relax. Let me ask you. Of all your fantasies does submitting to a woman or a dominant man or woman or being a naked sub submitting to humiliation to either of both have the strongest appeal?”

This time I was more forth coming. “Being dominated by a woman probably is the strongest desire but I still can’t get those moments being naked in that apartment on campus out of my head.”

“Ok, are you will do whatever I order regardless of any reservations you might think you have and do it without hesitation?”

I said, “Yes, I think I can trust you.”

“Ok, get into my car and strip off all your clothes. I am now taking control and you will do what I tell you to do.”

After a moment of hesitation, I got into the passenger side and began to take off my shirt.”

Sean became more demanding. ” I said strip and get naked you have 30 seconds. Give me all your clothes when you are naked.”

As with many of my fantasies I obeyed. Within less than I minute I was naked in his car and Sean had my clothes.”

After putting my clothes in the trunk of his car, he got in and we started off to the unknown. I started to cover my cock with my hands but received a stern warning. “You are now my sub and will do as I say. I want your cock exposed. Take your hands off of it and spread your legs so it is free. I want to see it whenever I want.”

I obeyed as a strange sense of excitement filled my senses.

As we turned onto a residential street Sean slowed the car.” His firm voice commanded my attention.

Turning to me, “Jim, your fantasies are about to become reality. You passed your first test by stripping. I can see your ‘truth detector’ responding that you feel excited. Your nakedness indicates that you are submitting to me like you do in your fantasies. Now you are my submissive.”

Within another minute the Mercedes pulled into a driveway and a garage door opened. The car stopped 20 feet from the opening.

Sean ordered, “Jim, open your door and walk into the garage and wait for me.”

Pleading I said, “But Sean I am naked and someone might see me.”

“As a good sub that should not be a problem you do what you are told, when you are told, without consideration for other things. Now get out and walk into the garage.”

Thinking to myself, “This is crazy, and I should just put my clothes on and get back to my car to drive home.” My emotions again overcame logic and I got out of the car and walked into the garage. What normally would have been extreme embarrassment became a sense of excitement.

Sean pulled the car into the garage and closed the door. He got out and motioned to me to join him at the door which lead into the house. As we entered into the house we were greeted by a naked woman and a male. She was 40 something; had shoulder length brunette hair, small but firm breasts, and slightly over- weight. She had a pleasant personality.

The male looked to be in his 50’s with silver hair, steely blue eyes and a firm body. His shaved cock was significantly erect, and it was clear he could command anything he wanted.

“Jim, this is Ana and Jake. They are my friends and are going to help you have a memorable evening and release you from the bondage of frustration.”

At that moment Jake came behind me and started to rub my back and ass.

He said, “Sean, he has a nice ass which I like very much.”

His hand slipped to my cock and felt it. “It is small. Not much to work with but as a sub he doesn’t need to worry about his cock unless we want to watch him masturbate.

Sean smiled, “You know what we have planned for Jim and how he will be freed from his sexual frustrations. Ana should get a chance to check him out and see what she has planned.”

As I stood there Ana simply said, “Let’s have Jim play with his little cock. I want to see him humiliate himself in front of us before we really start his education.”

After applying some cream on my cock Ana firm voice ordered, “Start stroking yourself. I want to see you cum.”
was slow to respond until Jake hit my ass with a leather strap.

As Ana, Jake, and Sean watched I started the humiliating processes of masturbating. This was the first time I had every shared such a private moment with other people present.

My cock was slow to respond but I continued to stroke as Ana encouraged me to do it.

Sean asked in a low voice, “Jim, what are you fantasizing about right now?”

I did not answer.

Sean persisted, “Jim, are you fantasizing about that night back in college when you were naked and submitting to the graduate student?”

I still did not want to answer but my cock suddenly became very hard.

Sean smiled, “Your truth detector is telling me that you are fantasizing about that night.”

Sean then whispered to Jake, “Jim needs to have his fantasy made real. Bend him over and place your cock inside him. He needs to feel you take control of him. You may need to put some KY on his ass so you can slide in.”

In an instant I felt Jake’s strong hands push me forward to a table and bend me over the table. The cool KY on my ass and I realized I was about to be fucked.

Sean said to me, “Jim, relax and live your fantasy. Keep stroking yourself and let Jake fuck you. I want to hear you moan and scream with pleasure.”

To be continued

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