When I first discover that we have sexual needs it is simple. It is what's between your legs and the size of your chest that determines if you a guy or a girl. That makes it easy to figure out sex and you are supposed to respond to your assigned role according to established norms. For me it was ok, pull down her pants, stick my cock inside and fill her with my cum. As I would learn over the next 6 months my image of myself would change dramatically.
I met Brandy while working of a large financial institution. I was a successful sales manager of a medium size office in Tampa. Brandy worked in a separate office which handles claims for our company. Our first meeting was less than amical because of a claims dispute.
She was very striking brunette at 5ft 7in, approximately 140 pounds, nice breasts, and fantastic legs. Despite my need to get a favorable approval of the disputed claim, I quickly became more interested in Brandy than arguing over a few thousand dollars. After reaching an agreement I asked Brandy if she would have dinner with me. To my surprise she agreed.
Over the next month we developed a relationship which included spending nights together. Our sex life was pretty much as I had the image in my head. Kiss, rub her body, get her clothes off, and into bed. Pretty vanilla love life that seemed to work for both of us.
Brandy's lease was up for renewal at the end of the month. I own my home in a nice neighborhood and suggested she move in with me. She agreed and the next weekend I was helping box and move her apartment into my house. Within a week the basic bachelor look was replaced with a very comfortable homey feel. This was working out great and our sex life was very good.
Sometime during the second week Brandy wanted to play some cards. I agreed. It started out as a friendly game of cribbage. Later Brandy said, "Let's spice up the evening and play strip poker with the winner doing whatever they wanted with the loser."
I was a pretty good poker player and agreed. Within a few hands I had Brandy down to her bra and panties. I thought this was easy. Then my luck and as it eventually turned out, my life, changed. Down to my boxers my situation did look good because I had two pair, two tens and two jacks. I thought I had won. Then Brandy laid down a full house.
Smiling Brandy said, "Ok, I win take them off and stand up."
I started to say something but in a very firm voice Brandy said, "You agreed and I won now it is my night to do whatever I want with you so stand up."
Without a further word I stood up. Unfortunately, my cock was also standing up.
Brandy smiled, "I see you are ready for a special evening." With that she grabbed my erect cock and led me into the bedroom.
Still wearing her bra and panties, I suddenly felt intimidated being naked.
"Bend over the bed" was her next order.
With my bare ass exposed she began to give me a spanking. It wasn't hard or painful but it did cause me to get more excited.
"Now turn around and sit on the bed with your legs spread."
My cock was throbbing, and I started to feel embarrassed. I was totally exposed and she had control. That was a reversal of what I had always thought a sexual encounter should be.
Pulling a bottle of baby oil out of the nightstand, Brandy poured some on her hands and then started stroking my cock.
"How does that feel baby. It has got to feel very good. I know you enjoy masturbation so just let me do it for you."
It felt good. I didn't know what to say. Excited, I started to fantasize and drift into a different state of excitement.
Brandy whispered, "It's ok baby. Tell me about your fantasy that you enjoy when masturbating. This is something you can share with me. I know it's very personal but you can share with me. Tell me what re you imaging."
I just couldn't share such a personal fantasy. "I can't do that Brandy. It would gross you out."
Still whispering she said, "No, It would make me closer to you. I want to know what turns you on so now tell me about your fantasy. Now share with me baby."
After a minute hesitation and still enjoying every stroke of Brandy's hand on my cock, I started to share my deep fantasy.
"When I was about ready to graduate from college, I attended a party held by a fellow graduate. During the party a porn movie was shown. This older woman with a gun forced a man to strip and masturbate for her while she humiliated him. That image has played in my head over and over ever since. The feeling of being powerless and having to obey a woman seems so exciting. It also is different from my sexual norm."
"Oh baby you are safe with me. I want you to cum for me. I want you to be totally under my control and free to cum and cum."
The stroking continued and increased. I became more excited and finally could no longer control myself as my white cream exploded from me.
"Beautiful baby, that is wonderful. You look so helpless as the cum came out of you. Just like I hoped you would look."
I felt a combination of excitement and a strange sense of humiliation. Pleasing Brandy became my growing obsession.
"Thank you, baby, for sharing your self with me. You demonstrate you love for me when you are willing to share such personal thoughts. I want you to sleep naked tonight. It will please me."
I always sleep in my underwear and never have slept naked all night. Usually after sex I get up and put my underwear back on before going to sleep. This seem strange especially as Brandy was putting on her pajamas.
She said, "I want you free to sleep and allow me to cuddle next to your naked body. That will please me."
After cleaning the cum off, I obeyed Brandy and got into bed naked. It felt both strange but also very good. I fell asleep with Brandy's arms around me.
About 3:00 I was awakened with my back and legs being gently stroked. Brandy was rubbing me gently as I began to wake my cock began to respond. Her gentle touch on my back and legs has aroused me again.
She continued rubbing me then whispered, "Baby, it's ok you can touch yourself. I know your fantasy is starting to run through your mind. It's ok go ahead and stroke yourself. I want you to please yourself and please me by trusting me."
I hesitated. This was strange having the woman you love wanting you to masturbate for her in the middle of the night. My right hand moved to my erect cock and I started to stroke slowly.
"Thank you, baby. I want you to please yourself, but you are really pleasing me. Imagine me holding the gun on you and ordering you to masturbate for me. Imagine me demanding you squirt your magic onto the floor as I watch and humiliate you. Yes, baby stroke yourself."
My excitement grew as Brandy whispers continued and my imagination grew more vivid. My fantasy became almost real then an explosion of white left my body.
"Thank you, baby for pleasing me. You are very special and I am happy hat you honor me by sharing such a personal thing."
After cleaning up what seemed like a gallon of cum I got back in bed. The alarm went off at 6:30. I awoke but Brandy had already gotten up. She was using the master bathroom to get ready for work. I used our back bathroom so the steam from my shower would not fog her mirror nor affect her hair.
I was well into my shower when I heard Brandy's voice. "Jim, are you masturbating in the shower like a good boy would?"
I was shocked. "No Honey I am just taking a shower."
Suddenly the shower curtain was pulled back. Brandy standing there in her bra, panties, nylons, and wearing her black high heels.
"Baby, when boys take showers they often masturbate. Do you ever masturbate in the shower?"
Trying to hide the sudden erection, I simply smiled. I felt silly masturbating for Brandy while naked in the shower.
She became insistent, "Baby please make me happy. I want to become very close to you and this will show your love for me. You are turning me on as the water runs down your body. I just noticed your nipples look hard and excited. Please do it for me. It will make you feel good and please me."
I wanted to make Brandy happy and I was excited again. "For you Honey I will do this for you."
As I started to stroke myself a new fantasy started to fill my head. It was Brandy demanding that I perform for her and that she had the gun on me. This image soon produced another explosion of cum which was soon washed down the drain.
Brandy smiled, "Thank you baby. I know you love me and you will be very happy with me in your life."
Leaving my bathroom Brandy said, "Baby have a good day. I love you."
The rest of my day was a mixture of work and trying to reconcile the night with Brandy. The time passed slowly as I wondered what would happen tonight. About 2;00 PM I received a call from Brandy. It was one of those calls, lovers make to each other just to check in. Her day had been filled with the usual problem cases, but she seemed overall pleased with the day. My day was busy but not anything out of the usual.
Finally, she asked, "Baby, I have one of your agent's cases that I need your advice. Would you be able stop by the office about 4:00 and look at it with me?"
I replied, "Certainly, would you like me to bring the agent along with me so we can discuss the case?"
"No, I think you and I can handle this one by ourselves. My questions you should be able to handle for me."
"Sure, see you at 4:00"
It is about a 10-minute drive from my office to the claims office. I left a few minutes early in order to get gas for the car and arrived a Brandy's office about 5 minutes early. The receptionist in the lobby called Brandy letting her know I was in the lobby. Once I signed in and given the visitor's badge, I was told to go to Brandy's office on the 4th floor. In a professional business manner, I greeted her. With two case folders in her arms, she directed me to a conference room down the hall. This was not the usual conference room which was occupied.
Closing the door Brandy put the files on the table and gave me a big hug. "I am happy to see you. It seems like forever since we last saw each other.'
"I have missed you Honey. You have really brightened my life."