Cindy then began to delve more into my feminine persona while we drove to the restaurant. She asked what made me present myself as a woman. Thinking about it, I said that it was an inner drive of femininity in me. It was a desire to have a more open expression of emotions and I felt I was freer to do that when I presented myself as a woman. I told her as I was more fully exploring my feminine side and had become quite comfortable in the feminine role. She complimented me again on my looks and feminine mannerisms.

I continued that when I dressed and interacted with other women, I felt a connection with them that I didn’t feel as a man. Adding, I told her that I had an appreciation for aesthetics, beauty, and creativity associated with the way a woman present herself. I do it in the way I dress. I feel that in this manner I am manifesting it as an art form of presenting myself as a passable female.

She then told me that she saw some of the traits that I had mentioned in our previous relationship, but had misinterpreted at the time. What she saw at the time was different than what I was telling her now. At that time, she interpreted the way that I had interacted with some of her other girlfriends, to her, gave the indication that I was flirting with the other girls and looking for a new partner. Thinking back on it, she added, I was presenting more of my feminine qualities at the time. Her view, at the time, was that I was not interested in a serious relationship.

I responded by saying, that during our relationship, I was really enjoying the group companionship of her friends. I also told her that I had met on a couple of occasions with a couple of her friends to talk about relationships. That was something that I missed after the breakup. Once we parted, her friends became more distant.

Our conversation then moved onto what my work situation was and I told her I was looking for new opportunities while continuing to work at my current position. She let me know that I would be a valuable asset to their organization and probably could find a way to fit me into a position.

She added that her workplace had a non-discrimination policy and they enforced it. Already they have a transgender woman working for them. Even though I was not really pushing for a new opening this offer did entice me and I told her that I would definitely look at anything that they had to offer.

By this time, we had arrived at the restaurant and Cindy parked the car and the two of us got out. Cindy by the way was wearing a print off the shoulder blouse, high waist jeans and strappy sandals with a three-inch heel. She was already my height in bare feet and this brought her height well above mine.

Although her spouse had not yet arrived, our table was ready so we took our seats. Cindy then began to tell me a little bit about her spouse that I was about to meet. It was then that I found out that I actually knew him but only remotely as we had only met once or twice. From what I remembered about him he seemed like a nice guy. Cindy had also said that she had texted him before we left that she was brining an old college friend with her to dinner.

While she was telling me this a young handsome waiter appeared to take our drink order. While giving him my order I noticed that Cindy was giving him the once over. She saw me watching her eye the guy, and she leaned over to me as he left the table and told me how cute he was. I replied that I really like his tight buns as he walked away. This made Cindy giggle and tell me that that I was more of a woman than she thought I was.

Just before we were served our drinks Cindy got a text message from her spouse asking if it was alright if he could bring a mutual friend with him to dinner. Cindy asked me if I was willing to go with this and I assured her that I was up for meeting both of them. Once served we toasted to our new friendship as women.

While we were waiting for Cindy’s spouse and friend to arrive, she filled me in on her and her their mutual friend. His name was Jerry and he just recently went through an ugly divorce and was just getting back on his feet socially. Kevin, Cindy’s husband had taken him under his wing to support him through this affair. Jerry had been spending some time with them during the last month and Cindy informed me that Jerry was still a bit needy in companionship so Kevin was supporting him.

Shortly after we started our drinks Cindy’s spouse arrived with Jerry in tow. Cindy’s spouse Kevin was a tall guy with dark hair, and he introduced his client as Jerry who was a bit taller than he was. Kevin took the chair across from Cindy while Jerry took his seat across from me. Cindy introduced me as an old college friend whom she had just come across during the job fair.

This started a conversation around the table as to our current employment and status. I decided to say that I was unattached at the moment, though not actively looking for any relationships. Jerry asked about my relationship with Sam, as I had told them this was the reason that I was in the area. I then told him the truth that I was just playing mother to an old family friend who needed a woman to look after him for a week or two.

Jerry then told me about his past relationship and how it floundered. I was taken by what he said and replied in a very sympathetic manner. Soon I found that even though I made conversation with Cindy and Kevin I was drawn more into what Jerry say. I found that we had a number of common interests and that it was enjoyable just talking to him. When the meal came, we shared Spanish Tapas and I found myself giggling at some of Jerry’s lines about the food. While we ate, I saw Jerry’s mood too somewhat brighten, and that he began to smile a bit more. For my part I just thought that it was him being with company.

During dinner Kevin had decided to indulge in more alcohol and by the time that we had finished with dinner he had consumed over the legal limit. Cindy and I though had only had a drink and limited our other intake. Both Jerry and Kevin had been out for a couple prior to arriving so they might not be able to drive. Jerry though was definitely in better condition. Cindy seeing this excused herself and me to the lady’s room to freshen up and discuss the matter.

While we were walking towards the lady’s room Cindy commented that I seemed a bit taken with Jerry and he with me. With this I blushed and asked if it was that obvious. She assured me that I had definitely lit a fire in Jerry. While we waited in line to use the ladies’ room, she told me that I should drive Kevin’s car back to the house and drop off Jerry on the way back.

At first, I took the suggestion as just a logical step since the guys weren’t able to drive but then it hit me what Cindy was suggesting. As I thought through what she had said I could feel a blush come over me as I said that I would do it. I could see a sort of devilish smirk come over Cindy’s face as she told me that’s my girl.

Cindy was the first into the lady’s room so she was back at the table before I got there. I also took a few extra moments to check my makeup and overall presentation. When I got back, I was informed that the guys had agreed to the arrangement and had already paid the check. Since we were already to go Cindy handed me the keys to Kevin’s car and pulled me over to her and whispered to me be gentle with him and smiled.

Cindy and Kevin walked over to her car while Jerry and I walked together to Kevin’s. I was a bit nervous at first taking this step as I departed my safety zone that I had with Cindy but Jerry’s conversation continued on in a normal fashion putting myself at ease. Jerry showed me where they parked the car and insisted on holding the door for me after I unlocked it.

Jerry entered his address into the cars GPS and soon we were off. While driving Jerry told me that this was one of the better evenings that he had had since his divorce. I told him I enjoyed his company too, which I truly had. While I was driving, I let left right hand rest against the console and drove one handed. Jerry’s arm was already there and I let it rest on his. He then moved his hand to mine and gently squeezed it. I looked towards him and gave him a smile which he returned.

I have to say that at that moment I felt like a teenage girl with my heartthrob next to me. I could feel my breathing go deeper as my heart pounded. Jerry then asked if he could see more of me and I told him that might be a possibility but I had other commitments. This seemed to deflate him but then I told him that when I was available, I would let him know. Hearing this seemed to lighten him up a bit as he squeezed my hand for a moment or two.

We were soon at his apartment complex and I moved the car to a visitor parking space that was not fully lit from the lighting. After parking the car we sat there and I turned toward Jerry and told him what a wonderful evening this had been. He nodded in agreement and then shyly asked if he could kiss me.

By this time, I was hot and I informed him that I would love that, smiled unbuckled my seat belt and moved toward him. He then gently kissed me on the lips. I let my right hand move to his left shoulder and pulled him towards me. He reciprocated by parting my lips with his tongue which I began to suck on. An immense feeling of being a woman had now come over me. I could feel the minute amounts of estrogen and progesterone in my body take control of my brain and allow me to feel fully feminine.

As we embraced, I could feel his left hand come across my shoulder down my back and onto my butt. By this time, I was definitely hot and wanted more. Since I had a on a fairly tight blouse that would not easily let a hand slip into, I threw caution to the wind and gently guided his left hand to my right breast gently placing it on the outside of my blouse. Jerry at first just let it there than began to massage and fondle my breasts.

Although I could not feel his actual touch, I could feel the pressure and the warmth of his hand through my breast form. Having my expensive life like nipples on my breast forms and they being under my bra and blouse I let Jerry’s fingers find my right one and fondle it through my blouse.

While I was letting him fondle my breast, I let my right-hand slide down the side of his shirt and it rest on his left thigh. His response was to open his legs so that my hand slid off his thigh and now lay lightly on his crotch. At this point I was entirely immersed in my inner woman. As I continued to suck on his tongue the nail on my right index finger began to slightly stroke his crotch. I could feel him grow as I gently stroked it with my nail. His left hand then left my breast and lay on my left thigh which he massaged.

I then returned the favor of exploration by parting my thighs so that his hand now lay upon my crotch. Again, I was glad I had kept my vulva creation in place and had on tight jeans so I allowed him the pleasure of massaging my crotch. I was definitely hot at that time and enjoying myself when his fingers then began to find their way between my jeans and my panties. I was overwhelmed with a feminine lust at this point and unsure how to keep the situation from getting out of hand so to speak when another car came into the lot and shined its lights onto our car as it began to back into its spot.

This fortunately was the break that I needed as Jerry reacted to the lights by breaking the embrace and moving his hand. As the other driver parked his car and turned out the lights Jerry turned to me and told me was sorry for being so aggressive. I told him not to be.

I was aroused as a female and I desired for him to see me as one. Jerry was just beginning to get out of the car as I told him to wait for a moment. He looked at me in a puzzled way and I smiled and told him that I needed to take care of something before he left. He then asked what I needed to take care of and I told him with a shake of my hair him and a smile.

He sat there looking at me as I grabbed my bag and refreshed my lipstick. I then told him to scoot his seat back and let it recline which he did. I then laid my hand on his crotch and told him I couldn’t let his hard on keep him awake all night as I rubbed his crotch. Looking into his eyes I could see his amazement as I began to unbutton his shirt and began to kiss his chest.

There was no longer any male inhibition in me as I was all female now. I wanted him as any woman would. As I kissed his chest, he let out small gasps as I made my way down to his crotch. As I reached his belt, he assisted me in unbuttoning it. I felt an overwhelming passion to engulf him but I took it slow. As he undid, his belt and undid the top button of his trouser I leaned over and kissed him passionately on the lips sucking on his tongue.

As we kissed, I could feel his hands begin to massage my breasts again on the outside of my blouse. Again, I could feel the pressure and the warmth of his hands through my silicone breasts. At that moment I lowered my left hand to his unbuttoned crotch and felt for his zipper. Deftly I lowered the zipper slider and slid my hand under his underwear waistband and onto his hard member.

I could feel him slightly stiffen as I began to massage his enlarged penis. By this time Jerry’s hands had begun to wander to my exposed breast tissue peeking out from the exposed portion of my blouse. I could feel his attempt at moving my blouse aside. Sensing this I broke of the kiss and lowered my head to his crotch. This got his attention big time as he began to moan as I licked his shaft and testicles.

He then said that he really didn’t need all this attention so lifting my head I replied that really, I loved giving this kind of attention. My thoughts were on how I could best please my man at that moment. I then lowered my lips to the tip of his penis and began to lick the precum that had developed. The softness of his tip on my lips along with the slight numbness from the precum made me head swoon. I soon began to swallow the length of his shaft while sucking on it. Jerry at this time just moaned and said Barb you are beautiful.

His vocal response giving me the reassurance of being a total woman was a delight and I now needed to give him as much pleasure. I thought that this was going to be a quick one but Jerry just kept moaning and telling me how much he loved me doing this for him. About this time his right hand had found my left breast on the outside of my blouse and he was definitely pressing and rubbing it as I could feel the pressure from his hand.

I was getting off as I saw his hand wanting to caress my nipple and so I doubled down on letting my hair brush his open thighs as my head bobbed up and down on his shaft. At about this moment I could feel and intense warmth come from my breast as he squeezed it and that traveled through to my crotch and set me off. It was a marvelous feeling of coming as a woman with him just massaging my breast (even if it was on the outside of my blouse) and not even touching my crotch.

My body had now come in spasms, and I had come before Jerry. Now I really wanted him to come in me. So, I moved my hand to his shaft and squeezed it while I sucked and licked the shaft. The moment came then when I could feel the shaft twitch and began to jerk, so I released the pressure I had on his shaft with my hand and sucked the tip of his penis. I was rewarded with a mouthful of come which had a numbing effect on my lips and really no taste other than a creamy texture.

Jerry at that moment let out a gasp and completely laid back in his seat. I continued to clean him up by licking his shrinking member and then pulling his underwear waistband back into position. He then asked if I would like a night cap and a wishful thought of accepting went through my mind. Reality took hold though, (although I really wanted him in me) and I kindly refused the offer with some other time maybe response. He then asked if he could have one more kiss.

We kissed and he again gently massaged my breast. I broke it off and he then arranged himself and let himself out of the car. I watched as he staggered up to his door and let himself in blowing me a kiss as he entered. I took a few moments to reorganize myself and check myself over. I could feel the wetness of my come leaking through my labia creation onto my panties.

It was only a short ride back to Cindy’s place and I parked the car on the street so as not to interfere with me getting my car out. Cindy was already at the door when I walked up and she wanted to know how things went. I coyly answered as good as could be expected. Her answer to this was that we needed another girls outing so she could her the full story.

She asked if I wanted a drink before leaving but told her it was already getting late and I had better be going. So, after handing her the keys to the car I checked to make sure I had mine. Cindy then stepped up and hugged me and said she was very happy to have me as a girlfriend and that the offer for work still was open. I told her that I would be in touch and we hugged once more before I left.

The drive back was uneventful other than me feeling like I was floating on air. Squeezing my thighs together I could feel the wetness in my panties that gave me that special feminine feeling.

Once back at Sam’s it was late and Sam had already gone to bed. I turned off the lights that he left on and went to clean up. Before going to bed I texted Cindy that I would take her up on the work offer but we needed to discuss the details. With me in my nightie I drifted off to sleep.