I became a cock sucking fag Pt 10
After my initial night with Claire, I was somewhat uneasy about anything further with her, not because of the sex, but because of her relation to me. I had enjoyed being with her, and our conversations and admittance of our bi-sexual pasts had opened the door for a lot of trust and camaraderie with one another. Truthfully, it was amazing being with a woman again and I was very comfortable doing it because we had developed that belief and interest beforehand. As uneasy as I was knowing that night was coming, once it hit, and we were in the process of making love, all those fears and apprehensions eased.
We continued talking by text and phone calls for the next few weeks. I was enjoying our conversations and the depth to which we would discuss personal wants and needs and I knew as much as I still was leaning towards trans women, or a man, she was leaning towards women. Sounds strange right? That two people who had just had sex some weeks back and were "into each other" still wanted someone of the opposite sex. But I think that's what made our dynamic unique. We both knew we could love being together and experiencing things physically, but in our hearts, we knew the opposite sex was what we wanted. After some time, Claire finally admitted to me outright that she wanted a girlfriend. She wanted to be in a lesbian relationship and wanted pussy. And I openly acknowledged, and truthfully knew and accepted, I wanted dick.
I think as our conversations, understanding, and acceptance of each other's different lifestyles flourished, it truly gave us both the opportunity to have deep thoughts, resolve our deep internal conflicts, and gave us the chance for both of us to accept who we truly wanted to be. Coupled with that was the fact that if either one of us were to change sides, we knew it was because of our conversations, communications, and support that any transition would be smooth and accepted. Without fear or apprehension. Surely without judgment against each other and the ability to communicate even after any new same-sex relationship would develop.
I couldn't tell you how many nights I had my hard dick in one hand and my phone in the other as I read her comments about wanting pussy. How some brief experiences and our conversations made her realize she wanted a woman again. It was such a turn-on to read a message from a woman, I knew as straight, had known for 30 years, who I had already fucked tell me in essence, she wanted pussy. How she had wished for years that she had a girlfriend. To scream to the world, that she was in a lesbian relationship. But for whatever reasons, her inability to meet someone, her fears, and overall acceptance kept her from doing it. How erotic it was to know that somewhere in her future, in the privacy of her house, late evening, she would have her face between another woman's legs, eating pussy, as she has wanted to do for years. Our conversations finally made her realize it, and I was proud she shared them with me.
Yet, just as exciting as it was to read that and know where she was at in life, it was terrifying, life-altering, nerve-wracking, and stomach-twirling for me to admit to her, writing out, that I wanted a boyfriend and needed dick. But it was something I had to admit, had to say, and had to accept. It was in essence the first time I admitted to anyone, besides myself, that I wanted a boyfriend, and that I'd rather have dick. And I got just as hard, just as excited, and just as enlightened writing it out. Countless nights after our conversations, I would masturbate thinking of having a boyfriend. Cumming hard moaning out, I want dick!
As Claire and I progressed, we slept together when either of us had the chance to get together. We kept that bond and that physical interest going. We kept things quiet from our family members and kept our passions, conversations, and desires between us. Yet, we basically agreed to have sex when we could, but further our acceptance of both of our developing "gay" lifestyles. We in essence were building up, what I would call, our last straight sexual encounters, before we both changed sides. Our last hurrah, if you will. I have no doubt we both knew it was coming. She was undoubtedly now looking for a woman, and I was undoubtedly looking for a man.
One evening through texts she bluntly asked me if any woman had ever fucked me with a strap-on? I advised her I had not but might entertain the idea with the right person. Claire wrote, "Well, maybe the next time you are here, we can go to the porn store and see if there's one you like. Maybe, we could try."
I had no issue with it, outside of it being somewhat odd, that she would want to fuck me that way, and that it was going to be rather emasculating to be fucked by a fake dick. But I was willing to try. She knew, as much as I did, that even though I had enjoyed our private time alone, I wanted cock. So, I think in her mind, this was an opportunity for us to explore and give me what I needed because she was all woman and had no dick to offer. And the suggestion was made to see if could find some body-form fake pussy for her to play with.
A few weeks later when I headed up to her for an overnight, we went to dinner and then right over to the porn store afterward. We walked around the store looking at toys, little vibrators, and dildos, coming down the aisle of strap-ons. We found this smaller pink 6" harder rubber strap-on, that had the fake dick sticking out straight, but one that was insertable for her pleasure as well. It wasn't too big, about the same size as my dick, and since it wasn't girthy and looked to be normal and average in size we decided it was worth the purchase. We paid for the strap-on, got a bottle of lube, and made our way out of the store.
I don't know if she was more nervous, or if I was standing at the counter watching the clerk wring us up, knowing he was surely thinking, this woman is gonna fuck this man with this tonight. It was very unnerving, to say the least.
When we got back to her place, we sat on the couch sipping wine and just enjoying each other's company. We kissed and cuddled, as lovers do, but when we both had a bit of a buzz and our hormones were amplified, Claire spoke out, "Why don't you go make yourself comfortable in bed and I'll get into something more comfortable."
I entered her room took off my socks, pants, and dress shirt, and crawled into her bed wearing just my T-shirt and underwear. I heard her fumbling around in the kitchen area, then head into the bathroom. I could hear her opening the package and seemingly getting herself situated. I can tell you my stomach was doing flip-flops and if it wasn't for the buzz I was having, I would have been a nervous wreck. I knew what was coming, she was going to be wearing a strap-on, and I was going to be getting that strap-on. As different or unique as it was, the time for bold talk, being "manly" through texts, and believing I could handle it, was all about to come to fruition right before my eyes.
Just as I was getting more nervous and more uneasy about the situation, I heard the bathroom door open. Within a second Claire stopped at the frame of her bedroom door, her head the only thing sticking through. "Hi," She spoke. "Are you ready for me?" She asked.
"Yes," I replied, with a dry throat.
Claire proceeded to enter through the doorway. She was wearing a light pink, open-chested, waist-length negligee. Her tits hanging low, her brown nipples showing through the material, and her "new" pink dick sticking out from between her legs. The black plastic strap holding it around her waist, her legs closed, but slightly shifted, because the other half of the strap-on piece was already inside of her.
"Do you like?" She asked.
"I nodded my head yes, and fearfully mumbled out, "It looks good on you."
As Claire came closer to the bed, she leaned down and kissed me deeply. Her hand gently caressed my face, her tits hanging low, almost popping out of the belt tied open negligee. "Do you want to suck it first, or should we just cuddle in and see how this goes?" She asked me.
"Kiss and cuddle first," was my answer.
