Dating Diana Part 3
Dating Diana Part 3
by Bill Beaumonte (oral_guy_2000@yahoo.com)
This work of fiction contains explicit material intended for adults over 18. If you are under 18 or are offended by non-traditional sex, do not continue.
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Author’s note: _I found trans women to be really hot and badly wanted to date one. But when I got the nerve to do so it changed my life! I hope you enjoy this work of fiction.
_
F or the rest of the weekend I suffered, reliving my failure. On Monday I decided to stop and see Diana and ask for a second chance. I stopped at Something Different but found Diana wasn't there. Marci was there and I asked about Diana. "I remember you from Saturday night," Marci said, "Diana was really pissed at you."
"I want to make it up to her," I said.
"I don't think she wants to see you," Marci said.
"Please," I pleaded, "I know I messed up, and really want to make it right – could you at least give me her phone number?"
"No way," Marci said, "But Diana will be working here tomorrow night – you better be at your best!" I thanked her and departed.
The next day I picked up some flowers for Diana and cautiously approached her.
The flowers must have made a difference, because she welcomed me, saying, "Marci told me you'd be stopping by – I expected you to beg for another chance, but never expected flowers!"
"Please Diana," I said, "I know I failed you, but I was stupid, and want to make it up to you."
"I had great hopes that you weren't like the others," she said, "I don't like giving second chances to jerks."
"I deserve that, I suppose," I replied, "But if you'll let me try again I won't disappoint you – I just need to take it slowly, but think I’m ready now.” I sure hoped I was ready.
"I'm off work at ten," she said, "You can stop by then if you like."
I promised to return at ten and departed.
I had a lot to think about. I was sure I'd have to suck Diana off and needed to be sure I showed no hesitation. I hoped I could do it and resolved not to chicken out – no matter what. I would to do what I had to, even if I didn’t want to – it might be the only way to win Diana.
I arrived promptly as Diana was finishing up, turning the bar over to Lindsey. My heart raced as Diana led be back to the office and locked the door behind us. I took Diana into my arms and pressed my lips to hers. She kissed back but lacked the enthusiasm she had on Saturday night. I tried to reach under her dress, but she stopped me, telling my to do it with my mouth.
I dropped to my knees and Diana lifted her dress. I could see that she was far from aroused, small and shriveled.
I knew this was no time to hesitate and forced myself to proceed. I took her into my mouth and moved my tongue around, feeling her grow in my mouth. Diana put her hands on my head, running her fingers through my hair.
I was delighted that I was arousing Diana and actually liked the way she felt in my mouth – now fully hard. I may have been sucking cock, but I tried not to think of it that way – I was just going down on my lady.
She wasn't very big but seemed perfect for me. Now that she was hard, she moaned as I moved my tongue over her. "Perhaps I had you figured all wrong," she said, "Get ready for your reward."
I was nervous about her climax. Girls had told me that cum tasted really bad, and I hoped I'd be able to take it as expected. I didn't have much time to think about it, as soon Diana began to shoot into my mouth.
I was completely unprepared for the taste. It was strong, and unlike anything else, but I took it. I knew I was expected to swallow, and did so, hoping I'd met Diana's expectations.
"Nicely done," she said, "Now stand up and get your kiss!"
I got off my knees and Diana kissed me, driving her tongue into my mouth, tasting the remains of her climax.
"Am I forgiven?" I asked.
"Definitely," she said, "Now follow me home and we'll continue."
I followed her home, feeling great about how it was turning out. I briefly wondered if I was turning gay but forced the thought out of my mind – I just went down on a really hot babe. Arriving at her place I went inside.
Diana told me to get undressed, which I did without question. "There are a lot of things we could do, but just this once will you do something special for me?" she asked.
Not willing to refuse Diana anything, I quickly agreed.
"I want you to hold me in your mouth while you jack-off," she said, handing me a box of tissues.
Not expecting my first climax with Diana to be like that, I replied, "I thought it would be different than that."
"We'll have lots of adventures together," Diana assured me, "But for now please do this for me. I’m sure you need to cum, and hope you’ll like it this way."
I dropped to my knees as Diana lifted her dress. I took her into my mouth and enjoyed the feeling of her growing in my mouth. I recalled sucking her earlier and soon I was fully hard. Diana didn't become fully hard but felt really good in my mouth as I pumped faster and faster. Soon I came, filling the tissue in my other hand. I continued to hold Diana in my mouth as I came down from my climax. I felt so wonderfully close to her.
"I know it's late," she said, "Do you need to go now?"
"It is, but I'd like to stay a little longer if it's okay," I replied.
"It's not just okay," she replied, "It's perfect – you passed with flying colors!"
"Passed?" I asked, "I didn't know I was being tested."
"You were and I think you're the guy for me," Diana said, "You are the first guy who didn't want to run away when he came!"
To be continued . . .
Feel free to contact me with your comments or requests.
–Bill Beaumonte (oral_guy_2000@yahoo.com)