Dating Diana Part 4    
          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.

    D iana said, "You’re the first guy who didn't want to run away when he came!"

I was glad to pass the test, but even so, I felt a little guilt after I came. I probably would have left right afterward, but knew that I'd be just running out on her like all the other guys – if I wanted her to be my girlfriend, I knew I had to stay with her, and I was glad I did.

"Let's go to the bedroom," Diana said, taking me by the hand. Usually when a girl leads you to her bedroom it’s for sex, but we'd both just cum, so I wasn't sure what she had in mind.

We both got into bed and Diana lay there, facing away from me. "Spoon with me," she said.

I'd never done that before, but it was a simple thing, compared to what I'd already done. I lay behind her, pressing my body to hers. I loved the feel of her soft, round buns against me. I put my arm around her and placed my hand on a breast. It was small, but definitely real – I realized that small breasts have a special attraction that the big hooters did not.

We lay there, contented, and drifted off to sleep.

In the morning I awoke, hard as a rock. My cock pressed against Diana's lovely ass, and I longed to slip inside her.

Diana awoke and asked, "Any regrets?"

"Just that I chickened out the first time!" I said.

"Am I going to fast for you?" she said, "I'm not testing you anymore – I just want everything to be right between us."

"I'm ready for those adventures you promised," I said.

Diana reached into her nightstand and took out a tube of lubricant, and said, "Just use plenty of this and go slowly."

She got on her hands and knees, spreading her legs, which also spread her cheeks, giving me the most wonderful view of her hot ass. I had lots of pics on my computer of spread cheeks and jacked-off to them often. I wanted to fuck Diana, but even more than that, I wanted to kiss her!

Diana's balls hung down, and I wondered if I could do this with a guy – but that soon vanished as I focused on her ass, which was absolutely feminine. As I brought my face close to her, I paused – I'd never done this with anyone – it seemed like such a dirty thing to do, but I wanted it so badly. I threw caution to the wind and pressed my lips to her tender pucker.

"Oh Jeff!" Diana said, "You surprise me – I think you are really ready for a girl like me."

I was pleasantly surprised that the only smell was the faint scent of soap and perfume – Diana was definitely clean enough to kiss. I cautiously extended my tongue, still a bit unsure of myself. Diana pushed back against my face, wanting me to go deeper, so I extended my tongue as far as I could into her, knowing it was forbidden territory.

Diana moaned with delight and I really warmed up to kissing her that way – I knew I'd be doing it a lot more. The only bad part was that my tongue got tired after a few minutes and I had to disengage.

"Time to use the lube now," Diana said, and I put a little on her tender pucker, slipping my finger in and out a few times. I was already fully hard, and put a generous amount of lube on my cock. I pressed the tip into her, holding her hips, not wanting to hurt her by going too fast. Then to my surprise, Diana pushed back against me, and I was buried balls-deep in her. I love the tight warm wetness, and stroked a few times, but then stopped.

"I need you on your back," I said, pulling out of Diana.

She rolled over on her back and I lifted her legs up, placing them against my chest, resting her ankles on my shoulders. I slipped back into her and clutched her legs tightly to me as I pumped in and out. This was the way I knew I wanted to make love for ever more – no regular girl could compare to Diana!

I knew I could cum very quickly this way but wanted it to be good for Diana as well, so I slowed down and took hold of her and began to stroke her. This too was very different from regular girls, but I loved it. Diana smiled more beautifully than any other girl and made it clear that she was loving this as much as I did.

It didn't take long before Diana began to squirt, and as she did I felt her pucker contract around me, pulsing about once a second. That sent me right over the edge and I came stronger than I had any other time!

I just remained in that position, holding Diana's legs to me as I caught my breath. The look of pure joy on Diana's face was something I'd never forget – I vowed to make her feel that joy every time!

I pulled out, went to the bathroom, and cleaned up. I came back with some tissues and a warm, soapy washcloth and cleaned Diana's lovely derriere. Then I climbed back onto the bed as Diana said, "You didn't clean up my front."

"Not yet," I said.

"Wait," Diana said, "Did you cum?"

"I sure did," I affirmed, "And it was fantastic!"

"Most guys would never want to clean me up after they cum," she said, "You don't have to do this – I'm not testing you anymore."

"I'm not just going to wipe away your precious girl juice," I said, "You deserve better than that!"

I brought my mouth to Diana's belly and began to lick up her juice, moving across her to get every drop. Afterward I lay next to her and she pressed her lips to me, probing my mouth with her tongue. She was one really hot babe!

"I misjudged you at first," Diana said, "But you continue to surprise me."

"I guess I surprised myself as well," I admitted.

"You were so reluctant to suck me at first," Diana said, "What changed your mind?"

"I knew that I wanted you," I said, "And was determined to do whatever was necessary – even if I had to be a cocksucker."

"Is that what you think?" asked Diana, "That I turned you into a cocksucker?"

"It's okay," I said, "As long as I have you."

"That's nice of you to say," she countered, "But you might think of it a little differently. A girl has a clitty between her legs, so you simply went down on your lady – something any caring guy would do."

"I hadn't thought about it that way," I said, "But it sounds kind of nice."

"Have you ever sucked a guy's cock?" Diana asked.

That surprised me, but after a pause, I replied, "No! I'm not gay."

"Well, you're no cocksucker," Diana assured me, "You are my straight boyfriend."

"Sounds good to me!" I agreed.

  To be continued . . .

Feel free to contact me with your comments or requests.
    –Bill Beaumonte (oral_guy_2000@yahoo.com)