Sissy Gurlfriend Part 2
Sissy Gurlfriend Part 2
by Bill Beaumonte (oral_guy_2000@yahoo.com)
This work 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:
_A high school guy finally finds dating success with an unexpectedly different girlfriend. I hope you enjoy this work of fiction.
_
T he revelation that Kerry was a boy really hit me hard. I was extremely attracted to her (or him, or whoever), and still was. Kissing Kerry was great, but I couldn't quite accept that I was kissing a guy. I considered myself completely straight, but still wanted to go out with Kerry. Was there something deep within me that was attracted to guys? I didn't think so.
Now that I knew about Kerry, I was pretty sure I couldn't continue kissing, but I really wanted to find out more, so I approached her in school the next day.
"Ken told me about you," I said.
"I wanted to tell you, but couldn't find the words," she said.
"I understand," I assured her, "It's not an easy thing to explain, but I'd like to learn more – could we still go out Friday?"
"Certainly," Kerry agreed, "I'm kind of surprised, but glad."
On Friday night I picked Kerry up and took her for dinner at a local Italian restaurant. It was a nice quiet place, good for talking. Kerry began with, "So Bill, are you gay?"
"No, I don't think so," I said.
"If you know about me," she responded, "Then why do you still want to go out with me?"
"It's complicated," I said, "I'm not at all attracted to guys, but am to you – maybe deep down I'm kind of in denial about you – but I do want to understand if you'll open up to me."
"I'll be glad to tell you everything," she said, "But as you've said – it's complicated.
"I really am a boy," Kerry explained, "But like being a girl, so that's how I live my life."
"So are you one of those girls born into a boy's body?" I asked, "Transgender?"
"That's what my parents think," Kerry continued, "I told them that so I could live as a girl. I had to visit a therapist and convince them that I was gender dysphoric – unhappy with my birth gender."
"So you are faking being transgender so you can live as a girl?" I asked in amazement.
"That's right," she agreed, "But I need to keep that secret – only you and Ken know the truth."
"So if anyone finds out that you are a boy, you tell them you are really transgender?" I asked.
"Yes," Kerry clarified, "But the more accurate term for what I really am is a sissy."
"Is that a term you like?" I asked.
"It's probably a little too derogatory," she agreed, "But more descriptive than transgender – I do it because I like to be a girl for boys."
"Boys like me?" I asked.
"If you'll have me," she affirmed, "If you can ignore my boy parts we can have a great time together – how did you like the blowjob?"
"That was incredible," I replied, "I could never get a girl to do that."
"But I will all the time," Kerry promised, "And ask very little in return."
"What exactly do you want in return?" I asked.
"Mainly that you treat me nicely, as you would a girl," she said, "And keep my secret."
"That seems pretty reasonable," I agreed.
"Depending on how things go," Kerry continued, "I may want you to make love to me."
"How can that be," I asked, "Without a pussy?"
"If you get that far with me, it will be anally," she replied.
"You mean you'll take it up the ass for me?" I asked in astonishment, "I thought that was just in porn stories – that most girls would never do that!"
"Most won't, but I will," she confirmed, "You might grow to really like a girl like me."
"I already do like you," I agreed, "But am trying to come to terms with your – your – uniqueness."
We continued talking throughout dinner, and afterward went back to the park we had been to before.
We sat at a picnic bench. Kerry sat next to me, but facing the opposite direction. That allowed us to kiss while we could use our hands to touch each other. Kerry squeezed my cock through my pants and I felt her breasts. I wasn't sure if I was actually feeling her breasts or feeling padding, but in my aroused state it didn't matter much to me.
I slipped my hand up her skirt, as I would with a girl, and she offered no resistance. I liked the feel of her warm leg as I moved up until I felt her soft panties. I rubbed and soon felt a response. Kerry had me fully aroused, and it didn't bother me that I was rubbing a cock. I slipped my fingers under the edge of the panties and released her cock. It wasn't very big, but it was definitely hard. As I handled her, Kerry kissed me with increased passion.
I'd never touched another cock before, but jacked-off regularly, so I knew what to do. After stroking Kerry for a bit, she came all over my hand.
"Thank you Bill," she said, "Sorry for the mess." She reached into her purse and pulled out some tissues for me to wipe my hand with. She suggested that we go for a walk in the woods.
We followed the trail as before, soon arriving at the bridge where we had watched the turtles and dragonflies.
"How do you feel about what just happened?" Kerry asked.
"I liked kissing you a lot," I quickly agreed. Even though I knew she was a boy, that didn't diminish the enjoyment of her kisses.
"What about the rest?" she asked, "About making me cum?"
"It just seemed fair," I said, realizing that I actually enjoyed doing it – at least a little.
"Well, you've certainly earned your reward," she said, unzipping me as before and taking me out. Soon she sucked me wonderfully as before, bringing me to climax quickly and swallowing.
I felt relieved, yet a bit confused. It was wonderful being with Kerry – I felt really attracted to her, but I wondered if I was doing something wrong.
The more I thought about it, the more I wanted her. Until now, she was mostly a girl, but just how girlie could she really be?
To be continued . . .
Feel free to contact me with your comments or requests.
–Bill Beaumonte (oral_guy_2000@yahoo.com)