Sissy Gurlfriend Part 4    
          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.  




Please support this website by donating to Nifty.

Author’s note:
A high school guy finally finds dating success with an unexpectedly different girlfriend. I hope you enjoy this work of fiction.

    I didn't think about it at the time, but Kerry's parents didn't know we were spending time together. Of course there was no way for them to know about us having sex, but I didn't think our relationship would be a surprise. Little did I know that Kerry wasn't supposed to be seeing guys at all.

It turned out that when they found out they weren't happy about it, but I only found out about it afterward.

As our relationship developed, Kerry decided that she had to tell her parents. She started by approaching her mom, and said, "I've been spending time with Bill next door."

"You mean you have become romantically involved with him?" she asked, and Kerry nodded.

"You didn't tell him about you, did you?" she continued.

"No, but Ken did!" Kerry replied.

She yelled out for Ken to come to her immediately! That drew Kerry's dad as well.

"Did you tell Bill about Kerry?" she demanded.

"Yes, but ..." he answered.

"How could you?" demanded Kerry's father, "Do you realize what you've done?"

"But I asked him to!" Kerry insisted, "I wanted to tell him myself but was scared to."

"You should be," her dad replied, "After all the trouble you had at the last school. Didn't you learn anything from that?"

"Yes," she said, "I learned not to surprise a guy when he's kissing me, and I learned that not all guys are jerks – Bill is a really decent guy."

"Maybe it's okay," said her mom, "It would be good for Kerry to have a nice boyfriend."

"I don't know," countered her dad, "Boys like to brag, and he might just shoot his mouth off and we'll be back in trouble again."

"Why don't we invite Bill over," said Ken, "And you can get to know him and see for yourself?"

"You go get him," her dad said, and Ken came to get me.

Ken arrived and asked me to step outside so we could talk in private. He explained all that had happened and apologized for dragging me into the middle of it all. He told me that the major concern was Kerry's safety. I agreed to go along with him.

I was really nervous going to Kerry's house. I entered the living room, where Kerry, Ken and their parents were seated in silence. They offered me a chair, which seemed to me like a witness stand, and I prepared for a hostile interrogation.

Fortunately, in the minutes it took for Ken to come get me, Kerry's father cooled down a bit. Her mom didn't seem upset – mostly concerned.

"Bill, Kerry speaks very highly of you," began her dad, "But I need you to understand that you could put her in great danger."

"I know I have to keep Kerry's secret," I responded, "But how would she be in danger because of me?"

"I know guys like to brag about their exploits," he said, "If you talk about Kerry, you could put her life in danger."

"I understand that," I agreed, "And I've read some of the reports of violence against girls like Kerry. I promise never to reveal her secret, even if we aren't together."

"Bill, are you gay?" he asked.

Kerry's mother chimed in, "You can't ask that!"

"It's alright," I said, "No, I'm straight, but realize that being with Kerry may compromise that."

"So why are you interested in a girl like Kerry?" he asked.

"I was attracted to Kerry from the start," I explained, "And grew more interested as I got to know her. When Ken told me her secret, it kind of freaked me out."

"Then what?" he asked, "Please go on."

"Well, at first I was upset, but she is so nice I decided to talk with her about it," I related.

"When I did, she told me about gender dysphoria, and I began to understand," I continued.

"So have you two had sex yet?" he asked.

Kerry's mother glared at her dad and Kerry said, "Stop this – Bill has seen me naked – is that what you want to know?" She burst out crying and her mom hugged her, attempting to comfort her.

"Sorry," her dad said, "That was out of line, but now that you've seen that she doesn't have a vagina, how can she be your girlfriend?"

"I've researched that," I said, "And there are alternative ways to be intimate."

"So you're okay having sex with her as a boy?" he asked.

"Stop this!" her mom screamed.

"Bill, thank you for coming over," she said, "Why don't you go back home and give us some time to cool off."

I got up and went to the door. Kerry ran to me and followed me outside. "I'm so sorry about this," she said, "I'm so proud of you and hope my parents aren't scaring you off."

"I still want you to be my steady girlfriend," I said, "We can work through this."

The next day I spent some time with Kerry, kissing while we watched television, but I made sure I went home before her parents arrived – I had more drama than I wanted yesterday.

Our time together was dampened by yesterday's conflict. I wondered how soon we would be back to normal.

After dinner I was surprised to find that Kerry's mom knocked on our door. My mom welcomed her in and took her into the living room, along with my dad. Shortly I was called in to join them. I feared what she might tell my parents. I didn't feel I'd done anything wrong, but I still had plenty of reason to be concerned.

"We learned that Bill has been seeing our daughter Kerry," she began. She didn't sound at all mad, so I was hopeful for a positive outcome.

"I know," said my mom, "Bill has spoken very highly of Kerry, though I haven't met her myself."

"We wanted to invite Bill over for a family dinner with us tomorrow," she said, turning to me, as my parents did as well.

"That would be really nice," I said, "I appreciate your welcoming me." So far everything was fine, but I hoped I wasn't going to get grilled again tomorrow.

Kerry's thanked my parents for their hospitality and said she would like to talk with me as she departed. I walked with her and she said, "Don't worry, it's all worked out." She smiled put her hand on my shoulder.

The next day I went to Kerry's house for dinner and her mother greeted me, and led me into the living room, where Kerry's father was seated. "You wanna beer?" he asked me, and I nodded. I remember tasting my dad's beer years ago and hated it, but decided I'd tough it out to be sociable.

Kerry's mom brought me a glass of beer, which I sipped. It was strong tasting but was better than I remembered.

"I'm sorry I worked you over so badly yesterday," he said.

"It's okay," I said, "I know you really care about Kerry, just as I do."

"I was afraid you were just another horny guy, maybe taking a walk on the wild side," he said.

"I have to admit, it's full of surprises," I replied.

"I guess," he said, "I can't imagine how I would have reacted in your place, but we didn't have this sort of thing when I was your age."

"I suppose it's something of an adventure," I said, "But Kerry is such a special girl."

"I want you to know that we aren't prudes," he said, "As long as Kerry is safe."

Not knowing where this was headed, so I remained silent.

"Most parents wouldn't want you to have sex with their daughter," he continued, "But there is no risk of pregnancy, so go ahead – just don't hurt Kerry."

I couldn't believe what I was hearing and must have had an astonished look on my face. He looked at me and burst out laughing, and said, "Bet you never expected that, did you?" I readily agreed.

"It caught me entirely by surprise," I agreed.

"Just one thing," he replied, "You can have sex here or at your house, but no messing around in cars – I don't want there to be any chance of her secret exposed." I quickly agreed.

Kerry entered the room and called us for dinner.

We had a nice dinner, and when Kerry announced that we were going steady, Kerry's mom suggested that we celebrate by spending the night together on Friday. I quickly agreed.

After dinner her mom suggested that we go to Kerry's room for some special time together.

Kerry took my hand and led me to her room, closing the door behind us. Now that the drama with her parents was over, we could enjoy each other now.

"Bill, I want you to make love to me when you spend the night," she said, "I'm a virgin."

"Me to," I affirmed, "So it will be new to both of us – what would you like to do tonight?"

"Something together," she said, "Not you doing me or me doing you."

"How about if we 69?" I suggested and Kerry quickly agreed. We undressed each other and got onto the bed. We lay on our sides and 69's, soon becoming completely aroused. I pulled Kerry close and rolled onto my back, pulling Kerry on top of myself.

It was incredible feeling her suck me as I sucked her – all with a beautiful view of her sexy ass!

I wanted her ass, and put my hands on her hips, slipped her clitty out of my mouth and said, "Move up here." She brought her ass to my mouth, and I licked her crack, wanting more.

"Sit up," I said, and soon she was sitting on my face with my tongue in her as far as I could go.

This position was an amazing discovery! I didn't get tired and felt I could rim her as long as needed. However, her arousal demanded relief, and soon she lifted off me and pushed her clitty into my mouth. She lay down again and resumed sucking me. Soon we both came, and I held her tightly as we recovered from our climax.

We got dressed and went downstairs, not needing to pretend that nothing happened.

I thanked Kerry's parents and left for home.

  To be continued . . .

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