literature
Brothers and Sisters: Part 5
Literature Text
Brothers and Sisters: Part 5
by RogerGirl
As we drove home from the club, Jay couldn't stop talking about how much he enjoyed the evening. Even though he had come out to our parents and his closest friends back home several years before, he had never actually dated any guys or expressed his real self. I realize that there are many guys who enjoy sports and action movies, but my brother wasn't one of them. While he wasn't really into sports and other typical male activities, he had not yet come out publicly and still listed his orientation on Facebook as straight. Even as kids I could tell he only played sports to please our parents, but he never seemed to enjoy them like I did. When he started college, he continued to go to football and basketball games and even dated women. He wouldn't publicly come out until after college, but after the night we spent at the club he stopped trying so hard to appear straight.
I too had a lot of fun that night and discovered I actually enjoyed becoming my feminine alter ego. While I knew I was still straight and had no plans to become a woman, it was fun becoming someone else much different than myself. While the dress and shoes weren't very comfortable, I found it exciting to put aside my serious personality and just loosen up. As a guy I enjoy having a few drinks from time to time and if pressured I will take my wife out dancing. As Gabriella, however, I was a free spirit and since Debbie didn't drink that night I was able to be pretty wild. At one point a couple of guys sent us drinks and while I would normally feel a little awkward in the situation, that night I just smiled and blew them a kiss.
When we got home, I took off my heels and Debbie and Jay helped me upstairs to the bedroom. I was too tired to change back or to try any lesbian sex with Debbie like we had planned earlier at the club. I blinked a few times and soon I was out. The next thing I knew, daylight was shining on my face and I had a massive headache. Debbie was standing at the edge of the bed folding laundry.
"Looks like my party girl is finally up," she said.
"Oooh," I said groggily, "That's the last party I'm going to for a while. It's too hard to keep up with Gabriella's wild lifestyle."
She laughed and gave me something for my hangover. I went to the bathroom and was about to take a piss when I remembered my penis was still tucked securely in place. I sat down and peed like a woman as Debbie got the adhesive removers. After I wiped myself and washed my hands I went to Debbie to help me change. As she was about to remove my breasts, she paused and she grinned at me.
"You know," she said suspiciously, "I'd like to spend some time getting to know Gabriella better."
She pulled me close to her and I could feel her hands on my ass. While she was straight, she had experimented with girls a few times in college and there were a few things she admitted she missed about being with a woman. While I knew she loved me as Gabe, she often complained about my beard and hairy body when we would kiss or have sex. Now that I was smooth and hairless, she wanted to take advantage of that before I let my hair grow back. She sat me down and removed my wig, jewelry, and makeup, then I went to take a shower while she picked out some clothes for me to wear. When I returned, she helped me put the wig back on and I began to get dressed. I put on a black bra and thong, a pair of short denim shorts, and a tank top. After doing my makeup, I put on a pair of flip flps and a pair of sunglasses. She handed me my purse and we left the house.
"Where are we going?" I asked as she drove.
"Just out for a little girl time," she responded.
"I don't know about this," I said nervously, "I had fun at the club last night, but everyone there knew I was a guy. I don't know if I can pass as a woman in a regular public setting."
"Come on," she said, "You're more woman than I am right now. Remember what you told Jay about facing his fears?"
She got onto the freeway and she turned on the radio. As we drove, I began to relax and sing along to some of the songs with Debbie. When we finally got off the freeway, we were in Anaheim. We pulled into the parking garage at Disneyland and took the tram to the park entrance. She bought us two tickets and we entered the park. I was surprised to see Regina, Shannon, and their girlfriends Rachel and Kelsey waiting for us beyond the gates. They were all dressed in casual female outfits and to anyone passing by we seemed like a group of college girls out for a day at the park. While I was 25, I appeared a few years younger without all the heavy makeup I wore the night before.
"What are you guys doing here?" I asked in my female voice.
"We know from experience what it's like going out in public as a woman for the first time," Shannon replied, "We know that you tried to be brave last night to help your brother relax, but we could tell you were still feeling a little nervous. We wanted to help you calm down before the competition tomorrow."
Shannon was right. I was still nervous about my performance. While last night was fun, I admit I was still unsure about performing a sexy routine before a crowd. Dancing and hanging out with a group, I was able to blend into the crowd. When I got up to dance, however, all the attention would be on me. I knew I had done my job as older brother and gotten Jay ready to perform, but I had no older brother to turn to for help.
We entered the park and began to spend the day like any girls our age. We bought Minnie Mouse ears and princess hats, posed for pictures with various characters, went on a bunch of rides like Space Mountain and Splash Mountain, and ate at some of the restaurants. By the end of the night, I felt like one of the girls. No one had called either one of us out as guys and many guys checked us out as we walked around the park. A few guys even flirted with us and we flirted back. We said goodbye to the others and drove home singing along to the Disney parks soundtrack we had bought.
When we got home, we ran upstairs still full of energy. Debbie pulled me close and we began to kiss. Our tongues began to touch and move playfully with each other on our lips and in each other's mouths. If my penis wasn't tucked the way it was, my erection would have been pushing against her at that very moment. She lifted off my tank top and removed my bra. Slowly she began kissing my neck and soon was licking and sucking my nipple. Even though my breasts were fake, it was still turning me on. She pulled off my shorts as I stepped out of my flip flops and soon I found myself lying on the bed in only my thong. I rubbed my smooth legs together and looked longingly at her as she began to undress. She climbed on top of me and we began to kiss again as our legs rubbed against each other. She took out a strap on and looked at me.
"Do you mind if we try something new?" she asked.
I looked nervously at her, but when she had me put on the strap on I began to relax. While I was enjoying being a woman, I wasn't ready to go that far. I used the strap on and began to use it as I would normally use my penis. She began to moan and called out Gabby. My real penis was getting pretty hard and she recognized this. I removed the strap on and she set my penis free. I entered her again and she began to scream out Gabby again. After a while, we found ourselves lying in bed together under the covers as a sexy she-male and her lesbian lover.
by RogerGirl
As we drove home from the club, Jay couldn't stop talking about how much he enjoyed the evening. Even though he had come out to our parents and his closest friends back home several years before, he had never actually dated any guys or expressed his real self. I realize that there are many guys who enjoy sports and action movies, but my brother wasn't one of them. While he wasn't really into sports and other typical male activities, he had not yet come out publicly and still listed his orientation on Facebook as straight. Even as kids I could tell he only played sports to please our parents, but he never seemed to enjoy them like I did. When he started college, he continued to go to football and basketball games and even dated women. He wouldn't publicly come out until after college, but after the night we spent at the club he stopped trying so hard to appear straight.
I too had a lot of fun that night and discovered I actually enjoyed becoming my feminine alter ego. While I knew I was still straight and had no plans to become a woman, it was fun becoming someone else much different than myself. While the dress and shoes weren't very comfortable, I found it exciting to put aside my serious personality and just loosen up. As a guy I enjoy having a few drinks from time to time and if pressured I will take my wife out dancing. As Gabriella, however, I was a free spirit and since Debbie didn't drink that night I was able to be pretty wild. At one point a couple of guys sent us drinks and while I would normally feel a little awkward in the situation, that night I just smiled and blew them a kiss.
When we got home, I took off my heels and Debbie and Jay helped me upstairs to the bedroom. I was too tired to change back or to try any lesbian sex with Debbie like we had planned earlier at the club. I blinked a few times and soon I was out. The next thing I knew, daylight was shining on my face and I had a massive headache. Debbie was standing at the edge of the bed folding laundry.
"Looks like my party girl is finally up," she said.
"Oooh," I said groggily, "That's the last party I'm going to for a while. It's too hard to keep up with Gabriella's wild lifestyle."
She laughed and gave me something for my hangover. I went to the bathroom and was about to take a piss when I remembered my penis was still tucked securely in place. I sat down and peed like a woman as Debbie got the adhesive removers. After I wiped myself and washed my hands I went to Debbie to help me change. As she was about to remove my breasts, she paused and she grinned at me.
"You know," she said suspiciously, "I'd like to spend some time getting to know Gabriella better."
She pulled me close to her and I could feel her hands on my ass. While she was straight, she had experimented with girls a few times in college and there were a few things she admitted she missed about being with a woman. While I knew she loved me as Gabe, she often complained about my beard and hairy body when we would kiss or have sex. Now that I was smooth and hairless, she wanted to take advantage of that before I let my hair grow back. She sat me down and removed my wig, jewelry, and makeup, then I went to take a shower while she picked out some clothes for me to wear. When I returned, she helped me put the wig back on and I began to get dressed. I put on a black bra and thong, a pair of short denim shorts, and a tank top. After doing my makeup, I put on a pair of flip flps and a pair of sunglasses. She handed me my purse and we left the house.
"Where are we going?" I asked as she drove.
"Just out for a little girl time," she responded.
"I don't know about this," I said nervously, "I had fun at the club last night, but everyone there knew I was a guy. I don't know if I can pass as a woman in a regular public setting."
"Come on," she said, "You're more woman than I am right now. Remember what you told Jay about facing his fears?"
She got onto the freeway and she turned on the radio. As we drove, I began to relax and sing along to some of the songs with Debbie. When we finally got off the freeway, we were in Anaheim. We pulled into the parking garage at Disneyland and took the tram to the park entrance. She bought us two tickets and we entered the park. I was surprised to see Regina, Shannon, and their girlfriends Rachel and Kelsey waiting for us beyond the gates. They were all dressed in casual female outfits and to anyone passing by we seemed like a group of college girls out for a day at the park. While I was 25, I appeared a few years younger without all the heavy makeup I wore the night before.
"What are you guys doing here?" I asked in my female voice.
"We know from experience what it's like going out in public as a woman for the first time," Shannon replied, "We know that you tried to be brave last night to help your brother relax, but we could tell you were still feeling a little nervous. We wanted to help you calm down before the competition tomorrow."
Shannon was right. I was still nervous about my performance. While last night was fun, I admit I was still unsure about performing a sexy routine before a crowd. Dancing and hanging out with a group, I was able to blend into the crowd. When I got up to dance, however, all the attention would be on me. I knew I had done my job as older brother and gotten Jay ready to perform, but I had no older brother to turn to for help.
We entered the park and began to spend the day like any girls our age. We bought Minnie Mouse ears and princess hats, posed for pictures with various characters, went on a bunch of rides like Space Mountain and Splash Mountain, and ate at some of the restaurants. By the end of the night, I felt like one of the girls. No one had called either one of us out as guys and many guys checked us out as we walked around the park. A few guys even flirted with us and we flirted back. We said goodbye to the others and drove home singing along to the Disney parks soundtrack we had bought.
When we got home, we ran upstairs still full of energy. Debbie pulled me close and we began to kiss. Our tongues began to touch and move playfully with each other on our lips and in each other's mouths. If my penis wasn't tucked the way it was, my erection would have been pushing against her at that very moment. She lifted off my tank top and removed my bra. Slowly she began kissing my neck and soon was licking and sucking my nipple. Even though my breasts were fake, it was still turning me on. She pulled off my shorts as I stepped out of my flip flops and soon I found myself lying on the bed in only my thong. I rubbed my smooth legs together and looked longingly at her as she began to undress. She climbed on top of me and we began to kiss again as our legs rubbed against each other. She took out a strap on and looked at me.
"Do you mind if we try something new?" she asked.
I looked nervously at her, but when she had me put on the strap on I began to relax. While I was enjoying being a woman, I wasn't ready to go that far. I used the strap on and began to use it as I would normally use my penis. She began to moan and called out Gabby. My real penis was getting pretty hard and she recognized this. I removed the strap on and she set my penis free. I entered her again and she began to scream out Gabby again. After a while, we found ourselves lying in bed together under the covers as a sexy she-male and her lesbian lover.
Brothers and Sisters: Part 5
By rogergirl