Adventrues of Tami Halloween Story
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A True Story: Brittany (Roger)
The night I screwed up the courage to go to my first gay bar. I had no idea how that evening would turn out. Expecting to be looked on as an outsider, a breeder. Who made a wrong turn. Instead I found a friendly place and a lot of smiles. The club was home to drag shows, back then they were called “Illusion shows.” But they were supposed to be on the weekend. Surprised when I walked in and saw more than half a dozen drag queens fluttering around the place. A tall very passable black “girl” belting out Gloria Gaynor on the brightly lit stage
I took a seat on the rail, trying to look like I was just always there. Across from me was this handsome younger Hispanic man. I say younger, in this early to mid thirties. Turned out I was right Roger was thirty-five. Trying not to gawk and still check him out. The more I looked the more infatuated I got. Embarrassed every time he caught me staring. We’d exchange smiles and then turn away. He'd turn back to the people he was talking to and me to the stage. Watching the black TV performer, I noticed the patrons come up to the stage and offering her tips. I reached into my wallet and took out some bills. Stepping up to the edge of the stage, felling a little out of place. Until our eyes met, then I really felt obvious. She began to sing to me. Dancing and moving slowly towards me with a genuine smile for me. I noticed how the shift she was wearing floated up from her legs. The leotard she wore underneath clung to her body like a coat of paint. And I was sure she was making sure that I could see the bulge and what a bulge. Coming over to me, the stage made it where I was looking up to her. She allowed me to place the dollar in the waistband on the leotards. Then grabbed my hand and held it against the bulge. Of course I took a real feel she was hung. Which was a striking contrast to the feminine surroundings. “I’m Leigh Chardane.” She introduced with a whisper in my ear. I said my name actually stuttering and had to correct her when she called me Ted. “Nice to meet you Ed.” She said “Hope you like the show.” All I could do was nod, grin and blush. She loved putting me on. Leigh stepped back and returns to the song I stood there just trying to compose myself. Then turned and head back to my chair at the rail as I looked round the room. He was smiling at me, the cute Hispanic. He leaned over and said something to one of the people he was talking to them. I couldn’t believe it he came over to me. “Hi, are you enjoying the show?” he asked. “Oh yes very much.” And I introduced myself. “Hi Ed, I’m Roger, I am usually the host of the show” he said as we shook hands. “Is this your first time here at E/J’s?” I guess I was that obvious. We talked a little bit longer then he said it was nice to meet me and returned to his friends.
I watched the rest of the show that was really great. I tipped every performer even the one’s I didn’t really care for. Another surprise was that Leigh Chardane came out from the dressing room and spoke to me. She apologized for teasing me. I said she could tease me like that anytime. She sat down and we talked for quite a while. She took my hand and discreetly placed it high up on her thigh. I knew it was an invitation and soon was freely feeling her cock and balls again. She wasn’t getting aroused but it was apparent that she liked my touch anyway. I listened mostly trying to read between the lines of her conversation. Was she interested in me or just flirting? Soon as Leigh let slip about a lover, I gave her crotch one more squeeze so I could at least say I had, then moved my hand away. We talked for a few more minutes until Roger came over. Was it to really to remind Leigh she had another number coming up soon or to rescue me? I got a kiss on the cheek from Leigh and Roger took her place. “She’s a terrible flirt but I love her to pieces.” Said Roger. “So, would you like to have another cocktail?” I let him buy me a drink. We watched the rest of the show in each other’s company. I was beside myself, my first time out and to meet someone like Roger.
It was coming on one in the morning when the show came to a close. “How about I take you out and show you some more of the clubs.” Offered Roger. I could say ‘Yes please’ fast enough. We took his car a huge Ford Crown Victoria. We drove the half dozen blocks smoking a joint. Then parked along a side street and walked hand in hand up to the first club. The Mining Company is infamous for its rumors of on premise sex. We weren’t in there five minutes for me to see it was no rumor. We were walking through the catacomb like hallway to the main room. When I glanced over into a little narrow niche. There were three buffed young guys packed in there. Shirtless and pants to their knees at least. One was sucking and getting fucked. The two stretched over him were kissing like they were magnetized. All I got was a quick glimpse but more than enough to put more to the lump in my jeans
Roger introduced me to some friends and ran off to get some beers. “How do you know Brittany? Oh, he is such a doll. You’re so lucky to be with him. You must be something yourself.” Well what ever, I did feel flattered that they seemed a wee bit envious of me being with Roger. Who by then had returned with the beers and drew me away, thank god. We found us a spot and tried to talk over the blaring music. Instead me set down our beers and made out. We ended up getting a little carried away. Pinning me against the wall Roger whom by now I knew to call Brittany had undone my jeans and was giving a sample of his talented cock sucking. First my hands simply hung to his shoulders. Then I realized this was a performance making out a few shadowy voyeurs. I wrapped my hands round the back of his head and began to fuck his face to the beat booming. He was talented enough to bring my to the peak and back off. So I could trades places and return the favor and express my not so latent exhibitionism. Brittany’s cock flicks out like a switchblade and lands right on my lower lip. He grabs me by the ears and rams his cock straight into my eager mouth. The BPM hadn’t changed and I was head banging to his cocky beat. Our audience moaned when we disengaged. It was obvious more than a few were masturbating. We put ourselves back in our pants and pretend to take our bows. Finished our beers and Brittany took my hand and we headed out to the next bar.
CouSins, was doing a drag show as well. On the stage a tall rather stunning black girl, who Brittany told we was named Sivi Ross. I sort of let my curiosity get the best of me. Going up to tip Sivi, who saw who is was with. Didn’t know until later they had a sort of love-hate thing going on, Sivi flirting and come on including the palming of her phone number on a bar napkin to me was flattering. Until I discovered it was her way of “stealing” Brittany’s new man. Something I never really became. Would have been fun to be in the middle of a catfight. We didn’t stay long after that and returned to E/J’s for last call. Which for us was another joint sitting in his car in the well-lit parking lot. “Thank you so much.” I said to Brittany truly unable to just find words to show my appreciation. Luckily for me Brittany did and it wasn’t long before we were shirtless and pants round our ankles. Brittany pushed me back onto the passenger side and devoured my cock. We sort of wrestled for the position. Being a wee bit stronger and returning the favor by going down on him. God he was so aggressive then holding me down fucking my mouth as if I was a “cunt.” Getting more than a bit vocal and so butch. He sat up in the seat enough for me to finger him and I was two fingers deep. As his cock pumped in and out of my mouth. Then again the places changed and I was calling him slut and spreading my ass cheeks to let him inside me as I watched my groin bashing against his face. Was it a mutual orgasm, oh hell no. I couldn’t hold on this was such a rush and I groaned and shot my load all over his chest. Then helped him rub it in. he gave me the same reward a few minutes later. He was on top of me pinning me in the front seat. Straddling me and as he thrust in and out of my mouth I was fingering him and I first he held his cheeks apart then. Reached round adding his finger slipping in along sides mine. “Oh fuck oh fuck bitch I’m coming.” Brittany voice was an octave higher and his load as thick and all over me. We smeared some of each other’s cum on ours lips and kissed good night. I knew as I waved goodbye to him as I unlocked my car door that this was a new beginning for me.
Sometime during the next week I found a message on my answering machine from Brittany. Who was inviting me to come out to E/J’s Thursday evening for a special show. I showed up promptly at eight that evening. This would be the first time I would see Roger as Brittany. When I saw this tall thin raven-haired beauty walking round, I was sure but not really sure. When she looked over in my direction and smiled my jaw dropped. It was Roger, Brittany and I was in lust. Every time Brittany came on stage I applauded the loudest and made my way to the stage to tip her. We created a stir with the crowd with the attention she paid me. Long kisses, lingering looks and during one number where she performed a bit of a strip tease. I was the only one allowed to place my tip in the waistband of her panties. Then to my surprise Brittany grabs me head and mocks dry humping my face. The crowd wowed and whooped, I blushed all the way back to my seat. While a couple of the patrons gave me knowing smiles and winks even a hint of come ons that really bolstered my ego.
After the show, we had cocktails at the bar and she asked if I had any plans for the rest of the night. “I thought I could spend the night at your place, to save the long drive home.” Brittany hinted. I of course invited her with open arms. Back at my place, we sat on the futon kissing and cuddling. I had my hand under her skirt and feeling the throbbing cock through the layers of under things. This was so unreal I was actually getting a fantasy fulfilled. Or so I thought, until Brittany moved my hand and said that she never had sex in drag. “I only make love as a boy.” Oh well, I had no real problem with that except that I hid my disappointment as best I could, something I was sure Brittany had to deal with all the time. She asked if she could take a bath and get out of the make up. “I guess you don’t have any Ponds Cream, do you have some baby oil?” That I did and stood at the doorway to my bathroom watching as she removed the make up and became Roger again standing there with a erection pushing up from the crotch of the pantyhose. Slipping past him I sat down on the edge of the bathtub and began to run the water. I watched as Brittany became Roger again and I have to admit that either way this man was gorgeous. As he peeled out of his pantyhose his erection sprang out bouncing like a diving board. God he was so hard and had a beautifully shaped cock. Cut and just long and thick enough and I wanted to grab it and cram it into my mouth. I felled back and let him wash off even helped my washing his back.
“Come on get in here too.” Said Brittany and I didn’t have to be told twice. We splashed water everywhere and took turns washing each other. God it felt so wonderful when he rubbed my cock and balls with the soapy washcloth. He even fingered my asshole with, and I of course gave him the same lusty attention. We gave each other a little head and fingered each other, but we wanted to get to bed. So, we wrapped in towels and returned to the bed. Brittany threw off the towel and started stoking himself. We laid side my side masturbating and kissing. That is when he took me in his arms and after some deep kisses. He pushed down on my shoulders and whispered, “Down there.” I kissed and nibbled all over his chest. Sucking and biting on his nipples as I stroked his cock throbbing in my grip. Even tickled his belly button with my tongue. I got round and moved to be between his legs. He held my head in his hands as I licked the length of his cock starting on his balls and up to the rim of his crown. I sucked on his cock for a solid ten minutes. Then he tugged on my shoulder and I slink my way up his chest and straddle him. Spreading myself so I can let him penetrate me.
Imagine me on top being the bottom. Brittany’s hard, hard cock pierced me painfully at first. It had been quite sometime since I’d had anal sex. Still like the old adage of riding a bicycle it was only seconds and I was humping and grinding up and down on Brittany’s thrusting cock. “Ohhh god fuck me, fuck me.” I moaned. May not be original but it sure spurred Brittany on. “You like my cock don’t you. Move that hot ass bitch.” He groans I did just that. Next thing I know we are switching positions I fall back on my back with Brittany climbing over me. Pushing my knees up to my shoulders and arching between them. I watch as he aims his cock at my hole. The sensation of his reentry is such a fantastic feeling. So filling is this how a pussy feels?
“Fuck me.” I gasped as his cock sunk up into me. “Damn you’re tight.” Roger said. There had only been two other cocks in me. A married mans and a black TV hookers neither were as thick as Roger. “I’m practically a virgin.” I said as a joke. Laughing and fucking is a good thing. “Well, you’re not going to be when I’m done with you honey.” Grins Roger bearing down on me. “You’re pussy’s going to be all ready for cocks.” I wrapped my arms round him. Pulling him close enough to kiss. After a long deep and sweet one, “I’ll always be ready for you.” I whispered.
He fucked me in every position I’ve fucked women in. For once in my life I had an understanding to sex that most men would never admit too. I was a pussy, a cunt, I was a bitch that took it up the ass. I fucked Roger as willingly as he fucked me. I wiggled, ground humped and bumped like a titty dancer. All the while impaled on his glorious hard cock. “I want to cum in you.” Roger groaned. I could feel his cock tightening. “Do it come in me come in my ass pussy.” I whimpered as my cock slapped against my stomach. He held back for maybe another minute. Then with one last surge he came. At first I didn’t feel anything. It was when he began to fuck me again. Did I feel his creamy love filling me. I reached and took hold of my cock. Barely stroking it and I shot a load across my chest. “Oh fuck.” We both murmured. Roger slowly came to a stop. His cock was still in my ass. It was softer and I could feel his cum seeping out my hole. We hugged and kiss as his cock slipped from me. Smearing my cum against each other as we rubbed together.
The night I screwed up the courage to go to my first gay bar. I had no idea how that evening would turn out. Expecting to be looked on as an outsider, a breeder. Who made a wrong turn. Instead I found a friendly place and a lot of smiles. The club was home to drag shows, back then they were called “Illusion shows.” But they were supposed to be on the weekend. Surprised when I walked in and saw more than half a dozen drag queens fluttering around the place. A tall very passable black “girl” belting out Gloria Gaynor on the brightly lit stage
I took a seat on the rail, trying to look like I was just always there. Across from me was this handsome younger Hispanic man. I say younger, in this early to mid thirties. Turned out I was right Roger was thirty-five. Trying not to gawk and still check him out. The more I looked the more infatuated I got. Embarrassed every time he caught me staring. We’d exchange smiles and then turn away. He'd turn back to the people he was talking to and me to the stage. Watching the black TV performer, I noticed the patrons come up to the stage and offering her tips. I reached into my wallet and took out some bills. Stepping up to the edge of the stage, felling a little out of place. Until our eyes met, then I really felt obvious. She began to sing to me. Dancing and moving slowly towards me with a genuine smile for me. I noticed how the shift she was wearing floated up from her legs. The leotard she wore underneath clung to her body like a coat of paint. And I was sure she was making sure that I could see the bulge and what a bulge. Coming over to me, the stage made it where I was looking up to her. She allowed me to place the dollar in the waistband on the leotards. Then grabbed my hand and held it against the bulge. Of course I took a real feel she was hung. Which was a striking contrast to the feminine surroundings. “I’m Leigh Chardane.” She introduced with a whisper in my ear. I said my name actually stuttering and had to correct her when she called me Ted. “Nice to meet you Ed.” She said “Hope you like the show.” All I could do was nod, grin and blush. She loved putting me on. Leigh stepped back and returns to the song I stood there just trying to compose myself. Then turned and head back to my chair at the rail as I looked round the room. He was smiling at me, the cute Hispanic. He leaned over and said something to one of the people he was talking to them. I couldn’t believe it he came over to me. “Hi, are you enjoying the show?” he asked. “Oh yes very much.” And I introduced myself. “Hi Ed, I’m Roger, I am usually the host of the show” he said as we shook hands. “Is this your first time here at E/J’s?” I guess I was that obvious. We talked a little bit longer then he said it was nice to meet me and returned to his friends.
I watched the rest of the show that was really great. I tipped every performer even the one’s I didn’t really care for. Another surprise was that Leigh Chardane came out from the dressing room and spoke to me. She apologized for teasing me. I said she could tease me like that anytime. She sat down and we talked for quite a while. She took my hand and discreetly placed it high up on her thigh. I knew it was an invitation and soon was freely feeling her cock and balls again. She wasn’t getting aroused but it was apparent that she liked my touch anyway. I listened mostly trying to read between the lines of her conversation. Was she interested in me or just flirting? Soon as Leigh let slip about a lover, I gave her crotch one more squeeze so I could at least say I had, then moved my hand away. We talked for a few more minutes until Roger came over. Was it to really to remind Leigh she had another number coming up soon or to rescue me? I got a kiss on the cheek from Leigh and Roger took her place. “She’s a terrible flirt but I love her to pieces.” Said Roger. “So, would you like to have another cocktail?” I let him buy me a drink. We watched the rest of the show in each other’s company. I was beside myself, my first time out and to meet someone like Roger.
It was coming on one in the morning when the show came to a close. “How about I take you out and show you some more of the clubs.” Offered Roger. I could say ‘Yes please’ fast enough. We took his car a huge Ford Crown Victoria. We drove the half dozen blocks smoking a joint. Then parked along a side street and walked hand in hand up to the first club. The Mining Company is infamous for its rumors of on premise sex. We weren’t in there five minutes for me to see it was no rumor. We were walking through the catacomb like hallway to the main room. When I glanced over into a little narrow niche. There were three buffed young guys packed in there. Shirtless and pants to their knees at least. One was sucking and getting fucked. The two stretched over him were kissing like they were magnetized. All I got was a quick glimpse but more than enough to put more to the lump in my jeans
Roger introduced me to some friends and ran off to get some beers. “How do you know Brittany? Oh, he is such a doll. You’re so lucky to be with him. You must be something yourself.” Well what ever, I did feel flattered that they seemed a wee bit envious of me being with Roger. Who by then had returned with the beers and drew me away, thank god. We found us a spot and tried to talk over the blaring music. Instead me set down our beers and made out. We ended up getting a little carried away. Pinning me against the wall Roger whom by now I knew to call Brittany had undone my jeans and was giving a sample of his talented cock sucking. First my hands simply hung to his shoulders. Then I realized this was a performance making out a few shadowy voyeurs. I wrapped my hands round the back of his head and began to fuck his face to the beat booming. He was talented enough to bring my to the peak and back off. So I could trades places and return the favor and express my not so latent exhibitionism. Brittany’s cock flicks out like a switchblade and lands right on my lower lip. He grabs me by the ears and rams his cock straight into my eager mouth. The BPM hadn’t changed and I was head banging to his cocky beat. Our audience moaned when we disengaged. It was obvious more than a few were masturbating. We put ourselves back in our pants and pretend to take our bows. Finished our beers and Brittany took my hand and we headed out to the next bar.
CouSins, was doing a drag show as well. On the stage a tall rather stunning black girl, who Brittany told we was named Sivi Ross. I sort of let my curiosity get the best of me. Going up to tip Sivi, who saw who is was with. Didn’t know until later they had a sort of love-hate thing going on, Sivi flirting and come on including the palming of her phone number on a bar napkin to me was flattering. Until I discovered it was her way of “stealing” Brittany’s new man. Something I never really became. Would have been fun to be in the middle of a catfight. We didn’t stay long after that and returned to E/J’s for last call. Which for us was another joint sitting in his car in the well-lit parking lot. “Thank you so much.” I said to Brittany truly unable to just find words to show my appreciation. Luckily for me Brittany did and it wasn’t long before we were shirtless and pants round our ankles. Brittany pushed me back onto the passenger side and devoured my cock. We sort of wrestled for the position. Being a wee bit stronger and returning the favor by going down on him. God he was so aggressive then holding me down fucking my mouth as if I was a “cunt.” Getting more than a bit vocal and so butch. He sat up in the seat enough for me to finger him and I was two fingers deep. As his cock pumped in and out of my mouth. Then again the places changed and I was calling him slut and spreading my ass cheeks to let him inside me as I watched my groin bashing against his face. Was it a mutual orgasm, oh hell no. I couldn’t hold on this was such a rush and I groaned and shot my load all over his chest. Then helped him rub it in. he gave me the same reward a few minutes later. He was on top of me pinning me in the front seat. Straddling me and as he thrust in and out of my mouth I was fingering him and I first he held his cheeks apart then. Reached round adding his finger slipping in along sides mine. “Oh fuck oh fuck bitch I’m coming.” Brittany voice was an octave higher and his load as thick and all over me. We smeared some of each other’s cum on ours lips and kissed good night. I knew as I waved goodbye to him as I unlocked my car door that this was a new beginning for me.
Sometime during the next week I found a message on my answering machine from Brittany. Who was inviting me to come out to E/J’s Thursday evening for a special show. I showed up promptly at eight that evening. This would be the first time I would see Roger as Brittany. When I saw this tall thin raven-haired beauty walking round, I was sure but not really sure. When she looked over in my direction and smiled my jaw dropped. It was Roger, Brittany and I was in lust. Every time Brittany came on stage I applauded the loudest and made my way to the stage to tip her. We created a stir with the crowd with the attention she paid me. Long kisses, lingering looks and during one number where she performed a bit of a strip tease. I was the only one allowed to place my tip in the waistband of her panties. Then to my surprise Brittany grabs me head and mocks dry humping my face. The crowd wowed and whooped, I blushed all the way back to my seat. While a couple of the patrons gave me knowing smiles and winks even a hint of come ons that really bolstered my ego.
After the show, we had cocktails at the bar and she asked if I had any plans for the rest of the night. “I thought I could spend the night at your place, to save the long drive home.” Brittany hinted. I of course invited her with open arms. Back at my place, we sat on the futon kissing and cuddling. I had my hand under her skirt and feeling the throbbing cock through the layers of under things. This was so unreal I was actually getting a fantasy fulfilled. Or so I thought, until Brittany moved my hand and said that she never had sex in drag. “I only make love as a boy.” Oh well, I had no real problem with that except that I hid my disappointment as best I could, something I was sure Brittany had to deal with all the time. She asked if she could take a bath and get out of the make up. “I guess you don’t have any Ponds Cream, do you have some baby oil?” That I did and stood at the doorway to my bathroom watching as she removed the make up and became Roger again standing there with a erection pushing up from the crotch of the pantyhose. Slipping past him I sat down on the edge of the bathtub and began to run the water. I watched as Brittany became Roger again and I have to admit that either way this man was gorgeous. As he peeled out of his pantyhose his erection sprang out bouncing like a diving board. God he was so hard and had a beautifully shaped cock. Cut and just long and thick enough and I wanted to grab it and cram it into my mouth. I felled back and let him wash off even helped my washing his back.
“Come on get in here too.” Said Brittany and I didn’t have to be told twice. We splashed water everywhere and took turns washing each other. God it felt so wonderful when he rubbed my cock and balls with the soapy washcloth. He even fingered my asshole with, and I of course gave him the same lusty attention. We gave each other a little head and fingered each other, but we wanted to get to bed. So, we wrapped in towels and returned to the bed. Brittany threw off the towel and started stoking himself. We laid side my side masturbating and kissing. That is when he took me in his arms and after some deep kisses. He pushed down on my shoulders and whispered, “Down there.” I kissed and nibbled all over his chest. Sucking and biting on his nipples as I stroked his cock throbbing in my grip. Even tickled his belly button with my tongue. I got round and moved to be between his legs. He held my head in his hands as I licked the length of his cock starting on his balls and up to the rim of his crown. I sucked on his cock for a solid ten minutes. Then he tugged on my shoulder and I slink my way up his chest and straddle him. Spreading myself so I can let him penetrate me.
Imagine me on top being the bottom. Brittany’s hard, hard cock pierced me painfully at first. It had been quite sometime since I’d had anal sex. Still like the old adage of riding a bicycle it was only seconds and I was humping and grinding up and down on Brittany’s thrusting cock. “Ohhh god fuck me, fuck me.” I moaned. May not be original but it sure spurred Brittany on. “You like my cock don’t you. Move that hot ass bitch.” He groans I did just that. Next thing I know we are switching positions I fall back on my back with Brittany climbing over me. Pushing my knees up to my shoulders and arching between them. I watch as he aims his cock at my hole. The sensation of his reentry is such a fantastic feeling. So filling is this how a pussy feels?
“Fuck me.” I gasped as his cock sunk up into me. “Damn you’re tight.” Roger said. There had only been two other cocks in me. A married mans and a black TV hookers neither were as thick as Roger. “I’m practically a virgin.” I said as a joke. Laughing and fucking is a good thing. “Well, you’re not going to be when I’m done with you honey.” Grins Roger bearing down on me. “You’re pussy’s going to be all ready for cocks.” I wrapped my arms round him. Pulling him close enough to kiss. After a long deep and sweet one, “I’ll always be ready for you.” I whispered.
He fucked me in every position I’ve fucked women in. For once in my life I had an understanding to sex that most men would never admit too. I was a pussy, a cunt, I was a bitch that took it up the ass. I fucked Roger as willingly as he fucked me. I wiggled, ground humped and bumped like a titty dancer. All the while impaled on his glorious hard cock. “I want to cum in you.” Roger groaned. I could feel his cock tightening. “Do it come in me come in my ass pussy.” I whimpered as my cock slapped against my stomach. He held back for maybe another minute. Then with one last surge he came. At first I didn’t feel anything. It was when he began to fuck me again. Did I feel his creamy love filling me. I reached and took hold of my cock. Barely stroking it and I shot a load across my chest. “Oh fuck.” We both murmured. Roger slowly came to a stop. His cock was still in my ass. It was softer and I could feel his cum seeping out my hole. We hugged and kiss as his cock slipped from me. Smearing my cum against each other as we rubbed together.
Cheryl
- 28.01.2022
- 25
- 0
