This was it. Today was the day. Julian was about to do what he had longed to do for years. Julian was a standard heterosexual forty-something, to everyone on the outside. Julian loved to look at porno in private. He and his wife's sex life had done what most of them do after twenty years or so, but he still had the desire. So he supplemented their once-every-few-months flings with porno. A few years back, he started to take an interest in shemales. There were some beautiful ones out there, and Tumblr was a veritable endless journey through them. He began to build a real desire for his very own tranny experience. And the culmination of all of those years was going to burst open today.
On a business trip to Oakland, he had had a slight layover in Vegas. During this layover, he did what Julian normally did in Nevada. He threw a $20 at the dollar machines, and hoped for something big. This time, it happened. Jackpot! $10k! He was given one thousand, and the rest would come in the mail he was told. But he had money in the bank. He could 'float' himself a loan! As Julian boarded the plane to Oakland, he was jittery, knowing exactly what he would do.
In Oakland, a quick zip through the terminal, car rental stop, and the hotel went by in a blur. He was in Oakland and it was Saturday around noon. Once in the hotel, he began searching in Google. 'Shemale escorts', 'Tranny dates', etc. etc., when finally, he found an ad on Craigslist. Tonya Devine was her name. She had her own website, with pictures. Tonya was a beauty. She had nice looking breasts, a pretty feminine smile--the kind that just looked nasty--and Julian's favorite feature, a nice-sized lump in the crotch area. He called Tonya. She was very sweet, and agreed to come by. They settled on a price, and she was on her way.
After what seemed like an eternity, there was a solid knock on the door.
Julian tried to look casual as he approached the door. As he opened it, there stood a luscious beauty with gorgeous tits, wearing a skimpy skirt, super high heels, and a red-lipstick smile that just screamed pleasure.
"H...hi!" Julian managed, as he stepped aside, and awkwardly waved Tonya in.
"Hello Julian. Well, what do you think?" Tonya said slyly as she spun around and threw her jacket on the first bed.
"Wow!" Julian said, after a deep breath. He fumbled for his wallet. "Let's get the money part out of the way first. Here's one thousand dollars as we spoke about. And here's an extra two thousand if you stay all night." He needed to touch Tonya so bad, he knew he better pay her first.
"Ooooookay, um, well let's talk, what exactly will I be doing all night? Is anybody coming over? Is it just you and me?" Tonya asked as she sat down on the first bed.
Julian nervously spoke his piece. He had rehearsed this for years. "Tonya, it will just be you and me."
"Well, three thousand dollars is a pretty nice take. Are we just talkin', penetration, oral, or do you want to get into anything kinky? Because I do kinky...all types," Tonya said as she was starting to smile more.
"Let me be honest with you Tonya, all I want to do is be your mouth slave all night. I will suck you, any way you wish, and many ways I wish. I have dreamt about sucking cock for so long, and I want one in my mouth all night," Julian said nervously, as a pauper would say before eating a seven course meal.
Tonya's eyes lit up. "Really?" she said as she laid back on the bed and fanned her arms out like an angel's wings. She smirked and looked up at the ceiling. "Let me get this straight. I walk out of here tomorrow with three thousand, for fucking your mouth all night?"
"That is right. You can fuck my mouth any way you like...you on top, me on top, me tied up, I want to try it all. And I want to drink as much cum as you can give me!" Julian was starting to slobber, and nervously wiped his chin.
"Okay sweetie, that sounds great. Let's get comfy," she said as she put the money in her purse and set it on the dresser. She slowly unhooked her top, and freed her two beautiful breasts. Julian stripped quickly, and watched Tonya slowly slip out of the skirt, leaving the heels on. Julian eyed the lump in Tonya's panties. It looked so sexy as it lay to the side on her hip. As Julian sat on the edge of the first bed, Tonya stood up, and slowly pulled down her panties, revealing her beautiful circumsized cock. She kicked off the panties, and slowly strode over to Julian, so that her cock was mouth-level.
"You likey?" Tonya asked coyly.
Julian looked up at Tonya staring down at him. Tonya moved a bit closer, her semi-limp cock just in front of Julian's mouth. Without a word, Julian gently reached up to the limp cock, and pulled it up and out of the way. This left Tonya's sack hanging right about chin level. Julian moved in and gently started licking Tonya's sack. He took both balls in his mouth, just as he had dreamed of doing for years, and gently sucked in the whole sack, swishing the balls around. This was so much better than he could have ever imagined it.
"Ooooh that is so nice! You said you were going to suck cock, not balls, naughty boy," Tonya said in a relaxed tone, as she leaned forward to give better access to Julian.
Julian kept his ministrations to Tonya's scrotum. Her balls were so delicious to swish around. He knew that over the course of the evening, he would be drinking as much of the contents of these as he could. Tonya began to gyrate her hips, as Julian held her stiffening tool by the head and continued to swish around the salty sweet goodness of her balls.
"Here sweetie, this will be much easier another way," Tonya said as she pulled away, her balls leaving Julian's mouth with a 'Plop'. "Lie down," Tonya instructed.
Julian lay back as he grabbed a pillow and put it under his head. He positioned himself so that his head was in the middle of the bed. Tonya climbed up on the bed, gently pulled Julian's arms down to his sides, and stepped one heel right beside Julian's head. She squatted forward, steadying herself with one hand on the bed above Julian and slowly placed her other heel on the other side of Julian's head. She then lowered her hips.
"Open up sweetie!" Tonya giggled, as she grabbed her cock by the head, raised it up and lowered her sack right into Julian's awaiting mouth.
Julian was so turned on by this. It was just as he had dreamed of all these years. He was able to suck Tonya's balls so much deeper this way. Tonya's cock just hung there, right over Julian's face, as she gyrated her hips. He could smell the musky sweet smell of Tonya's sex. Julian swished, sucked and massaged Tonya's balls with his tongue. This was really turning Tonya on. Her tool was hardening and Julian was getting excited to taste it.
On a business trip to Oakland, he had had a slight layover in Vegas. During this layover, he did what Julian normally did in Nevada. He threw a $20 at the dollar machines, and hoped for something big. This time, it happened. Jackpot! $10k! He was given one thousand, and the rest would come in the mail he was told. But he had money in the bank. He could 'float' himself a loan! As Julian boarded the plane to Oakland, he was jittery, knowing exactly what he would do.
In Oakland, a quick zip through the terminal, car rental stop, and the hotel went by in a blur. He was in Oakland and it was Saturday around noon. Once in the hotel, he began searching in Google. 'Shemale escorts', 'Tranny dates', etc. etc., when finally, he found an ad on Craigslist. Tonya Devine was her name. She had her own website, with pictures. Tonya was a beauty. She had nice looking breasts, a pretty feminine smile--the kind that just looked nasty--and Julian's favorite feature, a nice-sized lump in the crotch area. He called Tonya. She was very sweet, and agreed to come by. They settled on a price, and she was on her way.
After what seemed like an eternity, there was a solid knock on the door.
Julian tried to look casual as he approached the door. As he opened it, there stood a luscious beauty with gorgeous tits, wearing a skimpy skirt, super high heels, and a red-lipstick smile that just screamed pleasure.
"H...hi!" Julian managed, as he stepped aside, and awkwardly waved Tonya in.
"Hello Julian. Well, what do you think?" Tonya said slyly as she spun around and threw her jacket on the first bed.
"Wow!" Julian said, after a deep breath. He fumbled for his wallet. "Let's get the money part out of the way first. Here's one thousand dollars as we spoke about. And here's an extra two thousand if you stay all night." He needed to touch Tonya so bad, he knew he better pay her first.
"Ooooookay, um, well let's talk, what exactly will I be doing all night? Is anybody coming over? Is it just you and me?" Tonya asked as she sat down on the first bed.
Julian nervously spoke his piece. He had rehearsed this for years. "Tonya, it will just be you and me."
"Well, three thousand dollars is a pretty nice take. Are we just talkin', penetration, oral, or do you want to get into anything kinky? Because I do kinky...all types," Tonya said as she was starting to smile more.
"Let me be honest with you Tonya, all I want to do is be your mouth slave all night. I will suck you, any way you wish, and many ways I wish. I have dreamt about sucking cock for so long, and I want one in my mouth all night," Julian said nervously, as a pauper would say before eating a seven course meal.
Tonya's eyes lit up. "Really?" she said as she laid back on the bed and fanned her arms out like an angel's wings. She smirked and looked up at the ceiling. "Let me get this straight. I walk out of here tomorrow with three thousand, for fucking your mouth all night?"
"That is right. You can fuck my mouth any way you like...you on top, me on top, me tied up, I want to try it all. And I want to drink as much cum as you can give me!" Julian was starting to slobber, and nervously wiped his chin.
"Okay sweetie, that sounds great. Let's get comfy," she said as she put the money in her purse and set it on the dresser. She slowly unhooked her top, and freed her two beautiful breasts. Julian stripped quickly, and watched Tonya slowly slip out of the skirt, leaving the heels on. Julian eyed the lump in Tonya's panties. It looked so sexy as it lay to the side on her hip. As Julian sat on the edge of the first bed, Tonya stood up, and slowly pulled down her panties, revealing her beautiful circumsized cock. She kicked off the panties, and slowly strode over to Julian, so that her cock was mouth-level.
"You likey?" Tonya asked coyly.
Julian looked up at Tonya staring down at him. Tonya moved a bit closer, her semi-limp cock just in front of Julian's mouth. Without a word, Julian gently reached up to the limp cock, and pulled it up and out of the way. This left Tonya's sack hanging right about chin level. Julian moved in and gently started licking Tonya's sack. He took both balls in his mouth, just as he had dreamed of doing for years, and gently sucked in the whole sack, swishing the balls around. This was so much better than he could have ever imagined it.
"Ooooh that is so nice! You said you were going to suck cock, not balls, naughty boy," Tonya said in a relaxed tone, as she leaned forward to give better access to Julian.
Julian kept his ministrations to Tonya's scrotum. Her balls were so delicious to swish around. He knew that over the course of the evening, he would be drinking as much of the contents of these as he could. Tonya began to gyrate her hips, as Julian held her stiffening tool by the head and continued to swish around the salty sweet goodness of her balls.
"Here sweetie, this will be much easier another way," Tonya said as she pulled away, her balls leaving Julian's mouth with a 'Plop'. "Lie down," Tonya instructed.
Julian lay back as he grabbed a pillow and put it under his head. He positioned himself so that his head was in the middle of the bed. Tonya climbed up on the bed, gently pulled Julian's arms down to his sides, and stepped one heel right beside Julian's head. She squatted forward, steadying herself with one hand on the bed above Julian and slowly placed her other heel on the other side of Julian's head. She then lowered her hips.
"Open up sweetie!" Tonya giggled, as she grabbed her cock by the head, raised it up and lowered her sack right into Julian's awaiting mouth.
Julian was so turned on by this. It was just as he had dreamed of all these years. He was able to suck Tonya's balls so much deeper this way. Tonya's cock just hung there, right over Julian's face, as she gyrated her hips. He could smell the musky sweet smell of Tonya's sex. Julian swished, sucked and massaged Tonya's balls with his tongue. This was really turning Tonya on. Her tool was hardening and Julian was getting excited to taste it.
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Tonya kept gyrating her hips. Julian sucked Tonya in deep and reached his tongue out behind Tonya's sack and gently began to apply tongue pressure while swishing back and forth.
"Ooohh nasty boy!" Tonya moaned deeply, as she trembled slightly.
After a few minutes, Tonya sat up, rotating her pelvis forward, her balls sinking deeper into Julian's mouth. She reached back with one hand and grabbed Julian's stiff cock.
"Wow, you really like my balls..." Tonya grinned as she spoke and started gently stroking Julian.
After awhile, Tonya's beautiful cock was standing at attention. Julian knew it was time, and the two looked at each other knowingly. Each had a cock and each knew that now was the time for sucking.
"Sweetie, that was the most attention my sack has ever gotten," Tonya said as she gently kissed Julian on the lips.
She rolled over, crawled to the head of the bed and arranged the pillows so that she could sit up against the headboard. She spread her legs and her cock pointed at the cieling, with a slight lazy downward bend. Julian slowly crawled across the bed. This was it. Time to taste cock. He trembled as he crawled across the bed. His heart rate was increasing. He was so excited, his ears were almost ringing.
"Sweetie, is this your first time?" Tonya asked coyly.
"Yes, but I have dreamt of it for years," Julian answered, trembling.
"You look so excited! Just be gentle, and watch the teeth. I am sure you will do fine," Tonya coached.
"I just want to give you a gentle, slow sucking that will last all night," Julian said as he lowered his face to Tonya's sex.
"Don't worry if I cum sweetie, I can do it many times tonight," she said.
This made Julian almost jump for joy. He wanted to taste cum so bad, but he knew, at his mid-forties age, that once he came, it was usually over for at least a few hours. Tonya was much younger and didn't have this problem. He gently wrapped his finger and thumb around the base of Tonya's cock and lowered it to mouth level. He flicked the head with his tongue and tasted Tonya's salty slit. Ooh, this was so good. Dreams were coming true for Julian. He started sloppily licking Tonya's cock, drenching it with saliva. As he was doing this, he reached under Tonyas balls and cupped them with his other hand. He gently squeezed and massaged the balls. Tonya gyrated, moaning deeply.
Julian opened his mouth, and encircled the head of Tonya's cock. He closed his mouth and began to suck. He could feel Tonya's pulse in the puffy head. He massaged the head with his mouth, and gently started pushing his tongue deeper into Tonya's cock slit.
"Oh that's good! There is no way this is your first time...Ooooohhh!" Tonya said, in a slightly higher pitch this time, as she started to gyrate. She gently placed her hands on the side of Julian's head.
Julian hadn't sucked an actual cock ever. But he had practiced on his wife's dildo many times. He owned a cock and he knew what he would want. He perfected his skills over the years and also tamed his gag reflex. So in a way Julian was very experienced. But this was the first real one.
He began to suck deeper, feeling Tonya's hands and hips working together to get her tool deeper. She took her hand and slowly started stroking the base of Julian's cock while pumping his head back and forth in sync. He could feel the veins in Tonya's cock pulsing, and the heat from her balls and crotch was increasing. This was so much better than Julian had ever dreamed sucking cock would be. He continued massaging Tonya's balls, and slipped a finger behind her balls. He began massaging this area, and this was causing Tonya to gyrate.
"Ooooh Ooooh! That's it sweetie, it won't be long now!" Tonya was so turned on by this cock lover and she was right on the edge.
Julian kept sucking deeper. He was sucking in and out on about 2/3 of Tonya's length, and stroking the rest with his hand. He couldn't wait for the cum. He took his hand off of Tonya's balls, reached behind his own head, grabbed his hair and started forcing his mouth even quicker, up and down Tonya's shaft. Tonya leaned back on both hands and started twitching her hips. It wouldn't be long now.
"Ooooh.. Oh GOD! baby, BABY! Here it COMES!"
Her cock shot straight up, and a shot of thick, hot cum shot right into Julian's mouth. It tasted salty and sweet. Julian raised his head so that he was massaging Tonya's cockhead in his mouth and extended his hand stroke to the full length of her cock, gripping her shaft so that the skin was stretched up and down with each stroke. Tonya was cumming so hard, twitching her hips.
"Oooohh!!! Aahhh! Yesss! Yess! Suck it!!!! OOOOH! Drink my cuu...mmmm!"
Julian kept this up, as his mouth was filled with the sweet, salty goodness. Tonya came so much it was incredible. She kept obediently pumping her cum while bracing herself with both hands on the bed, drilling her cock into Julian's mouth. Julian wanted more. He greedily sucked the contents of Tonya's balls, Tonya twitching at each spurt.
Tonya slowed down, and gently grabbed Julian's head. She lay back and slowly pumped Julian's head back and forth. Cum was lazily leaking out now, as Tonya's twitches became slower and weaker. Finally she pulled Julian's head back, her hard tool falling out onto her belly.
Julian had kept almost all of the cum in his mouth. He crawled up beside Tonya, lay back and swished it around in his mouth, while looking lovingly up at Tonya.
"Whoooooeee! That was amazing. I thought I sucked good cock, but that was fantastic!" Tonya said lazily, as she watched Julian swishing her jizz around in his mouth.
Julian opened his mouth and showed Tonya his cum.
"Oh, you nasty little cum slut! You like cum? I have plenty of it. We can fill up your nasty cum slut mouth many times, don't you worry," Tonya said with a nasty, nasty grin.
Julian swallowed the warm, soft, silky cum and just lay there for a minute, basking in the scent of the cock and balls that was all over his face. He was so happy and felt so fulfilled. He was in love with cock. Moreso than with anything he had ever been in love with. He sat up and leaned over to Tonya, and placing a hand on her breast, flicked her nipple and grinned up at Tonya.
"Thank you," he said, as he looked up at Tonya with a deer-in-the-headlights stare. He loved cum. He loved cock and he loved cum. More than anything he had ever experienced in his life. He just wanted more and more and more.
"I think it's time to tie you up, and teach you to be my cock slave, boy," Tonya said in her deep, nasty voice.
--To Be Continued
"Ooohh nasty boy!" Tonya moaned deeply, as she trembled slightly.
After a few minutes, Tonya sat up, rotating her pelvis forward, her balls sinking deeper into Julian's mouth. She reached back with one hand and grabbed Julian's stiff cock.
"Wow, you really like my balls..." Tonya grinned as she spoke and started gently stroking Julian.
After awhile, Tonya's beautiful cock was standing at attention. Julian knew it was time, and the two looked at each other knowingly. Each had a cock and each knew that now was the time for sucking.
"Sweetie, that was the most attention my sack has ever gotten," Tonya said as she gently kissed Julian on the lips.
She rolled over, crawled to the head of the bed and arranged the pillows so that she could sit up against the headboard. She spread her legs and her cock pointed at the cieling, with a slight lazy downward bend. Julian slowly crawled across the bed. This was it. Time to taste cock. He trembled as he crawled across the bed. His heart rate was increasing. He was so excited, his ears were almost ringing.
"Sweetie, is this your first time?" Tonya asked coyly.
"Yes, but I have dreamt of it for years," Julian answered, trembling.
"You look so excited! Just be gentle, and watch the teeth. I am sure you will do fine," Tonya coached.
"I just want to give you a gentle, slow sucking that will last all night," Julian said as he lowered his face to Tonya's sex.
"Don't worry if I cum sweetie, I can do it many times tonight," she said.
This made Julian almost jump for joy. He wanted to taste cum so bad, but he knew, at his mid-forties age, that once he came, it was usually over for at least a few hours. Tonya was much younger and didn't have this problem. He gently wrapped his finger and thumb around the base of Tonya's cock and lowered it to mouth level. He flicked the head with his tongue and tasted Tonya's salty slit. Ooh, this was so good. Dreams were coming true for Julian. He started sloppily licking Tonya's cock, drenching it with saliva. As he was doing this, he reached under Tonyas balls and cupped them with his other hand. He gently squeezed and massaged the balls. Tonya gyrated, moaning deeply.
Julian opened his mouth, and encircled the head of Tonya's cock. He closed his mouth and began to suck. He could feel Tonya's pulse in the puffy head. He massaged the head with his mouth, and gently started pushing his tongue deeper into Tonya's cock slit.
"Oh that's good! There is no way this is your first time...Ooooohhh!" Tonya said, in a slightly higher pitch this time, as she started to gyrate. She gently placed her hands on the side of Julian's head.
Julian hadn't sucked an actual cock ever. But he had practiced on his wife's dildo many times. He owned a cock and he knew what he would want. He perfected his skills over the years and also tamed his gag reflex. So in a way Julian was very experienced. But this was the first real one.
He began to suck deeper, feeling Tonya's hands and hips working together to get her tool deeper. She took her hand and slowly started stroking the base of Julian's cock while pumping his head back and forth in sync. He could feel the veins in Tonya's cock pulsing, and the heat from her balls and crotch was increasing. This was so much better than Julian had ever dreamed sucking cock would be. He continued massaging Tonya's balls, and slipped a finger behind her balls. He began massaging this area, and this was causing Tonya to gyrate.
"Ooooh Ooooh! That's it sweetie, it won't be long now!" Tonya was so turned on by this cock lover and she was right on the edge.
Julian kept sucking deeper. He was sucking in and out on about 2/3 of Tonya's length, and stroking the rest with his hand. He couldn't wait for the cum. He took his hand off of Tonya's balls, reached behind his own head, grabbed his hair and started forcing his mouth even quicker, up and down Tonya's shaft. Tonya leaned back on both hands and started twitching her hips. It wouldn't be long now.
"Ooooh.. Oh GOD! baby, BABY! Here it COMES!"
Her cock shot straight up, and a shot of thick, hot cum shot right into Julian's mouth. It tasted salty and sweet. Julian raised his head so that he was massaging Tonya's cockhead in his mouth and extended his hand stroke to the full length of her cock, gripping her shaft so that the skin was stretched up and down with each stroke. Tonya was cumming so hard, twitching her hips.
"Oooohh!!! Aahhh! Yesss! Yess! Suck it!!!! OOOOH! Drink my cuu...mmmm!"
Julian kept this up, as his mouth was filled with the sweet, salty goodness. Tonya came so much it was incredible. She kept obediently pumping her cum while bracing herself with both hands on the bed, drilling her cock into Julian's mouth. Julian wanted more. He greedily sucked the contents of Tonya's balls, Tonya twitching at each spurt.
Tonya slowed down, and gently grabbed Julian's head. She lay back and slowly pumped Julian's head back and forth. Cum was lazily leaking out now, as Tonya's twitches became slower and weaker. Finally she pulled Julian's head back, her hard tool falling out onto her belly.
Julian had kept almost all of the cum in his mouth. He crawled up beside Tonya, lay back and swished it around in his mouth, while looking lovingly up at Tonya.
"Whoooooeee! That was amazing. I thought I sucked good cock, but that was fantastic!" Tonya said lazily, as she watched Julian swishing her jizz around in his mouth.
Julian opened his mouth and showed Tonya his cum.
"Oh, you nasty little cum slut! You like cum? I have plenty of it. We can fill up your nasty cum slut mouth many times, don't you worry," Tonya said with a nasty, nasty grin.
Julian swallowed the warm, soft, silky cum and just lay there for a minute, basking in the scent of the cock and balls that was all over his face. He was so happy and felt so fulfilled. He was in love with cock. Moreso than with anything he had ever been in love with. He sat up and leaned over to Tonya, and placing a hand on her breast, flicked her nipple and grinned up at Tonya.
"Thank you," he said, as he looked up at Tonya with a deer-in-the-headlights stare. He loved cum. He loved cock and he loved cum. More than anything he had ever experienced in his life. He just wanted more and more and more.
"I think it's time to tie you up, and teach you to be my cock slave, boy," Tonya said in her deep, nasty voice.
--To Be Continued