Trans Love

Jason was a football star in high school. Being dedicated to the sport, he spent as much time in the gym as he could working out. By the time he graduated, he had become a big, muscled guy. He earned the nick name big jake because he had the biggest cock on the team. Unable to afford college, he got a job with a contractor. It was hard work, but the pay was very good.

Sam's name was actually Samual but because he considered himself a girl, he only went by Sam to cover up his true identity. Knowing since puberty, that he was a female trapped in a male's body he started his transition early with the blessing of his family who had actually hoped for a girl. With certain exercises. steroids, injections and implants, by the time he/she turned 17, she was a beautiful shapely girl. Only problem was she still had a large cock she was not ready to get rid of yet.

Sam spent so much time with her transition that it affected her education, she was lucky to get her high school diploma. She took a job as a waitress in a diner in a blue-collar district. The pay was not that good, but the tips were good and lots of male customers.

The contractor Jason worked for had a large warehouse stocked with items commonly used on most jobs, lumber, roofing, nails etc. By buying things in bulk, he saves a lot of money. Jason's job was putting together orders and loading trucks for jobs scheduled the next day. He also picked up supplies needed for restocking. It was hard work, but he got two breaks a day and a 1-hour lunch break. He had seen a diner down the street which he intended to try.

Sam wore cut-off jeans and polo tops to show off her tits, ass and legs which she was very proud of. She had modified a jock strap to keep her big dick strapped up between her legs. The owner didn't mind as he had seen a definite increase in business since she came. She had not dated yet, unsure how to reveal her secret package. She still yanked her big cock to orgasms thinking about the man of her dreams who she is yet to meet.

It was tgif day and Jason thought it would be a good time to try that diner for lunch. Looking for a place in the crowded diner, someone was signaling and pointing to an empty table. As he neared the table, he saw the person waving was the most stunning, sexiest girl he had ever seen.

"Right here cowboy, we saved a place just for you, she said with a big smile. Can I get you a drink while you look at the menu"?

"Yes, something nice and cold." Jason replied.

"Our iced tea is excellent." She replied.

"Iced tea it is then.

Jason was in love. He had met girls, but none had the profound effect on him that this waitress had on him. After turning in his order, she whispered to the cook she had to use the lady's room. Entering the empty room, she thought to herself OMG! It's him! The man of my dreams. Don't fuck it up!

"Have you decided what to have?" she said as she placed the tea on the table.

He wanted to say you but instead said "I'll try the meat loaf with mashed potatoes."

"Good choice" she said leaving.

He watched her walking around working the tables and actually got a boner, first time that's ever happened like that. She caught him watching her and gave him that big smile.

"Are you working tomorrow?"

"Yes, off Sun and Mon"

"See you tomorrow then."

"You got it, cowboy. I'll save you a place " smiling that big smile.

Jason couldn't wait to get home and jump in the shower. He had ordered a pizza before he left work and ate on the way home. In the shower, he was already hard thinking about his new love. Pumping his now soaped up rod, he struggled to keep from Cumming. He wanted to get in bed and fantasize about her for a while before he shot off.

Sam had been thinking about her cowboy all afternoon. Once home alone, she was so hot, she had to do something about it. Yep, you got it, jack off! Stripping down to her birthday suit, she checked herself out in the mirror, She loved what she saw, beautiful face, implants that had turned out very well, a nice flat stomach due to many hours of strenuous exercise and a nice ass, thanks to Botox, that many women would die for and a big cock, which she loved but, could be a problem for her. "I would fuck you myself, if I could." she giggled. Now for some fun, she thought with cock in hand. Stroking her hard cock, she squeezed, pulled and twisted her store-bought nipples and titties with her other hand. With her stroking hand she wet a finger going from mouth to ass until it was wet enough to slip into her tight ass hole. She was on the verge of shooting off as she imagined it was cowboy's cock.

Jason, in bed now was thinking how nice it would be to kiss and tongue the lovely ass of his newfound love. Maybe she would suck his cock while he had his tongue up her beautiful shit hole. "OMG! I'm going to cum! Oooh, babeee! Holy shit! I'm Cumming! God damn! Cum with me baby! Jesus Christ! That is sooo good."

Sam was moaning out loud now. "Oh yes! Fuck my ass! Tear my ass up! Jesus, I'm going to cum!" Stroking her dick fast now, her ass in a fucking motion, the first wad of thick hot cum shot almost 18 inches in the air, followed by a second wad as Sam screamed in delight, this by far, being the best orgasm, she had ever had, and she hasn't actually been fucked yet!

Jason walked into the diner he saw his favorite waitress pointing at a table.

"As promised," she said as he sat down.

"I'm loving the service here. May I ask your name?"

"You certainly may. They call me Sam. And your name?"

"My name is Jason. Do you think I could see you tomorrow? Maybe go to the beach or something?"

"Wow Jason, you move fast. But yes, I love the beach. I could fix us up a picnic basket. I'll give you, my address."

"Super! I'll pick you around 10. You're spoiling me already."

Sam would wear her bikini and her modified jock strap to keep her package between her legs, hoping she wouldn't get a hard-on and give her secret away too soon. She would have to come up with a plan on how to do that when the time came.

Jason had never been this excited over a first date as he rang the doorbell. Sam promptly opened the door. He was taken back on how beautiful she looked wearing a short beach dress partly exposing a bathing suit.

"If you get the picnic basket, I'll get the towels and blanket," she said.

At the beach they unloaded their stuff. Jason brought a cooler with drinks, beach chairs and umbrella from his truck he used when he went fishing. All set up, Sam removed her beach dress revealing her skimpy bikini.

"Oh wow! You are so beautiful!" Jason said.

Just the reaction she was hoping for, thought Sam as she watched Jason remove his pull over. OMG! she thought taking in the muscles, small waist and revealing the outline of a very nice cock! Feeling her dick starting to get aroused, she turned her thoughts elsewhere.

In the water, they ran around chasing and splashing each other as Jason picked her upholding her tight against his bare chest crushing her now erect nipples against him. Spinning her around, laughing and giggling, they finally head for shore. Sam broke out sandwiches while Jason got drinks from the cooler. Sitting on the blanket together, they enjoyed lunch, the fresh air and of course, each other.

After lunch, they laid downside by side. Taking a chance, Jason put his arm around her. Meeting no resistance, he slowly moved his mouth over hers until their lips met. OMG! It was like an electric shock went through them. Holding each other tight, they tonged fucked each so intently they were getting close to violating a public nuisance law. Realizing this, they decided to call it a day and go home, where they unloaded and cleaned up everything. At the door saying goodby, they kissed again.

"Sam, I enjoy being with you so much, can I see you tomorrow eve?"

"Yes, of course" Sam replied, trying to hide her excitement.

Jason picked up Sam taking her to a bar for drinks and music. They enjoyed the drinks, music and of course each other, Sam suggested they go home as she had to work tomorrow. As Jason was leaving, they hugged and kissed. Jason took the opportunity to cop a feel of a breast. With moans of approval from Sam, he whispered, "I love you."

Delighted at hearing that, she whispered "I love you too cowboy." As his hand slipped toward her crotch, she took his hand and said "maybe we should wait a little longer. I have something I want to talk to you about, okay?"

"Absolutely, darling. Tomorrow evening then?"

"Yes, good night."

That night as he was jacking off thinking about her, he wondered what she had to talk about. He hoped there was not a problem. One thing for sure, he was dying to fuck her he thought as he shot off, wad after wad of thick hot cum.

Sam was dreading meeting Jason tonight, she knew she had to tell him about herself, even though it would most likely end their relationship and her dream man would be gone.

When he picked her up that night, she asked him if they could go back to the bar for drinks and music. Maybe a couple of drinks would help her go though with her plan. She pointed to a table at the back of the bar. After some music and some drinks, Jason said, "so what were you going to tell me?'

Okay Sam, she thought, get it over with.

"Jason, I have to show you something that will shock you, could make you angry, may make you not want to see me ever again."

"Baby, I love you. There's absolutely nothing you could ever tell me that would change that."

With that, she took out a photo of herself, completely nude showing everything, including the cock hanging between her legs and reluctantly passed it over to him.

"OMG!" he exclaimed staring at the photo.

Bursting in to tears, her head in her hands, she knew this was the end.

"No, no darling," Jason said standing up to come around to comfort her. Putting his arm around her he said. "This is the sexiest thing I have ever seen. I love it!"

"Wait, wwhhat? You actually like it? " was all Sam could utter.

"Like it? I can't wait to get you home. Baby, can we leave right now?"

Sam was, at that moment, the happiest girl in the world.

As soon as they hit the front door, Sam headed them straight to her bedroom. Falling into others' arms, they engaged in a tongue fucking kiss. Helping each other get undressed, they stood, feasting their eyes on each other's bodies with both their cocks hard as a rock. Jason laid Sam down on the bed with him on top kissing her on the mouth, the neck and the ears, unable to get enough of her.

Sam worked her way on top of him, kissing her way down his muscled chest and stomach to his beautiful hard cock. She kissed and licked the shaft from his nuts to the head and back down again. She wanted to spend some time on those wonderful set of balls, kissing and sucking them into her mouth one at a time, but there would be plenty of time for that. Putting her hand under a knee and pushing his leg up exposed his tight ass to her. Placing her open mouth directly over the shit hole, she pushed her tongue in as far as she could, well aware that most likely earlier that day he had expelled some of the nastiest, stingiest waste the body could produce. If her tongue found a tiny bit of feces that he missed, she was sure it would send her into a mind-blowing orgasm. This is the day she had worked so hard for and dreamed about, turning out to be the best day of her life!

Sam was driving Jason crazy with her mouth and tongue. Pulling her back up to face level, he began kissing and tonguing her again.

"Do you want to fuck me in the ass, baby?" She asked.

"I do, really bad but, I was thinking we could save that and make it a special occasion since neither of us has been ass fucked before."

"Oooo darling. I do love the way you think!"

"This time Jason said, "why don't we 69, sucking each off and try to time it to cum at the same time.?"

"OMG! " Sam exclaimed. "I love that idea too."

Moving into the 69 positions, they began kissing, licking and sucking each other's cock, both moaning with pleasure. Jason moved to Sam's nice sack of nuts, kissing, licking and sucking them into his mouth. Lifting her leg and exposing her tiny little ass hole, he kissed, licked and tongued it again.

Wanting to pleasure him the same way, Sam was making the same moves on him.

Returning to each other's cock, they started kissing and sucking like mad, knowing they were close to Cumming.

"OMG! baby. You're going to make me cum! " Jason managed to cry out.

Oh darling. darling! I want you to! You got me so fucking hot, I'm ready to cum too. " Sam managed to exclaim as she returned to his cock sucking it with vengeance

"Jesus Christ, I'm cumming, baby! YES! YES! Holy shit!" was all Jason could get out.

"Oh yes. cowboy, give me all you got! I'm cumming too! Oh Lord, God damn, that is sooo good!" She was almost overwhelmed at the amount of cum being shot into her mouth but determined to swallow every drop. She knew she had quite a load too as she could feel his throat contracting.

After several minutes in the twilight zone, they returned face to face.

"I love you, Sam. I want you to be mine forever."

"OMG! Jason, I love you so much."

Getting dressed to leave knowing Sam had to work tomorrow he said, "I will be on the road most of next week, but how about Sat. eve, I pick you up about six and we go to your favorite place, have some drinks and dinner and go back home for a night of wild lovemaking?"

"Dam, cowboy, you continue to amaze me with ideas you come up with, all of which I just love! I know what you're thinking, and I can have everything ready.

They kissed good night already thinking about next weekend.

With the weekend three days away, Sam lay in her bed stroking her cock and reflecting on her long journey to now, the surgeries, the injections the skin treatments and most of all, the love and support from her parents. Both her parents are attorneys and do very well financially but had no trouble with her wanting to work in the blue-collar industry but since she didn't go to college, they put $500K in a trust fund to use at her discretion. To meet and fall in love with the man of dreams and have love her just the way she is, is beyond amazing!

Jason picked her up around six on Sat. as promised. They ordered drinks and dinner while listening to the music elated to be together and whispering in each other's ear what they would like to do to each other.

Jason announced he had something to show her. Of course, she became all ears. Producing a small black box, he slid it to her. She opened it up displaying two rings, an engagement ring for her and a wedding band for him.

"OH MY GOD" she said staring at the rings.

"I love you, darling, and I want you to be mine forever" he said as he slipped the rings on their fingers.

Sam was speechless until she whispered "Baby, you are going to get fucked tonight every way but loose!"

Once home in the bedroom, they helped each other get undressed they elated to see both cocks rock hard. It would be very difficult to fake a hard-on, so this signaled that the attraction was real.

Sam liked to get on top of Jason. She was not much more than half of his size of weighing in at 135 lbs. Jason weighed about 230 lbs. She was going to give him what she called; Around the world in eight minutes.

She started by kissing him on the mouth, her tongue searching deeply as he responded by sucking her tongue and then into her mouth with his tongue, lust building as he held her tightly crushing her titties against his chest. Moving down, she loved kissing his muscled chest, biceps and tight stomach. His moans of shear pleasure inspired her to continue to his beautiful, big throbbing cock. She kissed, licked and caressed it from his balls to the head and then down and up the other side. By this time, precum was flowing like hot melting lava. Forming an o with her mouth, placing it directly over the hole, sucking up the hot nectar and then probing the hole with her tongue. She moved down to his wonderful sack of nuts, kissing and sucking each one into her mouth. Jason was going crazy with animal lust.

Jason, taking her under the arms, moved her not so gently up, moving back on top in the process. Kissing and tonguing her mouth, neck and ears, it seemed he couldn't get enough of her. Moving down, he kissed, sucked and licked her erect nipples. Her nice, tight tummy was a delight as he moved down to her hard cock. Kissing, licking and sucking it, he was no stranger to cock sucking. Reaching puberty, he soon learned to jack-off to orgasm, but too young to produce semen. He learned he could suck himself off to orgasm far more delightful than using his fist. Sucking himself off 2-3 times a week, he learned the art of foreplay, kissing and licking the head to a delightful happy ending. The first time he was able to produce semen, he was surprised, but happy he could finally cum, he swallowed the hot liquid. He was not too happy with the taste, but much better than having to clean up the mess. He had never, ever had one thought about sucking some else's cock, and now, here he is sucking Sam's cock and relishing it. Raising her legs exposing her tight small ass hole, he kissed, licked and tongued it like there was no tomorrow.

Slipping the tip of a tube of KY jelly that Sam had gotten, he squeezed an ample amount into Sam's ass. For good measure, Sam lubed up Jason's throbbing prick with KY. With her knees pulled up high, she presented her ass to him to be ravished. Positioning himself between her legs, he guided his organ toward her well lubed, hot ass. Sam, taking his cock, placed it exactly at the mouth of her ass. Jason applied pressure until Sam indicated it was starting to enter.

"Oh baby, I want you so bad. Tear me a new asshole"! Sam shouted.

Applying pressure at a slow rate, he could tell by Sam's moans, the head was at the sphincter muscle. Overcome by desire, Jason thrust his throbbing cock in past the muscle.

Sam screamed in pain.

"Oh darling, did I hurt you that much?' Jason said, his dick now about five or six inches up her ass.

"Jesus Christ, oh mighty! You God dam right you hurt! I know I told you to tear my ass up! But, oh my God! Give me a minute or two, the pain is already starting to ease up." Sam said.

"I am so sorry, baby, but your ass is so hot and sweet, I lost control." said Jason.

"I'm so thrilled that you liked it that I'm ready for some more of that big cock of yours,"

"You sweetheart, I love you so much." Jason said as he eased his prick in up to his balls.

"Fuck it good, baby! Remember, it's going to be my turn to fuck your virgin ass. Do you want to cum in my ass, darling?"

"I do, but I want you to fuck me first." Jason said as he was now fucking her sweet hot ass.

"Oh my, my hunk of a man still coming up with great ideas! I'll say this, a girl knows she's been fucked when you get through with her!"

Resisting the urge to cum, Jason pulled out his love's sweet ass.

"Okay baby, I'm ready for you,"

The words no sooner out of his mouth, Sam was already positioning herself between Jason's open legs, his knees pulled up to his chest., She was well aware of the fact that the ass was not made to be fucked. The sphincter muscle was made to keep the opening closed, relaxing only to expel body waste and resisting any foreign objects from entering. She knew that all the muscles, including the one in her man were very strong, so this was going to be a challenge. At last, her first piece of ass

With help from Jason, she slid her hands, palms up, under his back cupping his shoulders for leverage. His ass already thoroughly primed with KY; Jason guided her cock to the opening of his tight ass. Sam, very excited now, started applying pressure using his shoulders to try to overcome the resistance, increasing the pressure more and more until she felt Janson winch, making her involuntarily hump her ass, her cock forcing its way past the barrier by 4 or 5 inches.

"Oh my god" Jason cried out!

"Are you okay, baby?" Sam asked, concerned.

"Oh yeah, you're bigger than I thought, but I'm loving it. I want you to fuck me good!"

"Oh darling, your ass is so hot and tight you're going to make me cum!"

"Yes, baby. I'd love to have you cum in my ass! Do it, you sweet thing, cum for daddy!"

"But what about you, baby?"

"You can jack me off while you're cumming. Do it, baby, I can't wait!'

"Oh my, your ass is so tight, and your cock is so hard, I'm Cumming, cum with me, darling! Jesus fucking Christ!" Sam screamed, her ass pumping wildly and her hand jacking Jason's cock at the speed of sound.

"Oh god, I'm Cumming! Holy shit!" was all Jason could get out, as wads of cum shot out at an angle that hit him on his mouth and neck. Sam kissed away all the sweet nectar as they drifted into the twilight zone.

They enjoyed showering together, stroking each other's cock and probing each other's ass with soapy fingers knowing the hazards associated with their lifestyle.

Sam's parents welcomed Jason as a son-in-law and Jason's parents only knew Sam as a young beautiful girl they adored.