“It’s okay. I don’t mind,” he said, offering his hand. She hesitated, looked back at the screen and realized there was still ninety minutes of horror left, and then she took the hand. She squeezed tightly. Then there was another jump scare. This time she cowered her face into Andy’s chest. “Tell me when the scene’s over,” she said.
Andy was wearing a nice cologne—or maybe it was just a smooth deodorant. Either way, he smelled nice. And he was surprisingly fit. Her face wasn’t pushing into softness—his chest was hard, though not quite as stacked as Grant’s chest. But Andy was still comforting, especially once he had his arm around her, holding her close, keeping her safe from the scariness on the movie screen.
“Is it over yet?” she asked, looking up at him.
He looked down into her eyes. “Not yet,” he said. But he didn’t look back at the screen. Now his eyes were locked with hers. Sarah’s heart skipped a beat. Was Andy into her? Did he have a crush on her, even though he knew that she was actually a biological male? Her lips parted slightly, but there was a lump in her throat preventing her from speaking.
“You’re cute,” he said with red cheeks.
“Thanks,” she said.
“I mean it,” he said.
“Really?”
There was a silence. A monster jumped out on the screen but Sarah hardly noticed. Andy started leaning in, so Sarah closed her eyes. A moment later, their lips were pressed together. They kissed. His lips were warm and soft. He held her gently. The kiss lasted a few minutes, but those few minutes went by quickly. Sarah’s mind was spinning. She was kissing Andy—her old best friend. She couldn’t figure out how to wrap her head around it.
“Y—You know I’m trans, right?” she said once they broke away from one another.
Andy shrugged his shoulders. “Of course I know that,” he said.
“And you don’t care?” she said.
He shrugged his shoulders again. “I guess not,” he said. And they kissed again. This time Sarah pushed her tongue through Andy’s lips. She wrapped her tongue around his and then she wrapped her arms around his body. Thankfully the armrest between their seats pushed up easily, so there was nothing between them. She slipped over and found herself on his lap, straddling him. She looked down into his eyes. “Are we really doing this?” she asked.
“I guess so,” he said with dark red cheeks. His hands slowly moved up and cupped her breasts. She let out a soft sigh as he squeezed.
“They’re nice,” he said.
“Thanks,” she said.
He pulled the straps of her dress off of her shoulders. She found herself looking around, double-checking to make sure they really were alone in that small theatre. She couldn’t see anyone so she turned her attention back to Andy. She could feel his bulge growing in his pants. So she reached down and undid his fly. She didn’t bother undoing his belt or pulling down his pants. She was able to fit his erection through his fly, and that was enough. Once it was through, she started stroking it. He was tense for a moment but he quickly relaxed.
His hands explored her body—everywhere but between her legs. He became tense every time his fingers came close to her cock, which was erect and throbbing. She understood—it wasn’t an easy pill to swallow. She was just happy that he was accepting her in the moment.
She spat into her hand and then she rubbed her spit all over his shaft. Then she pulled her panties aside and got her butthole lined up with his cock. “Ready?” she asked.
Andy nodded. His face was dark red, but she had a feeling that wasn’t going to chance. So she took a deep breath and she started to lower herself down. She had some anal experience with dildos and vibrators—some that were bigger than Andy’s cock. But still, she found herself clenching hard, squirming slightly, and feeling a bit of pain as she sunk down low. Maybe it was just nerves. But Andy was patient. He placed his hands on her hips and he waited for her to sink down fully before he started thrusting upwards. Occasionally he would look down, but his gaze would quickly dart back up, as if he was put off by the sight of her erection bouncing around under her skirt. Again, she didn’t blame him.
It felt nice after a couple of minutes: his cock sliding up and down, massaging the walls of her anus. She could feel his veins pulsing deep inside of her body. She placed her hands on his shoulders and gripped tightly so that she wouldn’t wobble. She looked down and watched as his cock disappeared and reappeared every couple of seconds. It was a strangely sensual sight: the sight of her losing her anal virginity.
She clenched hard as the euphoria started to swirl inside of her. She could feel a tingling in the tip of her cock and she stated to worry that she was going to come. If she came in her dress, she had no change of clothes—the fabric was so thin, the jizz would surely soak through.
So she reached down and clenched her cock tightly, as if that would stop her from coming. But it only made the tingling more intense. She was relieved when Andy groaned, “I think I’m going to come.” But she was slightly disappointed when he didn’t come, teasing her further, bringing her closer and closer to orgasm. “Shit,” she muttered. She squeezed her cock tightly, but it didn’t stop anything. She ended up coming. But her skirt was hiked up, and she didn’t notice until it was too late. She ended up coating Andy’s shirt with her hot load. His eyes were closed and he didn’t seem to notice—not until after he’d climaxed in her tush.
He looked down as he caught his breath and he noticed the white cum that was all over him. His lips parted but he didn’t say anything—he was too polite to say anything. Sarah forced a smile as she tried to find something to clean it up. There was some paper in one of her shopping bags. She managed to wipe up most of it, but the stain was still there. When the movie ended, Andy turned his shirt inside out so that people wouldn’t see that his chest was covered in cum. No one seemed to notice the dry cum stains running down Sarah’s legs.
They left the theatre holding hands, with smiles on their faces.
CHAPTER IX
Grant was sitting in his bedroom when he heard the car door slam shut. He peeked out his window and saw Andy approaching the house with Sarah next to him. They were holding hands.
Grant wanted to be proud of his buddy—Sarah was Andy’s friend, after all, so it was only fair that he got claim to her—but Grant couldn’t muster up any pride. He was jealous and a little bit heartbroken. He’d thought he had something going with Sarah. She laughed at all of his jokes and she stared into his eyes as if she really liked him—and here she was now holding Andy’s hand.
He told himself that there were plenty more fish in the sea—and he was content with this reassurance until he went downstairs to say hello. Then he saw Sarah’s face again for the first time in about six hours, and he remembered how beautiful she was. He remembered how sweet her voice was, and he remembered how bright her eyes were. So his heart sunk back into his gut. Andy and Sarah weren’t holding hands now—now they were acting as if nothing had every happened, but Grant had already seen enough through his bedroom window. He knew that they were flirting with a relationship.
“How was the mall?” Grant asked casually, pretending to be oblivious.
“Great,” Andy said with a big, goofy smile—the kind of smile he only had after spending a night with a woman. Had Andy and Sarah gotten up to more than just perusing the mall? Did they kiss? Did they do more than just kiss? They were gone for a while—almost six hours. There weren’t nearly enough shops at the mall to fill a six-hour window, so surely they’d gotten up to more than just shopping.
“I made dinner—it’s in the oven. It might need heated up,” Grant said.
“Thanks so much,” Sarah said with her classic big smile. Grant’s heart stuttered. He was falling in love with that smile. He couldn’t just let Andy have it, just because Andy knew her longer. Grant was the one putting in all the work—he was cooking the dinners, he’d prepared the guest room, he was cleaning up, and he was paying the bills. And what was Andy doing? Spending the
money he supposedly didn’t have for rent on clothes at the mall… Maybe Andy wasn’t entitled to Sarah. Maybe Grant wouldn’t step down so easily. “You look lovely in that dress, Sarah,” Grant said.
“Thanks,” she replied, her cheeks turning a shade of red.
Out of the corner of his eye, he caught a dirty glare from Andy. But Andy was going to have to make a really strong case for Grant to stand down.
“I was thinking of renting a movie on the Apple TV,” Grant said. “You should watch with me.”
“That sounds nice,” Sarah said with her big smile.
And there was another dirty glare from Andy—but Grant ignored it. “Which movie?” Andy asked.
“That new Terminator movie.”
“I’ve already seen it,” Andy said.
“Have you seen it?” Grant asked Sarah.
“No,” she said.
“Great, then it’s a date.” Grant smiled. He tried to avoid eye contact with Andy as he went up to his room to get changed into nicer clothes. He also freshened up his deodorant and gave himself a squirt of cologne. Before leaving his bedroom, he fished his lucky socks out from his sock drawer and he put them on his feet. He was taking this ‘date’ very seriously.
Grant and Sarah sat on the big couch facing the television. Grant had a blanket ready (and he’d turned off the heat, hoping they would end up sharing it), and he had a giant bowl of popcorn popped. Every time he would lean forward for a handful of popcorn, he would subtly inch closer to Sarah. He was almost close enough to get his arm over her shoulders when Andy came into the room and took a seat on the other side of her. Grant’s heart skipped a beat and his gut turned. “I thought you said you’ve seen this movie,” Grant said—and Grant knew it was a fact; just a few weeks before, he’d seen Andy watching it up in his bedroom.
“I forgot how good it was. You guys don’t mind if I watch too, do you?” he asked. He had a sly smile on his face.
Sarah shook her head. “I don’t mind,” she said. “It’s just like old times.” Then Grant watched as Andy’s face became strangely pale. His gaze turned inward for a moment before he forced an awkward smile. And Grant wondered: what was that all about?
Andy’s presence didn’t stop Grant. He kept inching closer and closer, one little scooch at a time. It took a good fifteen minutes before he was right up next to Sarah. His plan to throw his arm over her shoulders was thwarted by Andy, who beat him to the punch. His hand was dangling uncomfortably close to Grant’s face, but it wasn’t enough to deter him. So Grant grabbed the blanket. “It’s kind of cold in here, isn’t it?” he said to Sarah.
“Great idea,” Sarah said, looking at the blanket. Grant tossed it over them—and then Andy tugged it his way, so it would cover all three of them. But Grant remained diligent. After a couple of minutes, he slipped his hand over, onto Sarah’s bare thigh. Her skin was soft and warm. She didn’t reject his hand—she didn’t even squirm of flinch. She looked over at Grant, right into his eyes, and she smiled. So Grant inched that hand further up her leg. His heart was racing—he was winning. A hand on the thigh beats an arm over the shoulders, as far as he was concerned. And he wasn’t too far from her crotch now, as he slowly inched higher and higher.
He was only a few centimeters away when Sarah slipped her hand over his, stopping him from going any further. He had his hand under her dress, and he had the tips of his fingers on the edge of her panties. She didn’t push him away—she just held his hand in place. Grant casually looked over at her and noticed that she was tense, sitting upright with a pale look on her face. Had he crossed a line? Was she uncomfortable with his advances while sitting next to her childhood friend?
Grant bit down on his tongue. He couldn’t let Andy win the game. He had to keep up his momentum. He closed his eyes and took a deep breath. If he was going to win this battle, he needed to be more outgoing, more confident, and he needed to take more risks. The first risk he needed to take was getting that hand between her legs, so he could show her what he could do with his fingers.
Grant opened his eyes. He could see that Andy was looking down at Sarah’s lap—he could probably see the movement of Grant’s hand beneath the blanket. He was tense, his lips pressed thin—he was probably trying to think of his next move. And then he suddenly blurted out, “She’s a man!” And the room fell strangely quiet.
Sarah’s face became white. Her lips parted slightly and her body became strangely stiff. Grant shook his head and laughed. “What are you on about?” he said.
“Sarah’s a transgender. She used to be Sam,” he said with conviction. “Sorry—I had to say it.”
Sarah’s face turned whiter. She wasn’t denying his claim—but why not? Why was she not standing up for herself? Why was she letting Andy get away with saying mean things about her? Or was it true?
Grant thought about it for a moment. His gut started to turn. It answered a lot of unanswered questions. Grant had never figured out why Sam never showed up, or why Sarah suddenly showed up, even though Andy had never mentioned anyone named Sarah.
But it couldn’t be true. Sarah was beautiful. She was sweet and gentle and petite… but none of those qualities meant she was necessarily a biological female.
“Andy…” Sarah said, her voice sounding strangely broken.
“I’m sorry, but he should know,” Andy said.
“But why like this?” Sarah said, still pale and tense. She kept her gaze forward, away from both men.
“Because… Because he’ll care, but I don’t care. You should be with me.”
Sarah looked over slowly at Andy. “What do you mean, you don’t care?” she asked.
“I mean—I don’t care that you used to be a guy. I want you to be mine. I like you. He only likes you because he thinks you’ve got a pussy.”
“That’s not true,” Grant said, but he had to think for a moment to decide if it was true or not. If it was true—and it was sounding like it was true—was that a deterrent? Could he be with a woman who used to be a man? He looked over at Sarah and tried to find some sort of evidence on her face. There was a slight bulge on her throat, but lots of girls have bulges on their throats—that didn’t mean she had an Adam’s apple.
Regardless of whether she used to be a man or not, she was beautiful—there was no denying that. Regardless of whether or not she was a man at some point in her life, she was still fun to be around, and she was still great at sucking cock. Maybe Grant could be with a trans girl. Maybe that wasn’t such a crazy proposition. “I like you too,” he said, his voice cracking slightly.
“Well we can’t both have her. Sarah—you have choose. Me or him,” Andy said.
Sarah looked at Grant and then she looked at Andy. Her cheeks were rosy and her eyes were wet. “I don’t want to choose,” she said. She looked over at Grant. “How can I know that you really don’t care about my past?” she asked.
“Let me prove it,” he said.
“How?” she asked.
His heart stuttered. He only had one idea in mind, and it terrified him. His hand was still on her thigh, just an inch away from whatever was hiding between her thighs. All he had to do was reach out and take it—stroke it and suck it and prove that he really meant it. But could he do it?
Sarah looked over at Andy. “And how can I know that you really like me—and you aren’t just trying to keep me away from your friend?” she asked.
“Let me prove it,” Andy said. Then the room became silent.
Grant bit down on his tongue. If he was going to win the battle, he needed to act—he needed to prove that he didn’t care. So he reached his hand further and he felt the bulge in her panties. She really wasn’t lying: she really wasn’t fully female. He began to massage that bulge, feeling its whole length, exploring her entire package.
Andy didn’t just sit back and watch. He slipped his fingers under her chin and he turned her head towards his. He kissed her. Grant’s heart skipped another beat. He had to go further. So he slipped his fingers un
der her panties, onto her bare penis. It was already throbbing, getting bigger and harder. And if he was truly going to prove himself, he needed to go further. He pulled away the blanket and he lowered himself down. He closed her legs together and then he gave her panties a tug, pulling them down to her knees, revealing her long, curved cock. He gently picked it up and started stroking it again. Now, his lips were inching closer and closer to her throbbing tip. He was ready to suck her off—ready to do whatever it took.
CHAPTER X
Sarah had hands all over her body, but she didn’t know whose were whose. She had a hand stroking her cock, a hand squeezing her ass, a hand caressing her face, and a hand fondling her tits. There were moments where it felt like there were more hands. She had Andy’s tongue in her mouth and Grant’s tongue gently circling the tip of her erection. She felt terribly vulnerable and strangely free at the same time.
One of the men lowered her down onto her back. Andy continued kissing her and Grant continued sucking her. It felt nice. Her heart was racing. Both men really did like her—they really didn’t care about her male reality. And both men wanted to pleasure her, and they were doing a good job so far. She was already rock hard. She reached around blindly until she found a crotch. Then she started toying at the belt—whose belt, she wasn’t sure.
It was only a few seconds later when she had a cock in her hand. It was long and thick and warm. She gently pulled it back and could feel it throbbing and growing. When she opened her eyes, she could only see Andy’s face—so the owner of the cock was a mystery, though she was fairly certain it belonged to Andy. She gently stroked.
She could feel Grant’s lips pushing down her whole length, his tongue squirming all over her shaft, getting her wet. Someone now had a finger teasing her anus, pushing up, penetrating her. She didn’t mind. It felt nice—one more little piece of stimulation. That finger pushed further and further until she could feel the hand’s knuckle. Then the finger pulled back and it came back again with a partner: two fingers pushing up into her asshole, stretching her wide, getting her ready.
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