Colin stood in front of the toilet relieving himself through the opening at the tip of his chastity cage. He was growing used to its weight and presence, finding less discomfort from the device every day. He was happy it was Saturday and he didn't have to go to school; Colin wondered what his step-mother had in store for him, as their sexual activities were often elevated during the weekend.
Not that weekdays were uneventful; the week prior, when Colin would return from school in the afternoon, Veronica usually had tasks for him. She would begin by instructing Colin to watch pornography on his computer while wearing his cock cage. It was always straight porn, between a man and a woman, or a video of attractive lesbians. Colin quickly grew indifferent to the pornography since his chastity device prevented an erection. If he did grow erect, the discomfort and pain quickly eliminated any amorous feelings he might have had towards the pornography. Far more pleasurable was when Veronica would release him from chastity and allow him to masturbate to videos of gay pornography between two or more men.
Another added element Colin enjoyed was the vibrator she introduced. Each night before he went to bed Veronica would have him on his hands and knees so she could insert the buzzing device into his anus and use it to massage his prostate. The pleasure he felt from that treatment was immeasurable and he looked forward to it every evening. With the vibrator, Veronica had trained his penis to ejaculate without stimulation. Colin's cock would simply begin heaving his semen out when the pleasure grew intense enough, draining his scrotum completely of any male-essence. Veronica began catching his cum in a glass, forcing Colin to drink it immediately afterwards, telling him 'sissy fags shouldn't have cum in their balls, it should be in their stomachs'.
Colin had become so consumed by his dominant step-mother that he rarely thought of anything else, forgetting entirely the arrangement between them. She had promised Colin he could have sex with her if he obeyed her for an entire month, but Veronica had him addicted to a steady diet of humiliation and gay-sex fantasy. Sex with a female simply wasn't on Colin's mind. He wanted to watch gay porn. He wanted to feel stimulated in his ass. He wanted to swallow semen. Colin's every waking moment was spent with his mind contemplating if he was gay or not, or if he even cared.
But Veronica hadn't forgotten about their deal.
She was waiting in Colin's bedroom when he returned from the bathroom, lying on his bed in her favorite skimpy robe. "Good morning," she greeted him, her sexy bared legs crossed at the ankles.
"Hey," Colin smiled, surprised to find her waiting. He hoped it was because she wanted him to masturbate or to have a session with the vibrator.
"Come here," Veronica slid to the edge of Colin's bed, retrieving his chastity key from around her neck.
Colin grew anxiously excited. Veronica only released him from chastity when she had erotic intentions.
"You've been so wonderfully submissive to me," she commented, working the lock open. "When we made our deal I never thought you would last a whole month."
Colin blinked, "Wait, has it been...?"
Veronica slid the chastity device off Colin's penis, "Yep, today marks one month." She rose to set the cage aside and shed her robe, letting it fall to the floor and exposing her naked form. "And a promise is a promise."
Viewing her naked body, Colin watched as she lay back down on the bed. Veronica had the tanned body of a porn star, every bit as sexy as the women Colin had watched on internet videos.
"I can't promise I'll get into it," Veronica warned, lifting her knees and spreading her legs. "Your dick is pretty small, but you can do whatever you want with me; hump yourself into me, play with my tits, or whatever."
Though her tone wasn't cruel, Colin blushed at the humiliating comment about his size. He approached the bed wondering how he could have possibly forgotten what day it was. He had performed an endless amount of degrading tasks for Veronica to earn the right to have sex with her -- a month's worth of teasing, humiliation, and embarrassment. Everything he had gone through was so he could finally lose his virginity with a woman. And what a woman! Veronica was perfect, her body a gloriously beautiful example of feminine sex. There was just one small problem.
Colin wasn't erect.
Veronica gave him an expectant look, "Hurry up, sweetie. They're having a sale at the mall and I was hoping to squeeze some shopping in before lunch."
"I... I..." Colin stammered, looking down at his limp stub of a penis.
"What's the matter?" Veronica looked to him.
Colin felt a surge of panic, "I don't know." He tried pulling and tugging at his penis, looking at Veronica's exposed vagina, but he felt no arousal at all. "I think something's wrong with me."
Veronica pushed up on her elbows and saw her step-son's limp state. She asked in an innocent tone, "Don't I turn you on?"
"Of course you do," Colin was growing frustrated. "I-I don't know what's happening!"
"This is a one-time offer," Veronica reminded him. "I mean, if you can't even get it up for me...."
"Oh god," Colin backed away from the bed until his shoulder blades bumped against a bedroom wall, as though suddenly afraid of his step-mother. Realization suddenly flooded over him as he recalled all the times Veronica forced him to watch straight porn with his chastity device on. For three weeks, every time Colin was aroused by something involving a naked woman, his erection was suppressed and caused him pain. It was conditioning, he suspected. Veronica had been training him to associate arousal towards women with pain. That explained why she would allow him to masturbate and cum to gay porn, but nothing else.
Veronica slid forward on the bed as Colin retreated away from her, "It's okay, honey. There's nothing wrong with you, other than the fact that you're gay."
Colin shook his head adamantly.
"It's true," she argued against his denial. "But you don't have to be afraid. It's okay to be gay."
"You did this to me," he accused. "You planned it all along. My cage... the pornography..."
"Oh, sweetie," Veronica rose from the bed and pulled her robe on, "All I've done is try to help you."
"Stay away from me," Colin warned as she approached.
"Don't be afraid." Veronica's expression was disarming, "I love you."
Colin blinked with surprise. "Wh-what?" Veronica had never said those words to him before.
"Honey, I love you. I know we had a rocky start to our relationship, but I've grown to care for you so much over these past weeks. I'm your mother now, I love you, and I only want you to be happy. I want you to be gay and happy."
Colin was so horribly confused, "I don't want to be gay. You said it yourself; you tell me all the time - I'm not a real man if I'm gay."
"You're not a real man," Veronica confirmed, though her tone wasn't cruel. "You're a sissy with a small penis. You want to suck on cocks and swim in male jizm. But that's okay, Colin. The world needs sissy fags to help us girls take care of all the men out there with big alpha cocks. The sooner you realize and accept what you are, the happier you'll be. I'll help you. I'll find all kinds of cocks for you to suck, and if you want another sissy to become your boyfriend I'll help you find one. We'll find you the cutest boy we can, someone with a small penis like yours, and the two of you can become faggot lovers and do all sorts of gay things together."
"I'm not gay," Colin protested feebly, "I can't be."
Veronica smirked at his denial and looked downward, towards his crotch.
His eyes followed hers. Colin winced at his erection, his arousal betraying him. He couldn't help it. Veronica's dirty-talk turned him on.
"Do you want my pussy?" Veronica asked. "I'll lie back down right now and you can hump your little dick into me all morning long if you want. Or... would you rather I call a male prostitute and have him come over tonight?"