It was a dark and stormy night. I had dropped acid with a group of friends at the apartment I shared with three of them. I was 23 and still in college. My grades were fine, it was just that I had opted for a six-year co-op program that included on-the-job training. The two extra years were worth not having to go through college poor. We had just dosed a half hour ago. After a go-round with the bong, I slipped into my room to change. Daphne, a friend, now in the open living area, had turned me onto cross-dressing two years before. The money? Hair, makeup, lingerie, waxing, and two weeks of women’s clothes. It adds up. After hair and makeup, I slipped into what was labeled online as a home-coming dress with a hemline that showed more than half my thighs. I preferred to wear stockings and garters, but this was too short. I stuffed the bodice and sat at my computer. I had never had sex on acid and was hoping to tonight. Hiking up my dress, I began rubbing my clit to get in the mood. I was having a bit of trouble so I pulled up a story on the computer, a story about a son and his mother. I both loved and hated my mother, but almost every night found me cumming to one of these stories with the word, “Mommy,” pounding in my blood.
A knock came at the door as it opened. “Well, look at you. All dolled up and jerking off.” Ashley chortled. She stared down at my hairless crotch. “What are you reading?”
I scrolled up near the few screens. “I came to with a moan around 2am, still very drunk but in no shape to object to mommy on top of me, wearing a think white cotton nightgown, riding my cock. I thrashed my head back and forth on the pillow. ‘You can’t ever tell anyone, baby,’ she whined. ‘Please, promise. They’ll take you away from me.’
“‘I’m nineteen,’ I muttered, and sighed, then lost consciousness again. When I woke again, my entire body was thrashing and I was nearing orgasm.
“‘Look at me,’ Mommy said. ‘Look into my eyes.’
“Even in the dim, dim light, it frightened me to stare into her sparkling eyes as my body prepared to cum. When my dick began pumping cum into her pussy, I felt no pleasure, only the ejaculation. And the fear evaporated into bliss and perfect fulfillment.”
I turned towards Ashley. “You can suck it if you want. I don’t mind. I might like it.”
“Do you want to fuck your mommy, Michael?”
“No, I just like the stories.”
“Why then?” She spun my chair and knelt between my thighs. Her mouth wrapped around the head of my clit and she sucked at it gently, not moving her head, fondling me with her hands instead. She stopped and looked up at me. “Say it.”
“Call me Mommy.”
“Okay, Mommy.” My clit pulsed wildly.
Ashley smiled wide. Put some panties on, you tramp. And come with me. We’re holding an intervention. I pulled on a pair of black lace panties and followed Ashley down the hall. She pushed me ahead of her into the living area with a loud smack on my ass.
“Looking good, Nikki,” Daphne cooed.
“Looking for dick, by the looks of it,” Steve laughed. Darrel joined him. “What was it you said about that dress?”
“He could have any man in the world for sex, for whatever that’s worth.”
“I’ll fuck you. Just give me the signal,” Darrel threw in.
“We’ll double-team you. Just between friends. It won’t happen again until you get drunk.”
“I’d rather go down on Daphne,” I told Steve.
“Bitch,” Ashley said and smacked my ass again. “You have a harness in there somewhere with all those panties. I know it.”
Darrel smiled. “He does.”
“This isn’t about that, though. I want to hold an intervention before we lose it. Michael here wants to fuck his mother and can’t handle even the thought of it.”
“So what’s the intervention?” Daphne giggled.
“We get together a plan to make it happen, of course.”
“Let’s do it after we peak?” Steve asked. “It’ll be better on the way down. Less intense. More emotional.”
“Then, if you’ll excuse us.” Ashley took my hand and led me back to my bedroom. I lay on the bed and pulled my panties off as she sat at the computer. “Michael, jerk off. And, even if it feels guilty or weird, I want you to talk like you want to fuck your mother. You do want to fuck your mother, don’t you?”
“Do you want to cum in her pussy?”
“I want to cum in Mommy’s pussy.”
Ashley sighed. “After we peak.” I hiked my dress up again and she stripped, then mounted me, sliding down my dick. Over her shoulder, I saw Daphne, Steve, and Darrel watching from the door. “If I’m Mommy, then talk to me. Tell me.”
“I’ve been touching myself to stories about sons and their mothers since a year after leaving home. I’ve tried fantasizing about you, Mommy, but I feel so guilty afterward.”
“Why don’t you just think about how much you want to fuck me instead of coming up with nasty fantasies, Michael?”
“I’ll try that, Mommy.”
“Do you feel guilty now?”
“Do you want to cum in Mommy’s pussy?”
“I don’t know.”
“What else could you want?”
“I want to wait.”
“Until I feel comfortable talking about it.”
“Tell me you love me, Michael. Like I was your mother. Tell me you love me again and again and you’ll cum and then you’ll feel okay with it.”
“I love you, Mommy.” I hesitated. “I love my Mommy. I love my Mommy. I love my Mommy.”
Ashley rode me faster and faster but I couldn’t cum so I began thrusting up into her until she spilled atop me on straight arms, my dick still in her pussy. “Stop, baby. Please. Mommy’s too sore.
I grabbed her waist and sat up. She struggled to climb off my dick but I managed to hold onto her and began fucking up into her. “I love you, Mommy.” My tongue dove into her mouth and when she settled into the kiss, minutes later, we began moving together in unison again. “I love you so much, Mommy.” I dipped my head to nurse at her breasts, bending her backward. Her torso thrashed again and again. When I pulled her to me to kiss, she wrapped her arms around me. “Make me cum, Mommy. Make me cum, Mommy,” I murmured in her ear. There was a flash of blackness and the next thing I knew, I was unbelievably sore and whining at a high screech, “Please get off me. Please get off me.”
Startled, Ashley dismounted. It was then that she saw the crowd in the door.
Daphne doubled over laughing.
“Don’t,” said Darrel. “I never believed sex like that really existed.”
“You fucked for almost fifty minutes.”
“Who wants my ass?” I asked with a dazed smile. The four of them exchanged looks. “I suppose it’s my own damned fault.”
“Don’t you dare call either of them Daddy,” Ashley snapped.
“Daphne.” Darrel made a sweeping, inviting motion towards my bed.
“You were serious. Quit pretending.” Daphne squirmed out of her clothes and lay down, legs spread. “Don’t worry, you’ll still get your intervention. Now lick Mommy’s pussy while Darrel finds some lube.”
"There's some in the top dresser drawer," I sighed and knelt at the edge of the bed on knees and forearms. Daphne wiggled within reach and I lowered my face to her clit, swabbing it back and forth with my tongue then suddenly latching onto her whole pussy with my mouth, tongue deep inside it, whining and sucking as Darrel's cock sunk into my ass.
I lapped and sucked at Daphne’s cunt while both Darrel and Steve took my ass. She had propped her head up on two pillows so she could easily peer over me at the young men screwing my ass. “He loves it so much,” she said to Steve. “You have to thank him by cumming extra hard in his needy fuckhole.” I moaned and my ass spasmed and gripped Steve’s cock, milking it hard. Steve moaned and came.
“Thank you baby,” I told him, turning my head. I noticed Ashley at my computer, smoking a cigarette and typing.
“Suck his clit, Daphne. Please? He deserves it.”
Daphne coaxed me up to her pile of pillows, spun round, and shoved her pussy in my face. A bit exasperated, I grabbed her ass and pulled it to me as she went to work on my clit. Whatever she was doing felt wonderful and filthy. She pulled the cum from me and the swelling went down without me orgasming. It ended with her twirling my clit around on my pubic mount with her tongue while I swabbed at her clit. She spun back around and fell into my arms. Steve and Darrel were gone. Ashley was not.
“I emailed your mommy,” she said.
“I deleted it from your sent box.”
“I told her that you were too ashamed to see your own words again so she shouldn’t reply.”
“What did you tell her?”
Ashley smiled. “You’ll never know. But it will help you.”
Daphne was laughing hysterically on my arm.
“Time for your intervention.”
Black lights were set up downstairs and Pink Floyd from the late 1960s was playing on the stereo. “Thanks for . . . “ Darrel began then trailed off, at a loss for words.
I laughed. “Providing my ass to be fucked. You’re welcome. I loved it.” Everyone chuckled, the tension mostly defused. Darrel and Steve exchanged glances. “I’ll never tell,” I said with a smile. “You were both great. But it’s comparing apples to apples.
Daphne swatted me in the chest with my panties. “Hike up your skirt, love, and sit on the sofa.”
I glanced at her.
“Michael wants to fuck his mother but he isn’t okay with it. So, we’re going to get him to talk about it and be his friends, be accepting, ask questions, keep him talking, so he knows there’s nothing wrong with it.” She looked at me. “Start from the beginning, Michael. When did you start reading those stories?”
“A few years ago, my second year away from home.”
“Which ones do you like the most?”
“The ones where the mother is in charge, dominant.”
“Do you think about your own mother?” Steve asked.
I turned my face away as my cock jerked. “A few times, but I feel so guilty afterward.”
“Do you like the stories where the boy’s virginity is taken by his mommy?”
“I like those too.”
I sighed, my dick hard.
“Touch it, Michael. It might help.”
I began to masturbate.
“What are you thinking about?” Darrel asked.
“I’m not thinking anything.”
“What are you feeling?” Ashley asked.
“What kind of love?” Steven interjected.
“I love my mommy.”
“That’s normal,” he said.
Daphne leaned over and whispered in my ear, “Do you want her to claim her baby’s ass?”
“Yes,” I whined.
“No fair,” Darrel said.
“I want my mommy to claim her baby’s ass.”
Steven stared at me with compassionate eyes. “You’ve got to do something about this. I mean, do you really want it?”
I shook my head, still masturbating. Ashely dropped to her knees between my legs and took my cock in her mouth.
“Be honest with us,” Darrel said.
“Be honest with yourself,” Steven said with a sigh.
I lolled my head back. “I want both my holes filled.”
“About your Mommy,” Daphne cooed. “Be honest with all of us about your Mommy.”
“I want to fuck my mommy,” I wailed and began cumming. “I want to fuck my mommy. I want to fuck my mommy,” I sobbed.
Ashley raised her head. “Good boy. Now, about those holes.”
Mommy called the following Monday. “Are you coming home for Mother’s Day?”
“I could. I mean, yes mom, I will.”
“That’s good, baby. I think you had a wonderful idea about the hotel room, in case we argue. But why don’t I give you the keys to the big house. You’ll be worn out from all that driving. I can stay out in the guesthouse the first night. I’ll book a room for you at the airport Hilton and you can pick up the keys there anytime you want. I’ll pay for a week. How does that sound?”
“That’s not really necessary.”
“I don’t want you leaving over an argument, baby. Oh, and please dress for the occasion.” She chuckled. “I can’t wait to see you. When can I expect you, sweetheart?”
My mind raced. Classes had just ended and I had no obligations for three months. “I can leave today, mom.”
“You don’t want to call me Mommy?
“Yes, Mommy, I do.” I swallowed. “I can leave today. It’s six hours, so I’ll be there around dark. I have . . . I have things to do.”
“You want to pack?”
“Pretty things, only pretty things?”
“Bring it all, baby. You might stay longer, right? I’ll pick up the dry cleaning.” She mewled. “Bring anything else you want to show me too. You have a lover”
I was standing against the wall, heart pounding. “Yes.”
I laughed despite myself. “Not for a minute.”
“Do you remember when you were young, the way your eyes sparkled when you saw me smile, as though I was everything to you?”
“Thank you for being honest. Now get packing. I’ll get some salmon out and a bottle of wine for when you get here.”
I raced though the shower and drying my hair. I braided it at each temple and pinned it at the back. I tucked my burgundy and black gothic lolita dress into my garment bag aas a surprise and fit the rest as best I could across the backseat and in the trunk. As I was putting on my face, Daphne wandered upstairs. “Mike, Ashley wanted me to tell you that the passphrase is, ‘Good boys always come for their mommies.’” I scrunched my face up in confusion and pulled my phone out of my bag.
“Mommy, hi. I’m leaving very soon. I’m really happy to be spending Mother’s Day with you. I’m happy to come. Good boys always cumm for their mommies.” I tossed my phone back on the vanity.
“Go get her,” Daphne smiled and swatted my butt through the red lace dress I wore.
The lights to the main house were out so I walked past the back door to the guesthouse. Mommy was waiting with open arms before I got to the door. “Oh my God, baby! You look delicious! What man wouldn’t want you? Who wouldn’t want you like this?”
“I love you, Mommy,” I managed.
“I could just fuck you wild,” Mommy exclaimed.
“Thank you. Good boys always cum for their Mommies.”
“Then come right in and just lie down. I won’t say a word.” Mommy set a glass of wine on the table by the bed and then retreated into the one adjoining room. “Tell me about your dream.”
I briefly struggled to get my panties off and garters reattached and then downed the wine in a gulp. “I’d like you in here. Bring the wine too, please.”
Mommy appeared to fill my glass then pulled a chair around closer to the foot of the bed while I gathered a pile of pillows behind me. “I dream that you took my virginity,” I sighed and begin twisting the head of my clit. “I dream that I wake up drunk and I’m inside you.”
“I think I’ve read this dream,” Mommy broke in.
“Do you ever think about fucking me, Mommy?”
Mommy leaned back in her chair. “Yes, dear. I do.”
“I mean my ass. Do you think about fucking my ass?”
Mommy nodded. “Often.”
“Would you finger my ass, Mommy?”
Mommy slid off her chair and lay across the bed. Her hand reached up between my legs and two fingers roughly began jabbing in and out of my asshole. I moaned. “I love that, Mommy. Thank you.” Mommy crawled up my torso, staring down at me with petrified eyes. I draped an arm around her neck. “I love you. Let me show you.” She dropped to my mouth and we kissed passionately. Mommy’s fingers continued to jerk off my ass as she held me to her, exploring each other with a never ending kiss. I began to whine a bit, my clit swelling further. “I don’t think I’ll need that hotel room.”
“I don’t either, baby,” she said, rolling over onto her side. I stared at her, into her eyes. They were sad and strained.
“Mommy?” I kissed her again without waiting for an answer, kissed her voraciously, cupping her cheeks, rolling her over onto her back, unbuttoning her floral vest, then straddling her stomach. “Show me your tits, Mommy.”
“Michael,” she scoffed.
“Nikki, and I want to see your tits, Mommy.”
“Tell me something first.” Mommy’s hand reached down and found my clit under the loose folds of my dress. I began to rock back and forth on top of her as she rubbed it. “I haven’t found any stories about mothers taking their sons in the ass. I was wondering where you got that idea.”
“I won’t tell you,” I said, fucking her hand as best I could.
“That’s a good girl.” Mommy slipped her bra off. “Cum for me, baby.” I fondled a breast gently as I tugged at my clit, bucking and whimpering in excitement before falling forward to nurse. “Nikki,” Mommy moaned, cradling my head. “How far can this go?”
Suddenly worried the moment would spoil, I pulled off Mommy’s skirt and hiked my dress up to my waist. Lifting Mommy’s ankles up with either hand, I sunk my little-girl-clit into her pussy. Mommy came and came as I fucked her. When my own excitement mounted, I became fearful by the look of astonished anticipation on her face. I began to flag but Mommy cupped my chin and turned my head to lock eyes with her. “No, baby. It’s right. Welcome home.”
“Oh fuck!” I sputtered. “Of fuck, Mommy. Oh, fuck.” I screwed her and screwed her, wilting inside.
“I know. It’s okay. Mommy knows, Nikki. It’s okay, isn’t it.”
“Mommy!” I whined.
Mommy held my ass firmly, her legs locked behind my back, no intention of letting me cum anywhere but inside of her. “I’ll be so good to you. You’ll see.” She guided my eyes to hers again. “Look at me. This is what you wanted, isn’t it baby? I’m your everything and you belong to me. It feels so right.” My face sagged and I came, pumping my cum into my Mommy’s horny cunt, the home I would never stop returning to, the one place my dick belonged, the altar of my God. “It’s okay, isn’t it?”
“I love you, Mommy.”
“Good girl. We’ll fuck later. Why don’t you take a nap?”
“I don’t need . . .”
“Come feed,” Mommy said, and pulled me to her breast. I shook her off and buried my face in her pussy.