Mom Gets My Virginity

"John, is there a reason you're not going out more? It's something you shouldn't miss out on. You choose to live here instead of on campus but hardly leave the house. " My Mom sat in the extra chair next to my computer desk. She reached out and put a hand on my arm as I sat, looking at the screensaver on one of my three monitors.

"I'd rather not talk about it, Mom. It's embarrassing. I'm just not into it, that's all."

"You'll have to learn to talk about these things, especially if you want to find and keep a good woman. I know you watch too much porn when you're in your room." Mom looked directly at me when she spoke.

I know my face turned red. "I know I shouldn't watch porn. But it makes it so much better."

Mom laughed. "I know. I like certain kinds, too. But sex is meant to be experienced with other people."

I was silent for several seconds, imagining her enjoying porn. The idea of her lying spread-eagled on the bed, her fingers working on herself and cumming made me a little dizzy. Her fingers lightly touching my arm didn't help. My dick hardened between my legs. While I didn't look down, I did shift my weight in the chair. The movement inadvertently caused it to pop up higher above the right side of my leg. I saw Mom's eyes glance toward my lap as I shifted my weight.

My Mom was a cool mom, one other friends found to be fun and attractive. Unlike most of the other moms, she was funny. It didn't hurt that she was about 5'5", dark-haired, and had a body as if she were fifteen years younger than her forty-six years indicated she should be. She usually wore a series of brightly-colored glasses, even though she didn't need them. I overheard her telling her sister she wore them because certain men found them bookish, as a sexy librarian might wear. I don't need to explain the kind of guilty thoughts that information gave me.

"Oh! I see that you're turned on right now. That's okay. It's normal for a man. It gets confusing. As long as you understand that fantasy and life aren't the same thing? That taboo and the forbidden are great firestarters." Mom smiled again.

Although I was embarrassed, I nodded. "Yeah. You've got a great body. I can't help myself sometimes. I hope you forgive me."

"You're almost twenty-two. You're an adult. It is a bit weird to think that you're looking at me and wanting to fuck me. Especially in the pool. I've noticed." Mom kept her hand on my arm as she talked. Her two silver bracelets clanked as she reached for me. We teased her sometimes about never removing them.

I looked toward the floor, ashamed of how she reminded me.

Mom squeezed my arm hard. "No, I didn't mean it quite that way. It is weird, for sure. But I have fantasies about you sometimes. We're not supposed to acknowledge these things. And we can certainly never act on it. Most people never admit they are attracted to people they shouldn't be."

My eyes went to Mom's face as she told me she'd fantasized about fucking me. Even though she'd just told me that we could never act on taboo impulses, watching her full lips open briefly caused me to imagine slipping the head of my dick in her mouth. Mom was energetic, and I knew she was all-in on everything she did.

"Oh! There's no reason you shouldn't be comfortable. I'm a sexual person, too." Mom smiled at me. While she did so to reassure me, it made me feel more awkward. Her clingy red blouse wasn't helping matters. It was impossible to be around her without taking a second look.

At least once a day, I looked and almost forgot she was my Mom. It had caused a near miss more than once. Last summer, I had to stay in the pool after staring at her as she floated face-up. Her breasts were mostly exposed. The water made her nipples hard and poked ridiculously through the fabric of her bikini. I knew my Mom had to notice my erection when I started to get out of the pool. She didn't ask why I changed my mind at the last second. My hard-on wouldn't subside. When Mom floated in the other direction, she moved her legs to each side of the small pool raft. I had a direct view between her legs, up her stomach, and her breasts. Her eyes were closed, so I knew she had no idea what view she was presenting. I couldn't help myself. I pulled my swim shorts down underwater and pumped myself. It took less than thirty seconds for me to cum. Ropes of cum floated to the top of the pool.

I closed my eyes briefly. When I opened them, Mom looked at me from ten feet away. There was no way she could have known I'd cum. "It's nice to be in the pool, right?" I nodded and splashed the water. Secretly, I wondered what she would think to know that I just jacked off in front of her without her knowing.

Mom mentioning the pool made me realize she knew what I was doing. Since she didn't interrupt me, she must have liked knowing I was admiring her body while jerking off. And spreading her legs and presenting her body on purpose so that I could enjoy it more. That also explained the countless times I'd catch her "accidentally" darting across the hallway half-dressed, not to mention the number of times she'd ask my opinion on something new she'd bought.

"I'll send Rick to talk to you if you'd like. Yes, that might be best." Mom stood up.

I protested. "I don't want to talk to him about it. I know how it works. It's just that I've never done it. With someone else, I mean."

"And there's no one to jump your bones. You're a good-looking young man, John. Once you find a woman, you'll discover why it's a million times better than watching others do it on video. Trust me."

I looked away as Mom continued to smile at me.

"That settles it. I'm sending Rick up to talk to you when he returns." Mom turned to walk out of my bedroom. I couldn't help it. My eyes followed her and her legs as she left the room. I felt guilty admiring her from behind. Feeling sexually attracted to someone you're not supposed to be is common, but the level of fantasy life associated with her was probably unhealthy. Her admission of fantasizing about me turned me on despite her saying we could never act on it. Just hearing her talk about fucking was a game-changer.

I sat at my computer, trying to study but mostly thinking about some of the girls at school for a few seconds. Each time, my mind drifted back to Mom. When I got up a few minutes later to get a snack, I peeked out of the bedroom cautiously first. Seeing no one, I went to the kitchen and back upstairs before running into someone I might have to talk to.

By eight o'clock, I decided that no one would be intruding to talk to me. An hour later, I heard a knock on the door and shouted, "Open."

My stepdad stepped inside. Rick was five years younger than my Mom. Like Mom, he was in great shape. He was why she'd come out of her shell again after four years of divorce.

"Hey John, I'm not here to make you uncomfortable. Let's pretend we're not talking about sex, okay? Your Mom doesn't need to know." John smiled and patted me on the shoulder. Unlike most other friends with stepparents, I liked Rick.

I laughed. "Good. It was awkward enough having a conversation with her."

"She told me she had to talk a little too personally to you about it. It would help if you got out more. Go find a young woman."

I nodded. I hoped my Mom hadn't shared everything we'd discussed with Rick. "I had terrible luck in high school. I almost had no luck in my three years at the university. I'm kind of into older women."

"What if I told you I could fix your problem?" Rick smiled.

"Fix my problem?" I looked at Rick like he'd grown a horn from his forehead.

Rick laughed. "Let's not beat around the bush here. You don't want to risk going out because you're a virgin."

"Yes," I reluctantly admitted.

"Give me an hour to fix that problem for you." Rick looked at his watch. "It's 9 p.m. By ten, I can have someone here to solve your problem. Someone you'll like, I promise. I know your type."

I sat at the desk, stunned. I don't know why Rick thought he could guess my type. I had three dates in three years.

"Before you say anything, think about it. Just say the word or not or whatever." Rick smiled again, watching my face.

"I know you're a cool dad, just like Mom is a cool mom, Rick. I don't think she'd be happy about you arranging for someone to take my virginity."

Rick must have already considered that. "First, your Mom is at her sister's house and won't return until later. Second, she doesn't need to know. She wants you to be happy. Third, you're an adult."

Even though I was in shock, I pretended to consider his offer. While I couldn't be certain Rick had the best taste in women friends or acquaintances, it was undisputable that he had chosen and chased Mom to marry.

"I'm in," I said after waiting at least ten seconds.

"Stay in your room until ten, then. I'll knock when she's here." Rick nodded and left without saying another word.

I want to say that the hour passed slowly, but it didn't. I took a shower, dressed, and then sat at my computer chair, unable to think. Rick was taking the guesswork out of when and with whom. All I had to do was show up, presumably with the ability. I definitely had the desire.

At five minutes past ten, someone knocked on my door. They didn't wait for me to answer. Rick opened the door and smiled at me.

"She was more than willing, John. You should have heard her when I told her she would be with a good-looking young man."

I barely registered what Rick was saying. All I could think about was somewhere in the house, a woman waited for me. And probably an older woman with a lot of experience.

"I'll go in with you and make a brief introduction. After that, she's all yours. It's best if you don't talk unless she does. And whatever you do, do NOT tell your Mom about this. I don't know how I could explain that I arranged for a woman to be with you - or having one in the house while she's out."

I followed Rick down the hallway to the main bedroom. I couldn't imagine what Mom might say if she returned from my Aunt Jessica's house to find a strange woman naked in her bedroom. At that point, though, I was thinking with my dick. The fact that my stepfather had arranged my first liaison had disappeared from my mind.

Rick dimmed the hall lights before opening the bedroom door. Once he stepped inside, he reached to the right side, and the light went from totally dark to softly illuminated.

I froze in my tracks when I looked at the bed. A woman lay on her stomach, her head turned sideways. She had short blond hair, and a large black blindfold circled her head, covering most of her face. She was in great shape, and I could see that her legs were graceful and firm.

My eyes locked in across her ass. She wore a black girdle that exposed her from behind all the way down. Her legs were slightly spread, and I could see all of her. She wore a black bra that I could see only across the middle of her back. My dick jumped inside my shorts. The part I don't want to mention is that she looked like I imagined my Mom might if she were naked. Maybe Rick did know my type.

"I'll leave you to Shania." Rick quickly stepped outside and shut the bedroom door.

I moved to the left side of the bed and ran my fingers across her blond hair. My fingers moved across her back and down Shania's left leg. She shivered. I kneeled on the bed and used both hands to touch her neck, back, and legs. I nervously ran a finger between her legs and under. The heat from her pussy surprised me. Never had I imagined my first time would involve being able to touch so freely.

I moved between her legs and used both hands to push and knead at her ass. Her skin was smooth and velvety to the touch. Using the middle finger of my left hand, I tentatively pushed it between her legs and moved my finger around until I felt it push slightly inside. Shania tensed and sighed.

I moved my finger inside, slowly at first. Having seen pornos, I knew better than to think that everyone liked the same thing. I withdrew my finger and pushed it back inside. I felt her hips push back.

Adding another finger, I pushed inside again. No doubt about it, she wanted more of that. I felt her hips gyrate as I moved my fingers a little faster. Because of the angle, I moved over to her right hip with my knees next to her. Placing my right hand on her ass, I pushed my fingers inside her again.

"Ohhh..." she whispered. Even though I wanted to get inside her, the way she moaned turned me on. I pushed my fingers faster and faster. Her hips matched my rhythm.

A few seconds later, I was startled when she groaned and whispered, "Cumming!" Her hips bucked up and down on my fingers. She pushed hard a few more times and then let her hips touch the bed. I slowed my fingers and removed them. I didn't know at the time how rare it was for a woman to cum so quickly with so little stimulation. For me, it was like a rocket shooting out of my head.

Shania turned her head to her left. I massaged nervously across her legs and back again.

"Mmmm," she murmured.

After a minute, Shania moved her arms toward her body and raised herself to her knees. The bra she wore held her breasts up firmly. She unclasped the bra in the front, freeing her breasts. I moved my right hand under her and traced along the contours of her breast. I felt a tingle to the small of my back as I rubbed her.

On a whim, I reached behind her and moved a finger inside her again. She must have enjoyed the sensation of my hand on her in two places because she jerked and whispered, "Ohh."

A few seconds passed as my fingers touched her. Shania pushed herself up without warning. She maneuvered sideways and grabbed my shoulders. Before I could react, Shania pushed me to the bed. She stepped off the side. I took a good look at her.

Seeing her nipples harden was stimulating enough. Her thighs looked inviting, and I tried to take a long look at the straps running from her thighs to her waist. Shania had other plans. She pulled at my arm, indicating that I should move closer to the edge of the bed.

As soon as I positioned myself, Shania was all hands. Her right hand gripped my dick and pumped it. Her left hand worked around my balls. I almost passed out from the sensation. She wasted no time. Her right hand circled me and pumped hard and fast. Both of my hands gripped the cover on the bed as my hips reflexively strained toward her hands.

I wanted to look at her body as her hands worked at me. Instead, my eyes closed involuntarily. I could feel the impending start of an orgasm.

Shania must have leaned over. Her hands didn't stop pumping, but I felt her lips envelop the head of my dick. I'd not imagined how incredible that would feel. Shania's mouth left me as the first shot of cum jettisoned out of me. I grunted hard. The second went even higher. I felt it splatter down on me and across Shania's hands.

I managed to open my eyes and watch her hands make me cum. When my orgasm slowed to a dribble, Shania leaned over and put the head of my dick in her mouth. Her tongue swirled around me forcefully. I jerked my hips as her slippery hands continued to pull at me.

"Oh!" I shouted. The sensation was too much. I reached behind her head and pushed her head down further. Shania responded by swallowing me totally and holding me in her mouth and throat. She slowly pulled her head back, sucking hard. I grunted in pleasure.

Shania repeated this motion at least ten times. Her tongue flicked and licked up and down my dick. When she moved her lips around my balls and licked, I grunted my approval.

Shania let go of me. She climbed on the bed and threw her left leg over me. Holding herself up and bending her left leg up, she positioned her pussy directly over my dick.

Shania rubbed it back and forth across her pussy. She was so wet and lubricated that it felt like her lips while she blew me. My hips jerked and pushed toward her, trying to push my dick inside her.

"Shhh," she whispered. She held me upright with her right hand and pushed her hips down an inch. The head of my dick started to go inside her. Shania bounced playfully, only allowing a little more than an inch to penetrate her.

"Ugh," I grunted. Despite years of fantasizing about what it would feel like, the heat and slippery wetness were beyond what I could have imagined. I wanted inside.

Without warning, Shania let her weight down. My dick moved inside her until our hips touched. She wiggled her hips back and forth. I felt her squeeze me hard with her pussy. The third time she squeezed me, she raised her hips off of me until I was halfway out. She slammed back down on me.

It felt like I had discovered fire each time she plunged back down.

Shania leaned back and pulled my left hand between her thighs. She used her fingers to squeeze my thumb twice and pushed it directly onto her pussy. Her fingers moved mine across her clit several times.

She moved her hand away and leaned back, supporting herself with her arms. Moving her legs up, she squatted above me as I clumsily moved my thumb across her clit. When Shania began to fuck me in the squatting position, I couldn't take my eyes off her breasts as they firmly bounced.

Almost immediately, Shania began to grunt. It seemed to be more than simply the effort. She was enjoying it. I wondered if the blindfold helped her get more turned on - and who she might be imagining as she fucked me.

I moved my thumb hard against her. Within seconds, she furiously raised herself and slammed back down. She grunted hard and let her body fall back onto me. Her hips jerked forward as my thumb worked across her.

"Fuck!" Shania yelled. She threw her head back as she came. I watched as her body quivered and shook. "Ah! Ah!"

Shania pulled sideways, causing me to slip out. She moved off the bed, walked to the other side, and lay on her back. Grabbing the underside of her thighs, she pulled her legs up. I scrambled up and moved in front of her. Because I had seen it done in pornos, I positioned myself in front of her, guided myself to her pussy, and slammed inside of her.

"Yes," she hissed. I am pistoned in and out, feeling her pussy tighten against me as I thrust. Shania moved her legs and motioned with her hands so I could pull them up to my shoulders. Thrusting inside, I realized this position caused me to go deeper.

Shania grunted each time I went in. Adjusting my legs, I leaned forward, moving her hips up and her legs over her head. I began pounding into her without touching the bed with my knees. I felt my orgasm point of no return rapidly approaching.

Shania grunted hard, used her left hand to reach behind her hair, and yanked on the blindfold. She pulled at it hard as it came loose and threw it over my back toward the door.

When she shook her head, I stopped thrusting in horror. Mom smiled at me. I tried to move up, but Mom pulled at my arms to hold me in position. My knees went to the bed as I stared at her.

"What the fuck?" I shouted. "I didn't know it was you!"

Shania squeezed my arms even tighter. "It's okay, John. More than okay."

"That Rick tricked you? How can you say that, Mom?"

She laughed. "Rick didn't trick me. I knew it would be you fucking me. I wanted to be your first."

"What? What in the actual fuck, Mom? We can't do this. It's not right. I wouldn't have done this if I had known. You told me earlier we couldn't act on it."

"It made me so hot to know I could fuck you, though. I cut my hair, dyed it, and took off my bracelets to get you to this point. I've watched you watch me for too long. I almost fucked you in the pool the last time you jerked off to me."

I became a little dizzy hearing Mom say it like that. "Really? Why didn't you?"

"I've seen how you look at me, John. I know you fantasized about me. And why wouldn't you? I wanted you to make the first move the last time in the pool. When you got out, I went inside and masturbated at least three times. I would have fucked you senseless had you got out with a hardon again." Mom laughed again.