Halloween Costumed Roleplaying

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

"Thank you," I said returning her sexy smile with my sexy smile and her naughty look with my naughty look.

* * *

There was something different about my mother. In the way that my mother had never looked at me before, as if giving me the eye, she looked at me now as if I was her Halloween date instead of her son. It was then that I wondered if my mother was going to ask me to escort her to the Halloween party. I'd love to attend a Halloween party with my mother as her escort, especially with her dressed as a sexy, X-rated nurse.

I imagined her getting drunk enough to have my wicked, sexual way with her sexy, shapely body on the way home. I imagined parking somewhere secluded and romantic. I imagined kissing my mother, French kissing her and her returning my kisses while I felt her through her nurse's costume. I imagined unzipping her nurse's costume to expose her bra clad breasts and her white, bikini panties.

"You look hotter than Hot Lips Houlihan," I said while wishing that I could see her showering naked in the way that Hot Lips was deliberately exposed showering naked to the men at camp.

The only real chance of having sex with my mother, I figured that this was the extent of our exchange, that is until my mother spoke again.

"You make a good-looking doctor," she said looking me as if I was a stranger instead of her son. Then, adding to my horniness and encouraging my incestuous attraction to my mother by teasing me and giving me an erection, she said something that totally shocked me. "If you were my doctor," she said with a long and thoughtful pause as if she was rethinking what she was about to say. "I'd allow you to strip me naked," she said with another sexy smile and a wink while biting her lip.

I couldn't believe she said what she said. I'd love nothing more than to unzip and remove her nurse's costume before removing her bra and panties. As if I wasn't horny enough, now with the image of stripping my mother naked, I wanted to strip my mother naked. Preoccupied with the images of removing the clothes she normally wears, her blouse, her skirt, her bra, her panties, and stripping my mother naked, I laughed a nervous laugh before saying what I said.

"You make me wish I was your doctor," I said while wondering if she'd continue this sexy, pillow talking game.

'I'd love to strip you naked,' I thought and wishing that I had the nerve to say what I was thinking.

This was my mother and not some mature woman that I picked up on the street. Then, as if imagining her saying it, she said what I still can't believe she said. She said what I was thinking.

"If you were my doctor," she said giving me another naughty look along with a submissive smile, "I'd have sex with you." Then, she leaned up to me as if about to tell me a secret. "If you were my doctor, I'd blow you," she said in a whisper. "I'd suck your cock," she said looking up at me with her big, brown eyes as if she was waiting for me to kiss her.

'What? No way. I replayed everything through my mind as if I had recorded all that she said. 'If I was my mother's doctor, she'd allow me to strip her naked? If I was my mother's doctor, she'd have sex with me? If I was her doctor, she'd blow me? She'd suck my cock? Are you kidding me? Holy Hell,' I thought. 'What's come over my mother?'

Who is this woman? My mother never talked to me like that, especially not about sex, and especially not about having sex with me and giving me a blowjob. Now, I wish I had gone to medical school instead of graduating with a liberal arts degree. Maybe if I was a real, medical doctor with a degree in medicine, my mother would allow me to examine her naked body while having sex with her sexy, MILF of a figure. Maybe my mother would blow me. Maybe my mother would suck my cock.

Wishing that I was her doctor, she made me wish that I was her doctor instead of her son. Wishing that she would have sex with me, she made me wish that she'd invite me to the Halloween party. I'd love nothing more than to be with my mother while driving her home when she was drunk and I was horny. I'd love nothing more than to find out if my mother really would suck my cock. I'd love nothing more than to go parking with her under the false pretense that I was too drunk to drive.

'Let's park here, Mother,' I imagined saying. 'I'm too drunk to drive. Maybe if we made out, I'd feel better,' I imagined saying. 'Maybe if you continually French kissed, you'd dilute the alcohol with your saliva and I'd be sober enough to drive,' I imagined saying to my drunken mother and her believing me enough to continually French kiss me. 'Maybe if you blew me, Mom, in the way of sucking a snake bite, you'd suck out the alcohol by having me cum in your mouth,' I thought an even more ridiculous thought. I imagined unzipping myself and pulling out my stiff prick. 'Suck my cock, Mom. Blow me. Suck me sober.'

In the same way that I'd love to make out with my mother, I'd love for my mother to blow me. Suddenly, instead of feeling like her son, I felt as if I was playing an acting role as a doctor in an X-rated version of the General Hospital, soap opera. I was as horny as I was emboldened by what my mother had just said about me stripping her naked, having sex with her naked body, and her blowing me as if I was really her doctor.

Now I couldn't help but imagine her doctor stripping her naked. I couldn't help but imagine her doctor seeing, touching, and feeling her big tits. I couldn't help but imagine my mother in her doctor's examining room wearing nothing but a skimpy, revealing, backless hospital gown. I couldn't help but wonder if my mother already had sex with her doctor and already sucked his cock.

As if giving her an innocent hug, taking this opportunity to make my move, I walked behind her to wrap my arms around her slim waist. Then, as if I was soliciting her for sex, and I was, I pressed my growing erection against her shapely backside. I could feel my erection penetrating her ass crack through her Halloween costume and through her panties. As much as I could feel her shapely ass against me, I knew she could feel my hardening cock against her. Being that she was already sexually solicitous of me, I couldn't help but wonder if she was thinking what I was thinking.

'Does my mother want me to strip her naked? Does she want to have sex with me? Would she really suck my cock? As much as I'd love to see my mother naked, I'd love for her to suck my cock,' I thought.

I looked at my mother as if she wasn't my mother but a woman that I picked up at a bar and who brought me home to her house.

"You make a good-looking nurse, Mom," I said whispering in her ear while still holding her and hugging from behind.

My mother smelled and felt so good. I couldn't get enough of pressing my horny body against her shapely body.

"Thank you, Doctor Michael," she said continuing her roleplaying game of doctor and nurse.

Consumed by all she had said, overwhelmed with a sudden sexual attraction for my mother, I wanted to kiss her. I wanted to touch and feel her through her Halloween costume while kissing her. I wanted to strip her naked. I wanted to have sex with my mother. I wanted her to blow me. Hoping she'd allow me to strip her naked, have sex with her, and suck my cock, I continued pretending that I was her doctor instead of her son.

"Nurses wished they looked as beautiful, as shapely, and as sexy as you do in this nurse's costume," I said laying it on thick. "If you were my nurse, I'd love you to give me a sponge bath." Then, following her lead, I said what I'd never thought I'd say to my mother. "If you were my nurse, I'd strip you naked," I said pausing to watch her reaction to imagining me stripping her naked. Then, going for broke, I confessed what I sexually wanted to do to my mother. "If you were my nurse, I'd lick your pussy while fingering your pussy," I said.

As if I was a contestant on Groucho Marx's game show of old, You Bet Your Life, and said the magic word, swooning with my incestuous words, my mother melted in my arms. I waited for her to push me away. I waited for her to admonish me and even slap me across my face for saying what I said about wanting to lick and finger her pussy. Instead, she turned her head to look at me and smiled at my sexually inappropriate, lustful confession.

Just as I couldn't believe my mother said what she said, I couldn't believe that I reciprocated in kind and said what I said. How dare I talk like that to my mother? Yet, she didn't seem to mind me wanting to strip her naked and/or lick her pussy while fingering her pussy. If anything, she seemed sexually aroused.

Was she sexually teasing me? I couldn't tell. Was she soliciting me for incestuous sex? I didn't know. This was my mother and not some drunken, cougar of a whore that I picked up at a bar and who brought me home to her house.

"Thank you, Doctor," she said with a giggle and a wiggle of her shapely ass against my obvious erection.

In the way that she pressed and wiggled her shapely ass against my erection that tented my pants, when I grabbed and held her by the side of her hips, I could imagine fucking my mother doggie style. I'd love nothing more than to bend her over her bed, raise her nurse's costume, and pull down her panties and stick my stiff prick in her wet cunt. I'd love nothing more than to fuck my mother. I'd love nothing more than to hear and see my mother having a sexual orgasm.

* * *

Alone in the house with my mother while my sister, my aunt, and my cousin were still at work, this was it. This was my chance to see how far I could go with my mother. After what she said about what she'd do if I were her doctor, this was my engraved invitation, at the very least, to feel my mother through her Halloween costume. Perhaps, with me being a pretend doctor wearing a Halloween costume too, she'd allow me to strip her naked and have sex with her naked body. Maybe she'd even blow me.

'I'd love to feel her and touch her everywhere a son should never feel and touch his naked mother. I'd love to see my mother naked. I'd love to lick and finger her pussy,' I thought. 'I'd love to make love to her before fucking her hard and fast. I'd love to give her multiple, sexual orgasms with my fingers, my tongue, and my cock,' I thought. 'I'd love her to blow me.'

Pretending that I was a degenerate doctor and she was my naughty nurse, I took one, slow, sexual step at a time. Expecting her to stop me and while waiting for her to stop me, I moved my horny hands down and around my mother's shapely hips to see how far she'd allow me to touch and feel her shapely ass. Going where no son should ever go with his mother, I took a chance that she wanted me to touch and feel her through her Halloween costume as much as I wanted to touch and feel her through her sexy nurse's uniform.

What did I have to lose? Either she'd welcome my incestuous touches or she'd reject them. Maybe after she made the first sexual move in telling me that if I was her doctor she'd allow me to strip her naked, have sex with her, and blow me, that she was waiting for me to make the next incestuous move. If I didn't touch, feel, and grope my mother now, I'd surely regret not touching, feeling, and groping her later. If she rejected my incestuous advances, by touching, feeling, and groping whatever I could of her now, at least I'd have something to masturbate over later.

As if she was a woman other than my mother, daring myself to do so, I touched her ass. When she didn't stop me from touching her ass, I felt her ass. Then, when she didn't stop me from feeling her ass, I groped her ass as if I was a pervert on the subway. When she still didn't slap my hand away, I squeezed her ass and I slapped my mother's ass through her nurse's costume and panties. I couldn't believe that I was feeling, groping, squeezing, and slapping her shapely ass. I couldn't believe that she was allowing me to feel, grope, squeeze, and slap her shapely ass.

As if she was a sexy nurse instead of my morally, modest mother, I felt as if I was her depraved doctor sexually molesting her instead of her son sexually and inappropriately touching and feeling her. I couldn't believe that I had the audacity to have my wicked, sexual way with my mother's ass through her nurse's, Halloween costume. Shocked as much as I was sexually excited, I couldn't believe that my mother was allowing me to have my wicked, sexual way with her ass.

After having my inappropriate, sexual way with my mother's ass, I wondered if she'd allow me to have my inappropriate, sexual way with her breasts too. I'd love nothing more than to touch, feel, and fondle my mother's big tits through her Halloween costume. I'd love to finger her nipples through her bra.

Only, one step at a time, I didn't want to go too fast too soon. It was enough that I was having fun with my mother's ass. If I touched and felt her breasts too, she may reject me. She may put an end to my incestuous groping fun. It was one thing to touch and feel my mother's ass but sexually something else entirely to feel my mother's big tits too.

Having never touched my mother in such a sexually inappropriate way before, waiting and expecting her to do so, she surprised me when she didn't slap my groping hand away. Instead of discouraging my sexual touches, gropes, and feels, she encouraged my sexual touches, gropes, and feels. She obviously enjoyed being touched as much as I enjoyed touching her. Building up the courage to continue sexually assaulting my mother, I couldn't wait to touch and feel her big tits in the way that I was touching and feeling her firm ass.

As if I was fucking her from behind, she surprised me by encouraging me to touch and feel her even more by leaning forward and wiggling her ass to my touches, gropes, slaps, and squeezes. Obviously, my mother wanted me to continue feeling, groping, slapping and squeezing her ass through her sexy nurse's uniform as much as I wanted to feel, grope, slap, and squeeze her ass through her Halloween costume. My mother had such a firm, round, shapely ass. I loved feeling her sexy ass.

Encouraged to do so by her wiggling against my erection that tented my pants, I was tempted to move my horny hand under her costume to feel her panty clad ass and pussy. Encouraged to do so by her not stopping me by slapping my hand away, I was tempted to lift the back of her costume and push down her panties. If this was anyone else but my mother, we'd be having sex by now. Yet, this was my mother and I was making my sexual moves on uncharted ground.

I only wished I could touch and feel her breasts in the way that I was touching and feeling her ass. I love my mother's big tits. Yet, afraid to do so, I didn't want to prematurely spoil my fun. Tempted to reach around her, I'd love to unzip her uniform. I'd love to feel her big breasts and finger her emerging nipples through her bra. Only, not wanting to rush things and ruin my chances, I needed to take things slow.

'Oh, my God,' I thought. 'I don't believe this. My mother is obviously enjoying my feeling, groping, squeezing, and slapping her ass through her nurse's costume. I wonder if she'd allow me to feel her tits too through her Halloween costume.'

Then, taking my chance by seizing my opportunity, I went for broke, I moved my hands in front of her while staring over her shoulder at her exposed cleavage and at the huge impressions her breasts made in her costume. Going with the flow to see how far she'd allow me to go after she allowed me to feel her ass, I summoned the courage to feel her breasts through her Halloween costume. Slowly and carefully, as if I was a pickpocket lifting a wallet, I reached around her and touched her breast ever so stealthily and ever so gently before squeezing her big tit, first one and then the other.

I felt, cupped, fondled, and squeezed one breast before I felt, cupped, fondled, and squeezed her other breast. I couldn't believe I was feeling my mother's breasts. I couldn't believe my mother was allowing me to feel her breasts. In the way that I felt her ass, I felt her breasts. Moving my hands all over her big tits, I squeezed them, groped them, and fondled them.

When I felt her breasts, expecting her to slap my hand away from her tits in the way that I expected her to slap my hand away from her ass, she surprised me when she didn't. Moreover, I could tell by her breathing that my mother was as sexually excited as I was incestuously horny. After feeling her ass and now her breasts, I wondered what else she'd allow me to do. My imagination ran wild with all of the incestuous, sexual things that I'd love to do with my mother's beautiful body.

Expecting her to do so, I waited for her to put a stop to my incestuous groping. Then, when she didn't stop me, I continued feeling both her breasts with both my horny hands. As soon as her nipples made their appearances known by pushing against my palms, I felt her hard, erect nipples through her nurse's costume and bra with my fingertips. After feeling my mother's shapely ass through her Halloween costume, I couldn't believe I was feeling my mother's big tits while fingering her erect nipples, too.

* * *

'I don't believe this. I can't believe I'm feeling up my mother. I can't believe my mother is allowing me to touch and feel her in such a sexually inappropriate way,' I thought. 'I go from never having any sexual interaction with my mother to this. If it wasn't enough that she allowed me to touch, feel, grope, squeeze, and slap her ass, I can't believe she allowed me to feel her breasts while fingering her nipples through her nurse's costume and bra.'

Expecting her motherly admonishment, I expected her to slap my hand away from having my sexual way with her tits, in the way that I expected her to slap my hand away from having my sexual way with her ass. Only, in the way that she encouraged me to feel her ass by wiggling her ass against my erection, she encouraged me to feel her breasts by swaying as if she was dancing. Obviously aware that I was feeling her breasts in the way that she was obviously aware that I had felt her ass, she stared down at my hands feeling her big breasts while fingering her erect nipples through her costume and bra.

As if giving me not only her permission but also her approval to go where no son should ever go with his mother, she stared up at me and smiled. Obviously, my mother was aware what I was doing in feeling her ass and tits through her clothes. Obviously, my mother wanted me to feel her ass and tits through her Halloween costume as much as I wanted to feel her ass and tits through her sexy, X-rated nurses uniform.

Then, when I walked around her to face her, she turned the tables on me. If it wasn't enough that she allowed me to feel her ass and her tits, she surprised me by reaching her hand down and under my lab coat to grope my growing erection through my pants. My mother was feeling my cock through my pants. Something that I had always imagined her doing while masturbating over the sexual fantasy of having sex with my mother, I couldn't believe my mother was feeling my cock through my pants.

Sexually teasing me with her fingertips by fingering the head of my cock in the way that I sexually teased her by fingering her nipples through her costume and bra, she made me harder and hornier. As if taking hold of a cucumber in a supermarket, she took hold of my dick with her hand through my pants. She continued fondling my stiff prick through my pants. As if she was mapping my cock with her fingers, she traced the girth and the length of my erection.

In the way that I was feeling up my mother, my mother was feeling up me too. Even though she was my mother and I was her son, obviously what was good for the goose was good for the gander. As much as she obviously wanted me to touch and feel her and as much as I wanted her to touch and feel her, she obviously wanted to touch and feel me as much as I wanted her to touch and feel me.

1...34567...12