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My Mother Hired a Male Stripper, #2

Story Info
Jimmy impersonates a male stripper at aunt’s 40th party.
6k words
4.36
3.1k
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2

Part 2 of the 2 part series

Updated 05/23/2024
Created 05/18/2024
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My Mother Hired a Male Stripper, #2

Jimmy impersonated the male stripper who cancelled his aunt's 40th birthday party.

My Mother Hired a Male Stripper, rewritten and continued from chapter #1:

I saw the list of the names that my mother invited to the party. Absent-mindedly, she left the list on the dining room table. Including my mother, Susan, and her best friend, Briana, and, of course, my aunt, Maureen, the guest of honor, she invited her sister's two best friends, Carol, and Nikki, too.

Surprised that she invited my grandmother, not thinking that she'd want to attend a party where there was a stripper, yet, it was her daughter's 40th birthday party. She not only invited my 65-year-old grandmother, Joan, but also, she invited her 65-year-old best friend, Mary, too. Lastly, she invited our longtime, family friend, Natalie, to attend.

Eight drunken, horny, and sexually aroused older, big breasted women, my dream women to dick flash all at the same time agreed to attend. Except for Brianna, who only had B cup breasts, all of the other women, who'd attend the birthday party for my aunt, had C cup, D cup, and even double D cup breasts. Considering myself an expert in women's breasts, I'm able to tell women's bra cup sizes with just a glance.

Fortunately for me, able to play the role of a stripper more convincingly, I have a big dick, a full nine inches when fully erect. With not any of the women knowing or suspecting that I was so equipped, without doubt, they'll think of me as the real stripper instead of an imposter. Hopefully, they'll pay more attention to my stiff cock than to my covered face.

Even though, one time or another, I've played with myself over the imagined thoughts of dick flashing them all, none of them have ever seen my big dick, not even my mom.

I couldn't wait to show them all my big cock, especially my mother. Curious for their reactions, the sexual anticipation of flashing eight women my hard, erect prick, gave me a constant erection.

I hope that all goes as planned. I hoped that no one recog-nized me. Including my mother, especially my mother, they'd all be seeing my erect, naked cock tonight. Something diffi-cult for me to wrap my head around and something, while daring myself to go through with doing it, I couldn't believe that I was going to impersonate a stripper.

If all goes as planned tonight, after the party, I'll be masturbating over exposing myself to all of them for the rest of my horny life. Hopefully, allowing me to do what strippers do, I hoped that they'd willingly and consensually allow me to touch them, feel them, and fondle them through their clothes. I hoped they'd allow me to remove their tops, blouses, and bras to expose their naked breasts. While hoping that they would, I could not wait for them to see, touch, feel, fondle, stroke, suck, and/or fuck my cock.

My biggest concern, I hoped that no one would prematurely recognize me. Some-thing that would ruin my plan to dick flash them and, hopefully, have sex with them, I decided not to talk for fear that they'd recognize my voice and know that it was me posing as the stripper. Best that I play it cool, not rush anything, and allow the women to take the lead. The last thing that I wanted was for anyone to know that it was me impersonating the stripper.

# # #

With my mother, hopefully, not knowing that I'm her son dressed as a stripper fireman, I wondered what her reaction would be to her seeing my naked prick. I couldn't wait to dick flash my mother my naked, erect prick. I couldn't wait for her to see my cock.

Would she look? Would she stare? Or with her being the morally modest mother, the church going and God-fearing woman that she is, would she look away in shame, embarrassment, and disdain?

Even more than just dick flashing her, would she allow me to touch her, feel her, and fondle her through her clothes. I didn't know. I had no idea what my mother would do when seeing my naked prick, especially after having a few drinks and while being teased and coerced by the other women.

Taking it a step further, would she allow me to undress her? Would she allow me to remove her blouse and her bra? Would she allow me to have my way with her naked breasts and erect nipples?

Even more than that, would she take my prick in her hand and stroke me? Not believing that she would but hoping she did, would she take me in her mouth and suck me? Something that I've imagined dozens of times while masturbating myself, I've always imagined my MILF of a mother stroking me while sucking me.

'I'd love my mother to give me a blowjob. I'd love to watch her staring up at me with her big, blue eyes while my prick stretched her mouth,' I thought. 'I'd love to put a gentle hand behind my mother's blonde, pretty head. I'd love to hump her mouth and fuck her face. With her not knowing that it's me, I'd love to cum in her beautiful mouth and watch her swallow my cum.'

# # #

Again, hopefully, with my aunt not knowing that it was me posing as a stripper, I wondered what her reaction would be to seeing my erect, naked cock. Would she look? Would she stare? Or would she look away in shame, embarrassment, and disdain?

More than just dick flashing her, would she allow me to touch her, feel her, and fondle her through her clothes. I'd love to feel her huge, double D, cup breasts through her blouse and bra. Would she allow me to undress her?

In the way that I'd love to do with my mother, I'd love to do with her sister. I'd love to remove my aunt's blouse and bra. I'd love to see her enormous, naked breasts and erect nipples. I'd love to touch, feel, and fondle her huge breasts while fingering her erect nipples.

Not stopping there, would my aunt take my prick in her hand and stroke me? Not believing that she would but hoping that she did, would she take me in her mouth and suck me? I didn't know. With her the birthday girl and this party for her, I had no idea what my aunt would do when seeing my erect cock.

'I'd love my aunt to give me a blowjob. I'd love her to suck my cock,' I thought. 'I'd love to put a gentle hand behind my aunt's red, pretty head. I'd love to hump her mouth and fuck her face. I'd love to cum in her mouth.'

Finally, not stopping with just my mother and my aunt, I wondered what my grand-mother's reaction would be to seeing my huge member. Would she allow me to touch her, feel her, and fondle her through her clothes. Would she allow me to undress her? Would she allow me to remove her blouse and bra to expose her naked, sagging breasts? Would she allow me to touch, feel, and fondle her big tits while fingering her erect nipples?

Would she take my prick in her elderly hand and stroke me? Not believing that she would but hoping that she did, would she take me in her mouth and suck me? Again, I didn't know. I had no idea what my grandmother would do when seeing my big dick. No doubt, with my grand-father dying years ago, it's been years since she's had a prick in her hand and/or in her mouth.

'As much as I'd love my mother and my aunt to suck my cock, I'd love my grandmother to give me a blowjob, too,' I thought. 'I'd love to put a gentle hand behind her gray head. I'd love to hump her mouth and fuck her face while she stared up at me with her brown eyes and my big dick stretched her mouth. I'd love to cum in her mouth and watch her swallow my cum.'

# # #

Then, if imagining dick flashing with my mother, my aunt, and my grandmother wasn't enough, I wondered what the reactions of their five friends would be to seeing my naked, erect cock. Something hard for me to wrap my head around, I hoped to flash them all my big dick. I couldn't wait for all eight, drunken, and horny women to see my stiff prick.

I couldn't wait to dick flash my mother's best friend, Brianna. She's so pretty. I couldn't wait to dick flash my aunt's best friend's Carol and Nikki. Nikki has huge breasts. I couldn't wait to dick flash my grandmother's best friend, Mary. I couldn't wait to dick flash our longtime, family friend, Natalie.

Would they look? Who would stare? Or would they all look away in embarrassment, shame, and disdain? I didn't know. I had no idea. I only hoped that they'd all want to see my naked prick as much as I wanted to show them my big dick.

While hoping that they did, would they allow me to touch them, feel them, and undress them? Would they allow me to remove their blouses and bras to have my way with their naked breasts and erect nipples while they had their way with my naked prick? Giving them something to masturbate over later, I'd love to see, touch, feel, and fondle all of their big tits while fingering and sucking their nipples.

Would they take me in their hands and stroke me? Would they take me in their mouths and suck me? Would they remove their skirts, their panties, and fuck me? I had no idea. I hoped they would. I couldn't wait to see their reactions to them seeing my prick.

'Something that I hoped wasn't just a sexual fantasy, I'd love my mother's, my aunt's, my grandmother's, and our family friend to give me blowjobs,' I thought. 'I'd love to cum in all of their mouths.'

Not only will they be seeing my erect, naked cock tonight, hopefully, instead of just looking, they'll all be taking me in their hands to stroke me, suck me, and maybe even fuck me. I could only imagine what it would be like to have sex with not only my mother but also with my aunt and my grandmother, too. I could only imagine what it would be like to have sex with my mother's best friend, my aunt's two best friends, my grandmother's best friend, and/or our family friend.

Overwhelmed with horniness and lustful desire, never have I been as sexually excited as I was with the anticipation of pretending that I'm a male stripper. I couldn't wait to strip myself naked in front of them. I couldn't wait for them to see my naked, erect cock. I couldn't wait to see their reactions to seeing my big dick. I would wait to see what they'd do to me and what they'd allow me to do to them.

# # #

My Mother Hired a Male Stripper, #2

Unbelievably, with no one recognizing him, Jimmy played his part as a stripper dressed as a fireman.

The night of the party, I told my mother that I'd be out late with friends. Instead, I waited a couple of hours for them to have a couple glasses of wine before I showed up at my front door pretending to be the stripper. In full fireman gear, even with an axe, I wore a mask that covered my face, and a fireman's helmet with a clear visor, too.

I didn't want to spoil the fun by someone recognizing me before I could strip myself naked and expose my erect, naked prick to everyone. If I did nothing else, that was the least that I wanted to do. I wanted everyone to see my erect, naked cock. I couldn't wait for all eight women, including my mother, especially my mother, to see my big dick.

As soon as I appeared at the front door and rang the doorbell, I heard my mother announce me.

"Oh, my," she said, playing along. "I hope there's not a fire. There's a fireman at the front door," she said with a laugh while looking through the window.

Passing my first test, with her expecting a stripper dressed as a fireman, and with her not recognizing me, my mother opened the door and escorted me to the living room. Eight screaming and cheering women were all excited to see me. I put my axe in the corner of the room while ready to dance with the women.

# # #

With music playing in the background, I couldn't wait to dance with every woman, including my mother, especially my mother. First, I danced with my aunt, the birthday girl. My first-time dancing with my mother's sister, with her not having a clue that it was me, her nephew, she felt good in my arms.

While dancing with her, not allowing this opportunity to pass me by and daring myself to do so as if I was a real stripper, I took liberties with her fully clothed body. Making her my first victim, something that I had always wanted to do, I felt, fondled, and squeezed her shapely ass through her short skirt and panties. Her firm ass felt good in my hands.

Then, something that I couldn't wait to do, I fondled her huge, bra clad breasts through her blouse and bra. I couldn't believe that I was inappropriately touching and feeling my aunt everywhere that I had imagined doing when masturbating myself. Her gigantic breasts filled my entire, big hand.

Daring myself to do so while curious to see what she'd do if I did, I lifted her skirt to her waist to expose her panty clad ass and pussy. With her not stopping me by trying to pull her skirt down, I felt her panty clad ass. Then, I reached around in front of her and cupped her pussy through her panties. As if I owned my aunt's pussy, I had her panty clad cunt in the palm of my horny hand.

Then, I slid a slow and deliberate finger along her pussy slit. I rubbed her clit through her panties. Again, instead of slapping my hand away, my aunt laughed. As if I was her husband, her boyfriend, or her lover, I couldn't believe she allowed me to have my sexual way with her beautiful body. I couldn't believe she allowed me to masturbate her through her panties.

Then, putting my costume to the test, again, surprised that she didn't recognize me, having never danced with her before, I danced with my mother. With them all more than a little drunk, I did the same with her as I did with my aunt. Again, daring myself to do so while not allowing this opportunity to pass me by, I felt, squeezed, and fondled her ass through her short skirt and panties. Her firm ass felt so good in my hand.

Then, not stopping there and daring myself to do so, I felt and fondled her big breasts through her blouse and bra. As I did with my aunt, I did with my mother and would hopefully do with everyone else. I lifted her skirt to her waist and felt and squeezed her ass through her panties before reaching around the front of her to cup her panty clad pussy. I couldn't believe that I had my mother's panty clad cunt in the palm of my hand.

Finally, with her not stopping me, pushing down her skirt, slapping my hand away, or pushing me away, I slid a slow and deliberate finger along her pussy slit while rubbing her clit. If it wasn't enough that my aunt allowed me to touch and feel her in such an inappropriate sexual way, I couldn't believe my mother allowed me to do that, too. In the way that I had masturbated my aunt through her panties, I rubbed my mother's clit through her panties. I'll be masturbating over touching and feeling my aunt and my mother later.

I couldn't believe that my modestly moral, church going, and God fearing mother, Sister Susan, allowed me to lift her skirt to her waist. I couldn't believe I had felt my mother's ass and cupped her pussy through her panties while sliding a slow finger along her pussy slit. In the way that my aunt allowed me to have my sexual way with her, I couldn't believe my mother allowed me to have my sexual way with her, too.

Daring myself to do the same with my grandmother as I did with her daughters, while dancing with her, I felt her ass through her skirt and her panties. Then, I felt, fondled, and squeezed her breasts through her blouse and bra. Finally, with her not stopping me or pulling down her skirt, as I did with my aunt and my mother, I lifted her skirt to her waist and felt my grandmother's panty clad ass.

Then, reaching around to the front of her, again, daring myself to do so, I cupped her pussy through her panties. I couldn't believe that I held my grandmother's panty clad cunt in the palm of my horny hand. Then, while sliding a slow and deliberate finger along her pussy slit, I rubbed her clit through her panties. I masturbated my grandmother, too.

# # #

Taking turns with the five other women, I danced and groped my mother's best friend, my aunt's two best friends, my grandmother's best friend, and our family friend. I felt fondled and squeezed their asses through their skirts and panties. I felt their breasts through their blouses and bras.

Then, with them not stopping me, I lifted their skirts to their waists. I felt their asses through their panties before reaching around them to cup their pussies through their panties. I slid slow and deliberate fingers along their pussy slits. I rubbed their clits through their panties.

While leaving my mask and helmet on, I stripped away my jacket, my shirt, and my pants. Dressed in only my briefs, sexually teasing them, I walked in front of each woman with a huge erection bulging in my underwear. When I walked to my aunt, surprising me, she reached inside of my underwear, wrapped her manicured fingers around my big dick, and pulled out my prick to the excited cheers of the women.

"Stroke his cock. Stroke his cock. Stroke his cock," chanted the women, including my mother.

All eight women, including my mother, especially my mother, saw my erect, naked prick. Now that every woman had seen my big dick, not allowing this opportunity to pass me by, daring myself to do so, I stuck my hand down my aunt's blouse and inside of her bra. I touched, felt, and fondled her huge, naked breasts. I fingered her erect nipples as she slowly stroked my cock. Then, shocking me, not expecting her to do what she did, she leaned forward and took me in her mouth.

"Suck his cock. Suck his cock. Suck his cock," chanted the women, including my mother.

'My aunt is blowing me. I couldn't believe that she's sucking my cock,' I thought.

# # #

With her not slapping my hand away, I couldn't believe that I felt my aunt's ass and cupped and fingered her pussy through her panties. Again, with her not stopping me, I could believe that I felt her naked breasts and fingered her erect nipples. I couldn't believe she stroked my cock. Difficult to wrap my head around it, I couldn't believe Auntie Maureen took me in her mouth and sucked my prick. Not wanting to prematurely cum, I moved away from my aunt.

Then, while filled with trepidation and sexual anticipation, I hoped that my mother would do the same as her sister. When I stepped in front of my mother, shocking me, and showing me the whore that she truly was, to the excited cheers of all the women, she pulled my underwear down and off. Except for my helmet and my mask, I was naked in front of everyone, including my mother, especially in front of my mother.

Following her sister's lead, she allowed me to stick my horny hand down her blouse and inside of her bra to fondle her naked breasts while fingering her erect nipples. Not allowing this opportunity to pass me by, I pinched, pulled, turned, and twisted my mother's erect nipples to her delight. I continued feeling and fondling my mother's naked breasts while she stared down at my naked prick.

"Stroke his cock. Stroke his cock," chanted all of the women.

Then, obediently obeying them, something that I'll be masturbating over for the rest of my life, my mother took my erect, naked prick in her hand to slowly, and lovingly stroke me before she took me in her mouth to suck me. My mother stared up at me while blowing me. Something that I had masturbated over her doing for years, she was sucking my cock. Stroking me faster and stroking me harder, determined to make me cum, my mother wanted me to cum in her mouth.

"Suck his cock. Suck his cock," chanted her friends.

I couldn't believe that I touched, felt, and fondled my mother's naked breasts while fingering her erect nipples. I couldn't believe that she not only saw my naked, erect prick but also, she took me in her hand and stroked my cock. Then, when she took me in her mouth and sucked me, I wanted to cum in her mouth. Yet, again, not wanting to cum prematurely, I had lots of other women to sexually service first.

By the shocked look on my grandmother's face, with her not expecting me to do that, I moved to my grandmother, next. As big of a whore as were her two daughters, as soon as I stuck my hand inside of her blouse and bra to fondle her naked breasts and finger her erect nipples, she took my big dick in her hand. She smiled up at me while stroking me. My grandmother was giving me a hand job while I had my way with her naked tits.

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