This follows on from my first story, I got writers block and didn't know how to move the story forward the way I liked but hopefully this has rejuvenated my dirty mind to continue this story
Since my first gay experience at the sex shop, not much has happened, I've been back and forth there, Claire has helped me get some sexy clothing and sex toys and we chatted about how great that evening was. I talked to Gary a few times, wank chatted over cam but not much. But the few months from them events I had started to train my ass with a dildo, completely shaved, lost some of my belly fat, but kept my curvy figure as best I could. Claire even started me on high doses of estrogen tablets which gave my little man boobs a bit more volume and looking more breast like which I loved. The days I could be free I dressed in the school uniform feeling sexy, shoving a butt plug up my ass and gooning to Hypno porn and cumming in my panties.
My wife never knew, we stopped having sex a long long time ago so I was free to femanize my body and she wouldn't notice.
We were young teenagers in love and we fucked like rabbits, I'm the only one she's been with so my 4 inch cock seemed to please her. She got pregnant with Stacey first, now 20 then our two sons Darren 18 and Joel 17 and having three kids, our sex lives took a back seat and we never got it back.
Anyhow, one morning I woke up seriously horny, my wife was just leaving for a weekend away with our daughter and my two sons were out with their mates drinking and they said they'd be back in the morning. I had nothing on but to chill. I wanted cock badly though but I wanted something new, different, not just your normal gay meeting like I already had and finally I had near enough a full day to myself.
I've read posts about men making a makeshift glory hole, posting online and a random man comes in, fucks them and leaves without saying a word and I thought to myself, I want to give that a go. I also wanted to record myself on my end of the glory hole, to see what i look like getting pounded.
So I posted on a gay online forum I use, detailing my glory hole idea with Instructions to use the side door into the utility room. I had a big heavy bench I could use to bend over while getting fucked, I hung some makeshift curtains up to make a screen in the room so when entering through the door all that could be seen is my ass sticking out through the gap in the curtain's.
I had a good shower and shave, cleaned my ass out ready for that anonymous strangers cock to penetrate.
I then put on my school uniform, nice thigh high socks, panties, blouse and bra and my red head wig. I know it was only my ass on show but I wanted to feel the complete package, I even used some of my wife's bright red lipstick and mascara.
I had two replies to my advert, another married man 43 years old with a nice looking 6-7 inch cock and I thought that would be a nice size easing in my glory hole idea, I simply messaged him to come over at 9pm and to use the side door and I'll be ready.
The second message was a bit more vague, he said he was 18 and curious, no pictures but he said he had a slightly bigger cock and wanted to experience a sissys ass for the first time. I thought about it while finishing off my glory hole room and I said to myself
"Fuck it! Never had a young cock before, why not?"
I messaged him to come around at half nine to give the first bloke half a hour to have his way with me.
About ten to nine I was ready, I unlocked the door and walked behind the curtain, I set my phone on in the corner facing were I would be bending over, capturing every moment.
My last idea was to stop me from backing out, I got some rope and tied my ankles around the legs of the table as tight as I could so I couldn't move. I put a big blanket and cushions on the table so I could rest comfortably and then all I had to do was wait.
I still had Ten minutes until it was 9pm and it felt like a lifetime. Nerves were getting to me, my hands shaking and my breathing was getting fast.
Just after nine I heard a car door close, the silence of the room was killing me, laying there, ass in the air through the curtain's. I took some deep breathes to calm the nerves then the door opened and closed.
Nerves were racking through my body but also excitement, my little cock was already half hard in my panties.
Then I felt a hand caress my ass, instantly my cock was rock hard. Butterflies rose up through my stomach.
"Oh aren't you a good girl" he said as he slide his hand up my skirt.
I let out a little moan as he caressed more of my ass.
"Yes sir" I replied
I heard him pump a few loads of lube I left on the side for him to use.
He wasn't hanging around either as my skirt got lifted up and my panties got moved to one side and a finger started to slide inbetween my butt cheeks, making them sloppy with lube as he teased a finger around my wanting hole.
Then he slowly slide a finger in my ass, nice and slow until it was all in, I started to moan a little as he slide a second finger in, swirling his two fingers around in my ass, he knew what he was doing when he started to massage my prostate, making me moan again
"Mmmmm yes, yes sir that's nice" I said as he started to slide his fingers in and out, each time rubbing my prostate as my ass got slacker and slacker.
Not long after he stopped and I heard him pull his zip down. Eagerly waiting there I heard him open the box of condom's I left on the side, a few squirts of lube and the next thing I know his rock hard cock was teasing my ass as I moaned for his cock in me.
He lined up and eased the head of his cock in my ass, I let out a little moan as he slid further in, it didn't take long for his length to be in me, were he stayed for what seemed like an eternity as my ass got used to being filled, then he slowly slid back out. Grabbing my hips, his cock was nearly out when he thrust his cock hard in my ass, I let out a yelp and screamed "fuck"!
Then again he nearly slid it all out when he thrust back in again and I let out another involuntarily scream.
"There's a good girl, scream for daddy" he said as he thrust in me again.
My ass was starting to burn as he plowed on, getting faster and faster.
I couldn't help but moan and then encourage him screaming "fuck yes harder harder" as my ass started to get used to his cock.
"Theres a good slut" he said as he grabbed my belt around my skirt and fucked faster.
I looked into my phone screen recording me, biting my lip and panting as behind me all I saw was the curtains moving back and forth every time he slid in me.
My little cock was yearning to be touched, half limp my panties soaked with pre cum, bouncing back and forth with his thrusting.
It wasn't long before he gave a few hard thrusts and let out a loud moan as I felt his cock pulsate in my hole, throbbing against my prostate as he let his load go, filling up his condom. He left his cock in while it was still hard as he caressed my ass telling me how great that was and how much of a good girl I am.
Finally his cock started to go limp and slid it out of my ass, I could feel my anus pulsating as he slide my panties back in place and pulled my skirt over my arse, then I heard the door open and close and he was gone.
I lay there, head in the cushions catching my breath.
My ass sore from that pounding, my panties soaking wet with my limp cock and pre cum. I was desperate to touch my cock, make it hard and cum in my panties.
As I caught my breath and rose to put my hand under my skirt the door opened again.
I froze as I forgot I arranged that teen lad to come over afterwards. The door seemed to of been open for a while, I lay there thinking if he was being cautious and unsure what to do, then I heard the door close.
Then shock hit me as I heard numerous voices behind the curtain.
I wasn't sure how many lads were behind the curtain but I panicked and in my panic I started to try and move but obviously I tied my ankles up!
A voice spoke up as they grouped my ass
"Oh babe don't worry, we're going to take good care of you, aren't we boys?"
I heard three more voices behind the curtain all agreeing with him.
My eyes wide open with shock, my heart pounding at the thought of what I have done, one cock yes but four cocks taking turns pounding me? Then I realised two voices sounded familiar. Oh no I thought, is that my two sons and their mates? What have I let myself in for as I cursed under my breath.
But it was too late, I already heard what I guessed was trousers dropping to the ground. Numerous hands groping my ass, a few hard slaps made me scream which seemed to please the lads.
I felt my skirt being pulled up and my panties stretched to one side, revealing my freshly fucked ass.
"Damn! Looks like this slut has already been used tonight" one exclaimed
"Just means she's ripe for our cocks, doesn't it boys"
"I can't wait to fuck my own sissy dad" Darren my son said.
The curtains stayed closed though as he drizzled some lube and he was soon pushing his hard head in my ass.
It felt wrong, my own son sticking his cock up me but I was so turned on though, he felt big too which also made me feel a tad proud that I made a son with a big cock.
He grabbed my hips and slid in.
"Oh my god" I exclaimed
My ass spread so wide with raw young cock, I couldn't help but moan and moan
"Oh fuck oh fuck" I repeated
"Oh fuck mommy, you're so tight" Darren said "talk dirty to me! Call me son" he demanded
"Oh yes son, fuck mommy hard" I replied.
He was relentlessly fucking my ass though, I buried my head in a cushion as he plowed on, screaming into the cushion when his cock hit the right spot.
It wasn't long until he couldn't hold it in though.
"Oh fuck I'm gonna cum in you mommy" he shouted as his pace increased
"Cum in mommy! I want to feel your cum in my ass son"
Then I felt his cock pulsate as he came bursting through the curtain, flopping on my back and grabbing me tightly as he held his big cock in my ass. His warm cum spurting up my ass, it felt so hot as we both panted with exhaustion.
He slid his raw cock out as his cum was dribbling out of my ass and down my leg.
Then the curtains got ripped open fully,
I was shocked when Joel came over, cock out, I looked behind and their other two mates had their cocks out too. Nice sized all of them, young and eager.
"Open wide mommy" as Joel grabbed my head and shoved his cock in my mouth.
I had no choice as he forced it in and so I started sucking my other sons cock.
He started to moan as I swirled my tongue around his fresh young cock.
"Oh yes mommy suck me good"
I grabbed the shaft of his cock and started to stoke him as I made his cock nice and wet.
Now my ass was free, it was quickly replaced by his mate Carl, my ass was nicely lubed with Darren's cum so it was easy for Carl to slide in, slightly smaller cock but it still felt so good as my ass squelched everytime he pounded my ass.
He was already overexcited as he was going like a rabbit on me, Joel seemed to get overzealous too as suddenly he grabbed my head, trying to force his big cock down my throat, grabbing my head as he started to face fuck me.
I was trying to breath the best I could through my nose but he was relentlessly shoving his cock down my throat, I tried to push away but he just forced my hands away, then Carl grabbed my arms, pinning them behind my back as he plowed into my ass.
It wasn't long though before they both let loose, first in my ass, already full of cum off my son, it was soon added to as his cock pulsated and spurted his hot cum in my ass. Then Joel shoved his cock as hard as he could down my throat and let out a long moan as I felt his cock twitch and cum hit the back of my throat. I gagged and choked, I tried to swallow but it was oozing out the side of my mouth and I even snorted cum out of my nose.
He gave in and let me go as I coughed and caught my breath, cum dribbling out, tears in my eyes, my head seemed foggy and disoriented. My legs shaking and weak.
Darren untied my ankles and I tried to stand but my legs were like jelly.
He grabbed me from behind, his hands groping my body, all of them in fact were still lusting over me.
Alex was the last mate of the group, he came up to me and passionately kissed me, cleaning up Joel's cum off my face.
"Your son's cum tastes so good, you should be so proud" he said
I suddenly realised Alex was my son's gay mate that used to come over after school.
He seemed to of grown so much bigger since the last time I seen him, fully shaven body and very muscular.
"Mmmm you're so hot in your school uniform, let's lay you down and have a good look at that body underneath"
Darren picked me up and lay me on my back on the table.
Their hands groping my little breasts as they unbuttoned my blouse, pulled my bra down and Darren started sucking my nipples until they were erect. Alex on the other side continued to passionately kiss me while lifting my skirt up, grabbing my half erect penis through my soaking panties and wanking me off. I moaned as my 4 inch cock got erect straight away but within a minute my body shook as I came in my panties.
"There's a good mommy" Alex had said as he moved down the table, he slid my panties off, trying to keep as much cum in them as possible and came back up to me, turning them inside out and smoothering my cum filled panties in my face.
"Eat it up you slut" he demanded as I started to eat my own panties, my hot gooey cum going down my own throat, then he shoved the panties down my throat, leaving half of them hanging out my mouth as clenched down and sucking on them.
He then proceeded to lift my legs up, forcing them behind my head. It was so uncomfortable, Darren and Joel held my legs back, my ass raising upwards Alex put two fingers expertly up my ass, instantly I knew what he was doing, two fingers up stoking my prostate.
I moaned straight away, I loved my prostate being massaged, my mouth full didn't stop me moaning as Carl was playing with my cum covered cock and my sons were enjoying groping my little pert breasts.
Alex started going faster and faster on my prostate, with all the hands and attention my body was getting felt amazing.
Alex stopped fingering me and readied he hard cock.
It looked massive from my point of view, my legs and hips aching though, still being held behind my head.
He got his cock and slapped my limp wet cock with it, then teased it between my ass cheeks.
Again he knew what he was doing, sliding his cock straight in, my ass slack and full of lube and cum and he just seemed to hit all the right spots with every thrust.
My wet panties still in my mouth muffling my moans and screams. Joel and Darren let go of my legs as they flopped to the side and Alex took over holding them wide open, Darren took my panties out of my mouth and soon replaced them with his once again hard cock in my mouth. My hands got floppy limp wet cocks placed in them and they soon got hard as I wanked them off the best I could.
Alex was in full swing now, he must've been 8inches maybe slightly more and thick, it was definitely the biggest I've ever had in me and it felt great! I couldn't believe I could fit something so big in me.
I could feel my little half erect cock dribbling with cum and flopping back and forth with every thrust.
Darren had enough of me trying to suck his cock and positioned my head over the end of the table, pulled my head backwards Darren shoved his cock back in my mouth, I willingly opened as wide as I could as he fucked my face, his big sweaty balls slapping off my eyes, it didn't take long for me to gag, slapping my face and getting aggressive "take my cock you slut" he yelled.
My eyes watering and mounds of saliva dribbling out the side of my mouth.
Every thrust form Alex made me muffle a scream from my full mouth.
Darren held my head back until my neck was shooting with pain, suddenly thrusting faster and faster then let out a massive groan as his load shot down my throat.
I choked, I started wriggling my body, my arms and legs trying to breath. Alex just pinned my legs to either side as he continued his fucking. It felt like I was going to suffocate, unable to breath, trying my best to swallow another hot load and breath, cum forcing itself out of the side and snorting down my nose again.
Then he slid his sticky cock out of my mouth, I jerked myself forward, gasping for breath, cum spluttering and spitting out of my mouth, down my chin and drooling onto my small tits.
Alex was still going to town on my ass and he didn't seem to be slowing down.
I wiped my eyes with my hand to clear saliva and cum to get a clearer look at alex' muscular body pounding me.
Now my mouth was free the moans and mumbling I was doing with Darren's cock in my mouth got replaced with
"Fuck yes" "oh my god oh my god"
"Yes yes fuck that feels so good"
I flopped my head back again as I felt Joel's and Carl's rock hard cocks put in my hands again. They were nice and wet as I went to town with my tired arms wanking them off.
Carl didn't last long again as he took his cock out of my hand, let out another long moan and spunked a couple of spurts of cum on my face. I opened my mouth and swirled his cum around with my tongue and sucked some down my throat. Then Joel took his cock and loudly spurted his cum on my little tits.
Alex had lifted my legs straight up together now, still with my thigh high cotton stockings on, arms wrapped around them tightly, my small cock and balls squeezed together between my thighs.
I could feel he was close, he became animal frenzied pounding my ass.
"Oh shit oh shit" I said as my eyes rolled around my head. Grabbing my cum covered tits and pulling at my hard nipples.
His cock prounding my ass for what seemed like an eternity,
My prostate feeling so orgasmic with his cock, then an almighty "aaaaaaaah" as he slammed his cock deeply for the last time in me, his cock felt like it expanded even thicker in my ass, pulsating as gush after gush of cum squirted up my ass.
It felt like someone shoved a super soaker up my arse and squirted pump after pump up me, already having a few loads of cum in me, I honestly felt like my stomach was feeling full off a good dinner but instead of food it was all this young teen cum filling me up.
Alex stayed in me holding my legs up still as he wanked my little cock hard again and it wasn't long until I spunked on myself.
His cock now slowly shrinking in me, I felt him slip out along with a load of cum then my ass closed up again with all the lads cum full in me.
Alex being Alex happily spread my shaking legs apart, knelt down and cleaned up my cum, smoothering his lips with my cum then moving up passionately kissing me with my own cum.
I lay there exhausted, limp, full of cum, feeling like jelly as my son's and mates buttoned up ready to leave.
Then the side door opened again, my wife, daughter and her boyfriend walked through the door.
Another shock of the night for me as panic once again struck me hard, but Vicky came over to me, my face a mess, my little breasts poking out of my tight bra, my limp wet cock.
"Don't worry babe, we know your secret"
"I'm right behind you and happy that you're letting your inner desires come out"
She grabbed my face with a warm soft hand and gave me a passionate kiss.
Tasting the last of mine and our son's cum on my lips.
"I love you babe" she said
I smiled and told her I loved her too.
"Just chill, get yourself cleaned up and we'll chat later"
As she, Stacey and her boyfriend walked out the room.
My son's bid me farewell along with Carl to go back out to the pub.
Alex put his number in my phone and told me to message him later as he had something planned that I'd really enjoy, then left me to it.
Twenty minutes later I finally dragged myself up, stripped off and showered.
Limping to my bedroom with my sore ass, I could hear loud moaning and screaming coming from my daughter's room. The door slightly ajar, I peeked through the gap to see my daughter riding her boyfriend, then I peeked to the other side of the door to find my wife sitting on his face.
Secretly I was turned on as my little cock got hard straight away under my dressing gown. I left them to it as I went into my bedroom next door.
I lay on the bed, listening to the moans and screams of my wife and daughter taking turns getting fucked.
Half an hour later my wife walks in, butt naked, sweating and drying cum between her legs and got into bed with me.
Grabbing my hand and shoving it between her wet moist legs and kissing me.
What transpired was my wife knew all along.
Claire from the sex shop told her, what I didn't know was they knew each other form school and got talking about me and me getting fucked earlier in the year.
Vicky told her it actually really turned her on and to "encourage me" to keep experimenting and let my femanine side out.
She knew my passwords and kept an eye on my accounts, she told our son's and daughter and came up with a plan to help me out and when the right situation appeared, to take advantage of it, that's how we got to today.
I've just been gang fucked by my own son's and my wife and daughter have just had a threesome with her boyfriend.
As I lay there, with my hand nice and warm between my wife's wet legs and her head resting on my small breasts falling asleep, it felt strange and even slightly wrong but I felt so great and I just wanted more!