Sidney
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Sidney #1 free porn video
Sidney #1
An hour on the road, Jerry and Rock watched Sid's ass cheeks glimpsing as she walked ahead of them. The rain remained steady but decreasing winds helped. “You really banged her this morning”, Jerry giggled, “yeah, I fuck her as much as I can but I'm sure she could use more”. It opened the door for Jerry to say, “do you think I could do her, if you don't mind”? Rock knew he was already fucking her but replied, “she's your mother now ask her, she could use it. It wouldn't be the first time, she's had others since we got together”. Jerry grinned, Rock added “being a different kind of girl, the attention and chasing by others helps her being more female like”. Sid grinned hearing them. A rental cargo van passed them then stopped.
In minutes they were inside when Gary asked “where are you headed”, Rock, Sid and Jerry were in the rear behind a partition speaking through a small pass through answering “as far as we can go”. Gary laughed “I'm headed to Fort Worth about 3 hours from here, you're welcome to ride, I could use the company”. Out of Gary's view, Sid sat back smiling as she opened her thighs to Jerry. In seconds, he was laying between them suckling her cock as Rock and Gary chatted. “Your son”, Gary asked, Rock answered “hers”. They chatted as Sid fed Jerry a large cum load, replaced her panties and moved to sit behind Rock. Gary's eyes raised in the rear view mirror as he watched Sid's leg flash. She fidgeted intentionally as if trying to get comfortable giving Gary pantie flashes of a bright red crotch panel. In a short while, both Jerry and Rock laid back on the back packs to grab a nap as Sid took over chatting. She moved to the small opening, sat on her heels chatting then said “you like my panties”, Gary replied “what is there not to like”? Sid giggled, “my cock that's in them”.
Gary replied “OK, but I thought Jerry is your son”, she snickered “stepson”. “Damnnn”, he softly laughed “does he know”, “of course”, she answered. His eyes locked on her knees, he grinned “show me”, she giggled “panties are enough, it doesn't come out unless there is a reason”. Gary whispered “are they asleep”, she replied “like hibernating bears”. Gary slowed then eased the van on the road shoulder saying “put it right here” as he opened his mouth. She stood raising her hem as he shoved his face into her crotch! In a minute he was rolling her cum on his tongue as she sat back on her heels. The van eased back on the road, he grinned “sweet taste”. Sid grinned “that's what my son says”. An hour later, Gary pulled off the road waking them saying “pee break”, the guys told him they were good as Sid left with him. Rock grinned “she's giving him some, just as I told you. So, you need to step up”.
They arrived in Fort Worth, got an extended stay 2 bedroom efficiency Suite. They showered and Sid came out nude to lay on the bed and air dry. They both viewed her smiling as they saw her body with her cock hanging to the side, she grinned “play with it too much”. Before the could attack her she shouted “no! We need to buy me some cheap clothes to wear while we look for a place to live”. They soon shopped at Ross and found her several skirts, blouses, dresses, cheap bra's and panties in various colors. The guys also went to stores in the mall and got them clothes. Back at the room, Rock fucked her while Jerry showered, then Jerry fucked her while he showered. The ordered room service, ate discussing tomorrows rental search. She and Jerry left taking their clothing to use the onsite laundry then he left her to return in an hour.
She was bending awkwardly into a clothes basket, her thin dress snugged tight showing her high cut pantie lines and her hem raised high when she noticed a shadow behind her. She remained letting the shadow peep her then walked away not looking back. “I'm Norm, repairman checking the dryer's”, she heard and turned to see a Black male in his 30's behind her. They chatted as he worked viewing the overhead bright lights penetrating her dress revealing her bra and panties. She sat as he glimpsed her Gold/Black striped panties teasing her with light flirting. As she checked her clothes in a high dryer, he squeezed by her rubbing his swollen cock against her then opened a wide hidden door to get behind the machines. “Is that all you or is that a tool in your pocket”, Sid giggled. “The good Lord blessed me”, Norm answered. Sid giggled, he added “step around this door and I'll show you”. She faked embarrassment then joined him. Norm flopped his cock out, she gasped, he grinned “14 inches”. She turned her back to him saying “take my ass, can't go back to my room with a cunt full”. She heard him spitting in his hand before her swabbed her anal cleft.
Norm felt her anal ring expanding easily as his apple sized glans pressed into her. His shaft slid in feeling like an arm until his hairy crotch pressed against. He lifted her holding her up as he hunched into her. “Damn woman, you have an ass on you! Most would be crying by now”, he grunted. He fucked her 4 minutes, she hissed “seed me! My son will be back soon”. Norm humped into her another minute before she felt his cock spraying like a fire hose! He pumped cum into her until it dripped to the floor as he groaned. He sat her down just a minute before Jerry came in finding her sitting. Norm came out minutes later as they folded their, he spoke and left. Sid giggled loudly, Jerry laughed, “tell me you didn't” as he quickly groped her ass! “Oh yes you did”, he laughed “he must have shot a pint in you”. As they walked to the room he told her that Rock was going to bed and said she could sleep with him tonight.
Rock was in his room behind a closed door as they stripped nude in Jerry's. They lay on their sides facing, Sid grinned “J.P Morgan”, they giggled. Jerry slid down her torso, suckled her cock as she pulsed rich cum in his mouth. She came 3 times then pulled him up facing her asking “is it still Sweet Condensed Milk”, he smiled “sweeter, Mother”. She glowed replying, “many may have my pussy but my milk is for you only, not even Rock will have it”. Jerry smiled as she raised her knees to his shoulders, grasp his cock and balls saying “tonight you knot me”. His cock sank into her cum filled, loose asshole instantly. “Mother”, he hissed “it's...it's...I can't define it”! She flexed her anal tube answering, “I want to make you cum until you can't”. His eyes glazed as his cum raced through his shaft to glob into Norm's!
She let him rest, he asked “what kind of house do you want”, she replied “nothing fancy, something average, low profile with plenty of room inside”. He smiled, “what kind of car”, she grinned “a car too”, he grinned, “average..I've never had one”, she flexed her anal tube again, squeezing him gently. After a few more minutes, Jerry came again, groaning as he splashed wads inside her. He panted “Mother, let me out, those were extra strong, let me rest a while”, she smiled then pulled her slack asshole off him. “What else do you want Mother”, he asked? Sid grinned, “don't think bad of me but I'd love to have a steady supply of men to fuck. I may be a near nymphomaniac now, I've never felt so free to be me”, Jerry laughed “done, I'll arrange it”. She flashed disbelief, he added “and you're never going to have to work again”. Sid laughed “someone has to work for appearances”, he grinned “Rock can, you have to be my mother”. Jerry slid down her torso nipping her as he went until he sucked her glans into his mouth. This time he worked her, sucking, pulling, hand jerking her cock saying “fight me Mother, hold it in”. Sid fought, each time she was close, Jerry pinched her cock! “Oh son! I'm so backed up, I'll burst if you don't let it out”, she whimpered. In a minute she was on edge again, she hissed as he let her cum. “Sonny Boy, I'm passing”, she passed out before she could finish. Her cock continued spurting cum as she lay motionless! Five minutes later, he woke her, she grinned “that hasn't happened in more than a decade! Have Mercy, I have none left”!
Sid rolled on her back dragging him over her, placing her knees over his shoulders. His cock sank in her scum filled asshole, he stroked as she told him that in the future when the situation allows that he should fuck her as often as he chose. If his cock stiffened, he should take her, when ever, where ever at anytime or place, she didn't need any warning, or preparation, she was always ready to feed him or receive his cock. She would be accessible to him around Rock or anyone that he chose,she was his sex toy. Jerry nutted into her grunting loudly as his wads blew into her!
Time passed, Jerry had leased a 3 bedroom house with a full basement, a rear deck over the basement which had it's own lower entrance and patio. The backyard had 40ft long, 6ft high, side privacy fencing then Wire fencing surrounding the yard. A City Walk/Bike trail was 200ft off their property line in a scenic forest area often used by a nearby Military School and the local college students. Rock had lucked into a job as Crew Supervisor for a Covid Disinfectant Team for the school system which kept him away daily. Being in a suburban area, distance from neighbors gave them privacy. Mounting hidden micro camera's in and outside, Jerry had all rooms and surrounding property in high definition zoom view with audio. He had also placed several blurred face ad's featuring normal and blocked provocative pictures. The ad's basically listed her as a Trans Mother with a handicapped son looking for non committal encounters. Jerry monitored with her all responses, she selected, he responded. Just as he had promised, she had sources for men.
Knowing that trail activity was between 3:30 and dusk, she and Jerry were in the backyard walking around planning possible flower garden area's. She had on a cheap, sleeveless, Sky Blue with printed large flowers, above the knee casual shift. Sun light easily penetrated through it showing her high cut Black panties. Jerry monitored the trail as she leaned, paced, pointed and waved her arms showing width of a spot. One jogger noticed then ran off trail to stand at the privacy fence and observe them, “live one”, he quietly spoke. Sid bent forward placing a temporary marking rock flashing her lower ass cheeks, giggling. She stepped over a few feet then squatted placing another, Jerry grinning “he got a nice view”. She stood laughing, “I'll be glad when they deliver everything tomorrow”. The jogger heard them then ran away as they moved closer to the house. They were on the back deck just before dusk after having flashed 12 or so when another walked behind the privacy fence view up her dress as she stood chatting with Jerry. In a minute, he spoke, “he's jerking his cock”. Sid snickered, reached behind her, lifted her hem and scratched her ass cheek. Seconds later, the stranger came, splashing cum on the fence.
Rock was 15 minutes away, dinner was cooking as Jerry had her on the couch fucking her. He stroked into her slick asshole, she said “you have taken me nearly once every hour today, you are becoming such a young stud! I'm so proud of you”. Jerry smiled, “you inspire me being a wonderful mom and fantastic lover” as he came in her again throwing slugs of cum into her! He climbed off her, she grinned “you're having me much more than Rock”. Jerry dove his face into her crotch sucking her, she grinned “glutton, dinner is soon”, he chuckled “milk mom, I must have my milk”. Sid replied “yes son”.
Rock came, they ate while chatting about his day then went to chat on the couch. In an hour, Rock left for his shower and bed with Sid behind him. Almost 90 minutes later Jerry heard her showering then she came out in a sheer nightgown carrying a box. “You look different some how”, Jerry spoke, she grinned sitting the box down telling him it was her Medicines, supplements, hormones, Botox and collagen. “I injected my face but I need you to inject me also, which means we can only cuddle tonight but you can have my Sweet Tit when you chose”. She opened a zippered pouch holding marked, filled syringes. He injected her tits, hips, ass cheeks she said “give me double shots in my cheeks to add some weight and jiggle”. He reviewed his work and smiled, she found a small syringe saying “this one is special, it's to plump my anal ring. It will protrude like plump cunt labia between my cheeks”. Jerry grinned “really, how large”, she smiled “it's up to you! Inject me, look and if you want more to show, inject more”. He injected her, she checked herself snickering “cute, but inject more”. When they agreed she stood viewing her butt then said “perfect”! Normally standing and walking, nothing was revealed, but to side lean, bend or squat her cheeks opened showing a long set of labia like lips almost the length of her anal cleft. Jerry giggled, “now that's pussy”!
It was 11am, they were sitting at a public water fountain 20 ft off the Walking Trail waiting for their 1st encounter from her ad. She had on a Strawberry Blond wig like her ad photos, a short red tube skirt, a white thong and white short sleeve T shirt, on one of two facing arm less wooden benches with back slats. Kirk ran up in shorts and T Shirt, glanced as he sipped water asking “Amber”? Sidney smiled then spread her thighs wide flashing her thong, she grinned “don't mind him, his Attention Deficit has him locked into his cell”. Kirk sat beside her not knowing that Jerry was controlling their outdoor cam to zoom in on them. Jerry got up walked to the trail without looking back, eyes on his cell recording them. There was minutes of chat until Sid reached inside his shorts groping Kirk and in a minute, she laid to her side sucking his cock as she flashed her ass toward the cam. Kirk reached over groping her ass, then finger probing her anal cleft. Jerry zoomed in viewing his fingers stretching her newly plumped ass cunt with her thong band aside. She stood up then sat on his cock with her back to him then turned side saddle, feet on the seat, thighs wide facing the cam. Jerry captured his beer can sized cock appearing pale between her thick, red ass cunt lips. She rode him, lifting and dropping, his cock glistening with cum that Jerry had squirted inside her. In 3 minutes he saw Kirk hunch upward as she squirmed. Kirk flooded her as she leaned back showing his embedded cock with cum oozing around his shaft. In a minute, she eased off him, dripping cum until she sat beside him. They chatted a minute then Kirk jogged away. Jerry walked back grinning “awesome! I got it all”, she giggled “my son, the voyeur”.
They were home inspecting their yard makeover supplies, Sid had changed from “Amber” into a worn, tattered barely below her hips, over sized, faded Sunburst print T shirt, tennis shoes, a ball cap and work gloves. She was bending forward exposing her cum wet thong, Jerry said “he's back, the fence sprayer”. She walked, squatted as if counting, thighs spread flashing her full frontal panel as Jerry spoke, “he's leaving”. The young man jogged the trail past the privacy fence then jogged their way. At the fence he shouted, “plant those 18 inches apart”. They walked over, chatted then Sid invited him in. Vince explained he spent years working with a ground keeper but now attended college and jogged the full trail once a week. He walked with them giving them planting advice until Jerry said “y'all figure it out, call me when you're ready” then ran inside. “My son tolerates gardening and my boyfriend is good for nothing when it comes to home”, she said. Kirk immediately flirted as they walked until they stood under the high deck sipping canned drinks. “You look too good for him to find you good for nothing”, Kirk grinned, she flirted back “tell him”. They walked to the wall leaned back against it and Kirk groped her tits. Sid smiled then turned her back to him as she groped his crotch. In seconds she had his cock out guiding it under her T Shirt into her wet ass. He thrust rapidly as she braced her hands on the wall! In minutes, Kirk was lifting his heels as his cum jetted into her! Eight wads flew into her then he started rush fucking her again. He rammed for 3 minutes, then stood on his toes as he sent more slugs of cum inside her! Minutes later his cock fell from her and cum gushed out of her like thick milk falling to the patio floor! He soon left, she told him to stop by on his next run.
Jerry came out viewing the cum puddle as she said “must have been a while for him, I thought he'd never stop cumming”.
Jerry took her inside then immediately fucked her. Sid giggled as he humped her “messy pussy, you like it”? Jerry grinned “I like every thing you do”. He dumped his cum into her then sucked her cock. They went back outside actually working, before they were done for the day, 3 more guys had stopped by with advice. All 3 had left after depositing cum inside her also. She showered, changed, prepared dinner and was fresh when Rock came home. After dinner, Jerry had an online game friend come to visit for the first time. He and Ken had played against each other and as partners every since they moved there. They were in the basement on a 50 inch TV playing internet games when Sid came down to meet Ken. She walked past the screen with it's light penetrating her thin Hawaiian style, multi colored dress with printed Palm trees, her Orange thong exposed through it. “Awwwe Mother, you blocked our view”, Jerry groaned then introduced them. They chatted then she left them, “Damn Dude, your mom is a milf”, Ken spoke. “Step Mom! She's OK I guess”. Ken was endlessly talking about her until Jerry stopped him saying “you're too worked up! I said Step Mom because, she ain't no woman”. Ken was dumbfounded, he added, “Ken, she's a Trans, a Dick Girl. Not saying anything against her, she's a good person but female, she's not”. “You're shitting me”, Ken spoke, “nope”, Jerry grinned, “female or not, I'd fuck her until pigs could fly”, Ken giggled. Jerry laughed, “go for it, I don't have any skin in that game, you may get lucky! I don't think her boyfriend is giving her enough”. Ken giggled, Jerry said “you want her attention, flirt with her about her sexy butt”. Sid was upstairs listening.
Sid came down with refreshments, Jerry made excuses constantly leaving them alone. After several times, Ken gave him the signal for privacy then Jerry faked a private call and went up stairs. In seconds Ken had her bent over the couch fucking her! He rabbit fucked her, thrusting at high speed stroking into cum that Rock had just fucked into her! He came quickly, machine gunning cum into her! He pulled free and Sid went up the stairs grinning at Jerry who stood having watched them on house cams. He came down saying “if you got her, I don't need to know and keep it to yourself! Rock can be a jealous and stop you from visiting”. Ken left saying “my lips are sealed”. Jerry fucked her that night, she said “6 or 7, I lost count”? He smiled “not nearly enough”.
Sid had countless numbers of one time encounters and in time Jerry had set up “regulars” for her. Her schedule was Monday-Friday, 10 am-11:30 am, 5 different men each day at a specific time at different places on the Trail. Most gave her double quickies, dumping 2 cum loads into her. Her regulars were 25 men, dumping 50 loads weekly. In addition, Jerry had online friends coming by, one nightly dumping a load in her and all but Ken thought she was female. Rock was unaware of her regulars, yet knew she was fucking Jerry's friends. The weekends were usually family time reserved for Rock and Jerry.
It was Saturday evening, Sid was leaned on Rock's shoulder, his arm thrown behind her neck when Jerry walked in smiling. “He's coming to stock up”, Rock chuckled as Jerry sat beside her, she laid on her side pulling her dress hem up exposing her bare ass. Jerry reached between her thighs, pulled her cock through then dove his face to suckle her cock. Rock felt her slightly tremble, he grinned “he's getting it already”? Sid giggled, “I'm so use to it, I'm always a flow point for him” In a minute she softly panted splashing cum inside his mouth. She moaned “Mmmmmm, he's hungry wanting more”. Rock snickered, “how much”, she started panting again “he's probably going to empty me since Willie is coming by”. Willie was Rock's team mate that had visited a few times and wanted to fuck her. According to Rock he had a cock as big and long as his forearm with a massive glans the size of Rock's fist. In confidence Rock had told him that she was a Trans and he wanted to watch him fucking her. Jerry was getting his fill knowing he had to stay clear and out of sight later. “Oh...Oh...Oh....Son, you got it all, Mother is dry Baby”, Sid hissed loudly. Jerry sat up grinning, Rock spoke “right on time! Sid needs to get ready, he will be here in an hour”.
Jerry was monitoring them from in his room. Sid walked in wearing a White, Halter Top Lace Mini Baby Doll with matching White Open Back panties. Her body was fully revealed showing brown aureoles and swollen nipples as she walked to sit side saddle on Rock's lap. Willie watched as she kissed Rock passionately! Rock reached to his side as the kiss ended, grasp a hidden jar of lubricant, she took it and lubricated Rock's hand then kissed him again. Her thighs spread as his hand slid under her. Jerry zoomed a cam viewing her as she laid deeper against Rock exposing her ass as his hand probed her anal cleft. “Damn! Pussy, just like pussy”, Willie shouted! Rock's hand easily slid into her then he pulled it out, shoved it back into her. Willie stood, stripped below his waist then sat back slowly jerking his monster cock. Rock pumped his hand in and out of her loose asshole making wet squishing sounds. In a minute, Jerry saw her prolapse beginning to show, rolling in and out an inch. Rock pulled his hand out leaving her swollen ass bud, open gaped saying “give him some pussy Babe”.
Sid walked to Willie, stood over his lap with her feet at his hips facing him. Hands on his shoulder, she lowered her asshole on his cock, it slid in with her sinking down. Using her thigh muscles, she lifted and dropped fucking him. “hot Mutha Fucking Damn”, Willie hissed! She rode him 3 minutes, he bellowed loudly and Rock saw cum gushing down his shaft like white paint! “Best Damn cunt I ever had”, he grunted! In a minute he was shifting Sid on her back, folding her thighs back then thrusting into her deeply! He fucked her without mercy as she giggled loudly! Rock moved directly behind them peering to see her asshole stretching and rolling out as he plummeted her! After 5 minutes of ramming into her, Willie roared like a lion as he slugged cum into her again! In minutes he d**g his cock out of her, they saw her asshole gaped open, stretched long and covered in foam like cum. Willie shoved his face into her, eating, cleaning, sucking loudly! He hissed “Jesus” as she began pushing her prolapse outward! They watched as it rolled out, flowering, glistening until it bulged. “Holy Moly”, Willie hissed, “that's over a foot long”! Rock grinned, “yeah Babe, it's below your knees! It's like a red tail longer than your normal hem length”, Sid laughed! She stood up letting them view it, then shook her hips making it swing. She sat beside Rock, knees gaped showing it saying “it will take a minute but I'll get it back inside”. Jerry watched and listened as Willie begged to come back and have her again.
After he left she said “are you going to start sharing me on a regular basis, I don't mind but only on weekends. Through the week I have to be Jerry's Mom”. Rock smiled, “not to much, I just thought some variety would do you good”.
An hour on the road, Jerry and Rock watched Sid's ass cheeks glimpsing as she walked ahead of them. The rain remained steady but decreasing winds helped. “You really banged her this morning”, Jerry giggled, “yeah, I fuck her as much as I can but I'm sure she could use more”. It opened the door for Jerry to say, “do you think I could do her, if you don't mind”? Rock knew he was already fucking her but replied, “she's your mother now ask her, she could use it. It wouldn't be the first time, she's had others since we got together”. Jerry grinned, Rock added “being a different kind of girl, the attention and chasing by others helps her being more female like”. Sid grinned hearing them. A rental cargo van passed them then stopped.
In minutes they were inside when Gary asked “where are you headed”, Rock, Sid and Jerry were in the rear behind a partition speaking through a small pass through answering “as far as we can go”. Gary laughed “I'm headed to Fort Worth about 3 hours from here, you're welcome to ride, I could use the company”. Out of Gary's view, Sid sat back smiling as she opened her thighs to Jerry. In seconds, he was laying between them suckling her cock as Rock and Gary chatted. “Your son”, Gary asked, Rock answered “hers”. They chatted as Sid fed Jerry a large cum load, replaced her panties and moved to sit behind Rock. Gary's eyes raised in the rear view mirror as he watched Sid's leg flash. She fidgeted intentionally as if trying to get comfortable giving Gary pantie flashes of a bright red crotch panel. In a short while, both Jerry and Rock laid back on the back packs to grab a nap as Sid took over chatting. She moved to the small opening, sat on her heels chatting then said “you like my panties”, Gary replied “what is there not to like”? Sid giggled, “my cock that's in them”.
Gary replied “OK, but I thought Jerry is your son”, she snickered “stepson”. “Damnnn”, he softly laughed “does he know”, “of course”, she answered. His eyes locked on her knees, he grinned “show me”, she giggled “panties are enough, it doesn't come out unless there is a reason”. Gary whispered “are they asleep”, she replied “like hibernating bears”. Gary slowed then eased the van on the road shoulder saying “put it right here” as he opened his mouth. She stood raising her hem as he shoved his face into her crotch! In a minute he was rolling her cum on his tongue as she sat back on her heels. The van eased back on the road, he grinned “sweet taste”. Sid grinned “that's what my son says”. An hour later, Gary pulled off the road waking them saying “pee break”, the guys told him they were good as Sid left with him. Rock grinned “she's giving him some, just as I told you. So, you need to step up”.
They arrived in Fort Worth, got an extended stay 2 bedroom efficiency Suite. They showered and Sid came out nude to lay on the bed and air dry. They both viewed her smiling as they saw her body with her cock hanging to the side, she grinned “play with it too much”. Before the could attack her she shouted “no! We need to buy me some cheap clothes to wear while we look for a place to live”. They soon shopped at Ross and found her several skirts, blouses, dresses, cheap bra's and panties in various colors. The guys also went to stores in the mall and got them clothes. Back at the room, Rock fucked her while Jerry showered, then Jerry fucked her while he showered. The ordered room service, ate discussing tomorrows rental search. She and Jerry left taking their clothing to use the onsite laundry then he left her to return in an hour.
She was bending awkwardly into a clothes basket, her thin dress snugged tight showing her high cut pantie lines and her hem raised high when she noticed a shadow behind her. She remained letting the shadow peep her then walked away not looking back. “I'm Norm, repairman checking the dryer's”, she heard and turned to see a Black male in his 30's behind her. They chatted as he worked viewing the overhead bright lights penetrating her dress revealing her bra and panties. She sat as he glimpsed her Gold/Black striped panties teasing her with light flirting. As she checked her clothes in a high dryer, he squeezed by her rubbing his swollen cock against her then opened a wide hidden door to get behind the machines. “Is that all you or is that a tool in your pocket”, Sid giggled. “The good Lord blessed me”, Norm answered. Sid giggled, he added “step around this door and I'll show you”. She faked embarrassment then joined him. Norm flopped his cock out, she gasped, he grinned “14 inches”. She turned her back to him saying “take my ass, can't go back to my room with a cunt full”. She heard him spitting in his hand before her swabbed her anal cleft.
Norm felt her anal ring expanding easily as his apple sized glans pressed into her. His shaft slid in feeling like an arm until his hairy crotch pressed against. He lifted her holding her up as he hunched into her. “Damn woman, you have an ass on you! Most would be crying by now”, he grunted. He fucked her 4 minutes, she hissed “seed me! My son will be back soon”. Norm humped into her another minute before she felt his cock spraying like a fire hose! He pumped cum into her until it dripped to the floor as he groaned. He sat her down just a minute before Jerry came in finding her sitting. Norm came out minutes later as they folded their, he spoke and left. Sid giggled loudly, Jerry laughed, “tell me you didn't” as he quickly groped her ass! “Oh yes you did”, he laughed “he must have shot a pint in you”. As they walked to the room he told her that Rock was going to bed and said she could sleep with him tonight.
Rock was in his room behind a closed door as they stripped nude in Jerry's. They lay on their sides facing, Sid grinned “J.P Morgan”, they giggled. Jerry slid down her torso, suckled her cock as she pulsed rich cum in his mouth. She came 3 times then pulled him up facing her asking “is it still Sweet Condensed Milk”, he smiled “sweeter, Mother”. She glowed replying, “many may have my pussy but my milk is for you only, not even Rock will have it”. Jerry smiled as she raised her knees to his shoulders, grasp his cock and balls saying “tonight you knot me”. His cock sank into her cum filled, loose asshole instantly. “Mother”, he hissed “it's...it's...I can't define it”! She flexed her anal tube answering, “I want to make you cum until you can't”. His eyes glazed as his cum raced through his shaft to glob into Norm's!
She let him rest, he asked “what kind of house do you want”, she replied “nothing fancy, something average, low profile with plenty of room inside”. He smiled, “what kind of car”, she grinned “a car too”, he grinned, “average..I've never had one”, she flexed her anal tube again, squeezing him gently. After a few more minutes, Jerry came again, groaning as he splashed wads inside her. He panted “Mother, let me out, those were extra strong, let me rest a while”, she smiled then pulled her slack asshole off him. “What else do you want Mother”, he asked? Sid grinned, “don't think bad of me but I'd love to have a steady supply of men to fuck. I may be a near nymphomaniac now, I've never felt so free to be me”, Jerry laughed “done, I'll arrange it”. She flashed disbelief, he added “and you're never going to have to work again”. Sid laughed “someone has to work for appearances”, he grinned “Rock can, you have to be my mother”. Jerry slid down her torso nipping her as he went until he sucked her glans into his mouth. This time he worked her, sucking, pulling, hand jerking her cock saying “fight me Mother, hold it in”. Sid fought, each time she was close, Jerry pinched her cock! “Oh son! I'm so backed up, I'll burst if you don't let it out”, she whimpered. In a minute she was on edge again, she hissed as he let her cum. “Sonny Boy, I'm passing”, she passed out before she could finish. Her cock continued spurting cum as she lay motionless! Five minutes later, he woke her, she grinned “that hasn't happened in more than a decade! Have Mercy, I have none left”!
Sid rolled on her back dragging him over her, placing her knees over his shoulders. His cock sank in her scum filled asshole, he stroked as she told him that in the future when the situation allows that he should fuck her as often as he chose. If his cock stiffened, he should take her, when ever, where ever at anytime or place, she didn't need any warning, or preparation, she was always ready to feed him or receive his cock. She would be accessible to him around Rock or anyone that he chose,she was his sex toy. Jerry nutted into her grunting loudly as his wads blew into her!
Time passed, Jerry had leased a 3 bedroom house with a full basement, a rear deck over the basement which had it's own lower entrance and patio. The backyard had 40ft long, 6ft high, side privacy fencing then Wire fencing surrounding the yard. A City Walk/Bike trail was 200ft off their property line in a scenic forest area often used by a nearby Military School and the local college students. Rock had lucked into a job as Crew Supervisor for a Covid Disinfectant Team for the school system which kept him away daily. Being in a suburban area, distance from neighbors gave them privacy. Mounting hidden micro camera's in and outside, Jerry had all rooms and surrounding property in high definition zoom view with audio. He had also placed several blurred face ad's featuring normal and blocked provocative pictures. The ad's basically listed her as a Trans Mother with a handicapped son looking for non committal encounters. Jerry monitored with her all responses, she selected, he responded. Just as he had promised, she had sources for men.
Knowing that trail activity was between 3:30 and dusk, she and Jerry were in the backyard walking around planning possible flower garden area's. She had on a cheap, sleeveless, Sky Blue with printed large flowers, above the knee casual shift. Sun light easily penetrated through it showing her high cut Black panties. Jerry monitored the trail as she leaned, paced, pointed and waved her arms showing width of a spot. One jogger noticed then ran off trail to stand at the privacy fence and observe them, “live one”, he quietly spoke. Sid bent forward placing a temporary marking rock flashing her lower ass cheeks, giggling. She stepped over a few feet then squatted placing another, Jerry grinning “he got a nice view”. She stood laughing, “I'll be glad when they deliver everything tomorrow”. The jogger heard them then ran away as they moved closer to the house. They were on the back deck just before dusk after having flashed 12 or so when another walked behind the privacy fence view up her dress as she stood chatting with Jerry. In a minute, he spoke, “he's jerking his cock”. Sid snickered, reached behind her, lifted her hem and scratched her ass cheek. Seconds later, the stranger came, splashing cum on the fence.
Rock was 15 minutes away, dinner was cooking as Jerry had her on the couch fucking her. He stroked into her slick asshole, she said “you have taken me nearly once every hour today, you are becoming such a young stud! I'm so proud of you”. Jerry smiled, “you inspire me being a wonderful mom and fantastic lover” as he came in her again throwing slugs of cum into her! He climbed off her, she grinned “you're having me much more than Rock”. Jerry dove his face into her crotch sucking her, she grinned “glutton, dinner is soon”, he chuckled “milk mom, I must have my milk”. Sid replied “yes son”.
Rock came, they ate while chatting about his day then went to chat on the couch. In an hour, Rock left for his shower and bed with Sid behind him. Almost 90 minutes later Jerry heard her showering then she came out in a sheer nightgown carrying a box. “You look different some how”, Jerry spoke, she grinned sitting the box down telling him it was her Medicines, supplements, hormones, Botox and collagen. “I injected my face but I need you to inject me also, which means we can only cuddle tonight but you can have my Sweet Tit when you chose”. She opened a zippered pouch holding marked, filled syringes. He injected her tits, hips, ass cheeks she said “give me double shots in my cheeks to add some weight and jiggle”. He reviewed his work and smiled, she found a small syringe saying “this one is special, it's to plump my anal ring. It will protrude like plump cunt labia between my cheeks”. Jerry grinned “really, how large”, she smiled “it's up to you! Inject me, look and if you want more to show, inject more”. He injected her, she checked herself snickering “cute, but inject more”. When they agreed she stood viewing her butt then said “perfect”! Normally standing and walking, nothing was revealed, but to side lean, bend or squat her cheeks opened showing a long set of labia like lips almost the length of her anal cleft. Jerry giggled, “now that's pussy”!
It was 11am, they were sitting at a public water fountain 20 ft off the Walking Trail waiting for their 1st encounter from her ad. She had on a Strawberry Blond wig like her ad photos, a short red tube skirt, a white thong and white short sleeve T shirt, on one of two facing arm less wooden benches with back slats. Kirk ran up in shorts and T Shirt, glanced as he sipped water asking “Amber”? Sidney smiled then spread her thighs wide flashing her thong, she grinned “don't mind him, his Attention Deficit has him locked into his cell”. Kirk sat beside her not knowing that Jerry was controlling their outdoor cam to zoom in on them. Jerry got up walked to the trail without looking back, eyes on his cell recording them. There was minutes of chat until Sid reached inside his shorts groping Kirk and in a minute, she laid to her side sucking his cock as she flashed her ass toward the cam. Kirk reached over groping her ass, then finger probing her anal cleft. Jerry zoomed in viewing his fingers stretching her newly plumped ass cunt with her thong band aside. She stood up then sat on his cock with her back to him then turned side saddle, feet on the seat, thighs wide facing the cam. Jerry captured his beer can sized cock appearing pale between her thick, red ass cunt lips. She rode him, lifting and dropping, his cock glistening with cum that Jerry had squirted inside her. In 3 minutes he saw Kirk hunch upward as she squirmed. Kirk flooded her as she leaned back showing his embedded cock with cum oozing around his shaft. In a minute, she eased off him, dripping cum until she sat beside him. They chatted a minute then Kirk jogged away. Jerry walked back grinning “awesome! I got it all”, she giggled “my son, the voyeur”.
They were home inspecting their yard makeover supplies, Sid had changed from “Amber” into a worn, tattered barely below her hips, over sized, faded Sunburst print T shirt, tennis shoes, a ball cap and work gloves. She was bending forward exposing her cum wet thong, Jerry said “he's back, the fence sprayer”. She walked, squatted as if counting, thighs spread flashing her full frontal panel as Jerry spoke, “he's leaving”. The young man jogged the trail past the privacy fence then jogged their way. At the fence he shouted, “plant those 18 inches apart”. They walked over, chatted then Sid invited him in. Vince explained he spent years working with a ground keeper but now attended college and jogged the full trail once a week. He walked with them giving them planting advice until Jerry said “y'all figure it out, call me when you're ready” then ran inside. “My son tolerates gardening and my boyfriend is good for nothing when it comes to home”, she said. Kirk immediately flirted as they walked until they stood under the high deck sipping canned drinks. “You look too good for him to find you good for nothing”, Kirk grinned, she flirted back “tell him”. They walked to the wall leaned back against it and Kirk groped her tits. Sid smiled then turned her back to him as she groped his crotch. In seconds she had his cock out guiding it under her T Shirt into her wet ass. He thrust rapidly as she braced her hands on the wall! In minutes, Kirk was lifting his heels as his cum jetted into her! Eight wads flew into her then he started rush fucking her again. He rammed for 3 minutes, then stood on his toes as he sent more slugs of cum inside her! Minutes later his cock fell from her and cum gushed out of her like thick milk falling to the patio floor! He soon left, she told him to stop by on his next run.
Jerry came out viewing the cum puddle as she said “must have been a while for him, I thought he'd never stop cumming”.
Jerry took her inside then immediately fucked her. Sid giggled as he humped her “messy pussy, you like it”? Jerry grinned “I like every thing you do”. He dumped his cum into her then sucked her cock. They went back outside actually working, before they were done for the day, 3 more guys had stopped by with advice. All 3 had left after depositing cum inside her also. She showered, changed, prepared dinner and was fresh when Rock came home. After dinner, Jerry had an online game friend come to visit for the first time. He and Ken had played against each other and as partners every since they moved there. They were in the basement on a 50 inch TV playing internet games when Sid came down to meet Ken. She walked past the screen with it's light penetrating her thin Hawaiian style, multi colored dress with printed Palm trees, her Orange thong exposed through it. “Awwwe Mother, you blocked our view”, Jerry groaned then introduced them. They chatted then she left them, “Damn Dude, your mom is a milf”, Ken spoke. “Step Mom! She's OK I guess”. Ken was endlessly talking about her until Jerry stopped him saying “you're too worked up! I said Step Mom because, she ain't no woman”. Ken was dumbfounded, he added, “Ken, she's a Trans, a Dick Girl. Not saying anything against her, she's a good person but female, she's not”. “You're shitting me”, Ken spoke, “nope”, Jerry grinned, “female or not, I'd fuck her until pigs could fly”, Ken giggled. Jerry laughed, “go for it, I don't have any skin in that game, you may get lucky! I don't think her boyfriend is giving her enough”. Ken giggled, Jerry said “you want her attention, flirt with her about her sexy butt”. Sid was upstairs listening.
Sid came down with refreshments, Jerry made excuses constantly leaving them alone. After several times, Ken gave him the signal for privacy then Jerry faked a private call and went up stairs. In seconds Ken had her bent over the couch fucking her! He rabbit fucked her, thrusting at high speed stroking into cum that Rock had just fucked into her! He came quickly, machine gunning cum into her! He pulled free and Sid went up the stairs grinning at Jerry who stood having watched them on house cams. He came down saying “if you got her, I don't need to know and keep it to yourself! Rock can be a jealous and stop you from visiting”. Ken left saying “my lips are sealed”. Jerry fucked her that night, she said “6 or 7, I lost count”? He smiled “not nearly enough”.
Sid had countless numbers of one time encounters and in time Jerry had set up “regulars” for her. Her schedule was Monday-Friday, 10 am-11:30 am, 5 different men each day at a specific time at different places on the Trail. Most gave her double quickies, dumping 2 cum loads into her. Her regulars were 25 men, dumping 50 loads weekly. In addition, Jerry had online friends coming by, one nightly dumping a load in her and all but Ken thought she was female. Rock was unaware of her regulars, yet knew she was fucking Jerry's friends. The weekends were usually family time reserved for Rock and Jerry.
It was Saturday evening, Sid was leaned on Rock's shoulder, his arm thrown behind her neck when Jerry walked in smiling. “He's coming to stock up”, Rock chuckled as Jerry sat beside her, she laid on her side pulling her dress hem up exposing her bare ass. Jerry reached between her thighs, pulled her cock through then dove his face to suckle her cock. Rock felt her slightly tremble, he grinned “he's getting it already”? Sid giggled, “I'm so use to it, I'm always a flow point for him” In a minute she softly panted splashing cum inside his mouth. She moaned “Mmmmmm, he's hungry wanting more”. Rock snickered, “how much”, she started panting again “he's probably going to empty me since Willie is coming by”. Willie was Rock's team mate that had visited a few times and wanted to fuck her. According to Rock he had a cock as big and long as his forearm with a massive glans the size of Rock's fist. In confidence Rock had told him that she was a Trans and he wanted to watch him fucking her. Jerry was getting his fill knowing he had to stay clear and out of sight later. “Oh...Oh...Oh....Son, you got it all, Mother is dry Baby”, Sid hissed loudly. Jerry sat up grinning, Rock spoke “right on time! Sid needs to get ready, he will be here in an hour”.
Jerry was monitoring them from in his room. Sid walked in wearing a White, Halter Top Lace Mini Baby Doll with matching White Open Back panties. Her body was fully revealed showing brown aureoles and swollen nipples as she walked to sit side saddle on Rock's lap. Willie watched as she kissed Rock passionately! Rock reached to his side as the kiss ended, grasp a hidden jar of lubricant, she took it and lubricated Rock's hand then kissed him again. Her thighs spread as his hand slid under her. Jerry zoomed a cam viewing her as she laid deeper against Rock exposing her ass as his hand probed her anal cleft. “Damn! Pussy, just like pussy”, Willie shouted! Rock's hand easily slid into her then he pulled it out, shoved it back into her. Willie stood, stripped below his waist then sat back slowly jerking his monster cock. Rock pumped his hand in and out of her loose asshole making wet squishing sounds. In a minute, Jerry saw her prolapse beginning to show, rolling in and out an inch. Rock pulled his hand out leaving her swollen ass bud, open gaped saying “give him some pussy Babe”.
Sid walked to Willie, stood over his lap with her feet at his hips facing him. Hands on his shoulder, she lowered her asshole on his cock, it slid in with her sinking down. Using her thigh muscles, she lifted and dropped fucking him. “hot Mutha Fucking Damn”, Willie hissed! She rode him 3 minutes, he bellowed loudly and Rock saw cum gushing down his shaft like white paint! “Best Damn cunt I ever had”, he grunted! In a minute he was shifting Sid on her back, folding her thighs back then thrusting into her deeply! He fucked her without mercy as she giggled loudly! Rock moved directly behind them peering to see her asshole stretching and rolling out as he plummeted her! After 5 minutes of ramming into her, Willie roared like a lion as he slugged cum into her again! In minutes he d**g his cock out of her, they saw her asshole gaped open, stretched long and covered in foam like cum. Willie shoved his face into her, eating, cleaning, sucking loudly! He hissed “Jesus” as she began pushing her prolapse outward! They watched as it rolled out, flowering, glistening until it bulged. “Holy Moly”, Willie hissed, “that's over a foot long”! Rock grinned, “yeah Babe, it's below your knees! It's like a red tail longer than your normal hem length”, Sid laughed! She stood up letting them view it, then shook her hips making it swing. She sat beside Rock, knees gaped showing it saying “it will take a minute but I'll get it back inside”. Jerry watched and listened as Willie begged to come back and have her again.
After he left she said “are you going to start sharing me on a regular basis, I don't mind but only on weekends. Through the week I have to be Jerry's Mom”. Rock smiled, “not to much, I just thought some variety would do you good”.
Alessandra
- 28.12.2020
- 21
- 0
