Notes To: Young Shemale With Mature Woman free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
NOTES for story; “Young shemale with Mature Woman”
These are notes to the story entitled “Young shemale with mature woman”. Therefore, you’ll need to read said story to properly understand these enticing notes.

Wife and young Ben have been enjoying each other’s company for three days now. Freely walking around naked at our cottage and pond. Ben is finally relaxing about the size of his privates as you’ll recall his penis is only 2.5 inches when erect and his ball sack is tiny. Fortunately, he shaves his pubic hair otherwise my wife would have a hard time giving his privates a good examination. Ben appreciates how she admires and very much enjoys looking at his penis and balls, clearly not caring about their lack of size. Wife appreciates how Ben is now comfortable around her and how he can hold an erection for hours at a time, may be a small erection, but a rock hard one nonetheless.

She’s absolutely blown away by Ben’s ejaculations, specifically the force of his sperm shots and the volume, she feels as though he must have a hollow leg to store so much sperm. No complaints from her, she loves it. She can’t get over how much Ben loves staring at her mature body with her big, floppy breasts, little extra in her waist that jiggles, facial wrinkles, wide hips, no thigh gap. At 45EE-36-45 and exactly 40 years his senior as he’s 14 and she’s 54 when then started their teasing affair the flattery she feels via his penetrating stares gets her sexual juices flowing!

For example, on their second day of being nude with each other after they’d given each other a slow, but ever so relaxing full body massage with lavender massage oil, Ben was lying on his back with my wife tenderly running her nails over his small, but adorable and perfect balls until he just unloaded shooting a sperm load to rival any porn star.
First shot of sperm landed on his right eye, fortunately he was able to close his eye in time. Second shot on his lips and cheek. Third one on his chin and neck. Several more landed on his chest until by the 9th or 10th shot it was a little squirt. Wife loved all the sperm!

She leaned in and using her fingers rolled most of the sperm away from his eye then leaned over his eye and proceeded to suck and lick his closed eye clean of his sperm. Next, she licked his lips to remove his sperm from them. Both were laughing at this point, realizing she loved such a massive sperm deposit all over himself from such a compact and small penis and balls. Between their deep tongue kisses she told him “there’s an old saying, good things come in small packages. Your penis and balls are just perfect”! Ben loved hearing that!

She then lied down beside Ben and using her fingers collected the sperm off of his face, neck and chest making sure not to lose much of his precious cargo as she called them and she rubbed his sperm into her pussy lips. Ben loved seeing her very large pussy lips (about 3 inches in length, very thick as well) glistening with his sperm. She also rubbed some inside her vagina as her vagina opens up when she’s excited, giving Ben an excellent view!

Ben made 3 other generous sperm deposits that day, one on my wife’s pubic hair, one on her face and a final one landing on her butt cheek. Good time by all! In between him blasting his sperm all over her they’d wrestle, run, frolic and play wildly in the pond. Wife even inserted some g****s into her vagina and had Ben remove them, then they shared the g****s with her vaginal juices glistening all over every g****.

Ben stayed overnight, slept with my wife in her bed. They got up, had a shower together with each one washing and towel drying the other, had breakfast and headed to the pond. Teased each other, had many laughs for the morning, then they lied on some large beach towels still wet and facing each other.

As per usual young Ben had his ‘tiny, perfect penis’ standing at attention the whole time, all 2.5 inches of it, wife loved how it looked though. She never thought she’d like such a small penis and tiny balls, but they were the ultimate turn on to her!

As they kissed, she moved her hand over to his privates, slowly sliding her nails over his balls then moving her index finger under his foreskin. With his massive amount of pre-cum oozing out of his penis for some time it was well lubricated for her to rotate her finger tip over his penis head. Every so often she’d look down and very much enjoyed seeing her finger teasing his penis head under his foreskin.

Tomorrow was both their birthdays. Ben would be 15 and my wife would be 55. Ben slowly moved between her open legs, started to slide his penis head between her pussy lips as they continued to kiss. Ben’s penis slid inside my wife’s vagina, he pumped once as my wife was just about to tell him to pull out as with their age difference, she didn’t think it was legal for them to have intercourse. Before she could say a word, he pumped once more, moved his head beside hers, his breathing accelerated, he grunted and she could feel him blasting his sperm against her vaginal walls.

Even though she knew it was wrong, she wrapped her legs around his body, dug her nails into his back pulling him hard against her body, bit into his shoulder to silence her screams as she had a massive orgasm as he continued to fill her vagina with what felt like a billion sperm.

They both caught their breath, with Ben’s head above my wife’s face and still erect inside her, they laughed a bit, then Ben proceeded to say “I’m so sorry, you could get pregnant, I should have asked first but it felt so good being inside you I just unloaded.” He went to apologize some more, wife lifted her fingers up to his lips, closed them and said “don’t worry, I enjoyed it too. I loved feeling your sperm blasting inside me! Was incredible! Plus, let’s remember, I’ve been pregnant 4 times, delivering 6 babies, so I’m well aware of how babies are made. You enjoyed it, I enjoyed it. Only concern I have is you turn 15 tomorrow and I turn 55, I believe you need to be 16 for us to have intercourse, that’s my concern, it’s a legal one.”

They kissed a bit, then my wife looked into Ben’s eyes and said “screw it. We’ve already had intercourse, wasn’t planned, but it happened. You’re still erect, have anymore sperm you’d like to give me?” He smiled an ear to ear grin, she then said “pump away my young perfect, adorable and cute small penis and balled young man!” 30 minutes later Ben didn’t disappoint, another blast of grade A, vibrant good swimming sperm!

After his second sperm deposit, they lied and talked with Ben still inside her vagina. He asked her if she wanted to get pregnant, she said no. He then asked why did she want him to cum a second time inside her. She said “you make me feel so young, truly love your small penis and balls, didn’t think that was possible, but I really LOVE THEM! Look, tomorrow is our birthday, can’t excuse us having intercourse while you’re still 14 and I’m 54. So how about we have intercourse as much as you want tomorrow as a birthday gift, that way we can excuse our having intercourse!” Ben loved that, but said “only if as you want to give me your body as a 15th birthday gift, you allow me to give back to you. So tomorrow I’ll have intercourse with you as much as you want as my birthday gift to you on your 55th birthday!”

They woke up the next morning, gave each other a big kiss and hug with each wishing the other a great birthday! Shower, breakfast then off they went with some items back to the pond. Neither brought a single clothes item, just flip flops walking through the forest butt naked. As they walked my wife talked about trying some different positions for their love making. She wanted to see if with his small penis he could penetrate her from behind. Plus, she was perplexed why she was so super horny, put it down to being with a 15-year-old boy, what she didn’t realize is she had started to ovulate, thus her being so horny with an egg unseen to her waiting in a fallopian tube for some anxious sperm to come along.

They tried having intercourse with her lying face down and Ben trying to slide in from between her, this is where his 2.5 erect penis wasn’t working. Several slight alternations after 20 minutes with no success. Ben was frustrated, wife looked at him and said “one advantage of you having intercourse with a 55-year-old woman is I have a lot of patience, we’ll figure it out!” It did eventually work; Ben made a massive sperm deposit from behind.

Next, she told him to pull out as she turned over onto her back. Then Ben slide back inside in the missionary position. 30 minutes later he came again, both were panting but loving the experience. As Ben pulled out, he noticed all this ‘green stuff’ over his penis. Wife was ecstatic, told Ben the ‘green stuff’ meant she was ovulating. “But you didn’t want to get pregnant” came Ben’s reply. “Yes, I don’t want to become pregnant, that’s right. But I want your sperm in me, if it happens, it happens” came her instantaneous reply.

She became even more excited, said “I ovulate for 5 days. So that means today being Friday I’ll be ovulating also on Saturday, Sunday, Monday and Tuesday. Could you stay with me until Tuesday night?” “Sure” came his reply, then he continued “wow, this will be the best birthday present ever!” “Mine too” came her reply.

While my wife slept Friday night unseen to her eyes, Ben’s sperm was ferociously encircling an egg waiting in her right fallopian tube. Come early Saturday morning one sperm got lucky and fertilized her egg. As they repeatedly made love throughout Saturday the fertilized egg moved down to her uterus to try to implant on her uterine wall. No success, when she peed in the early morning hours of Sunday the fertilized egg discharged from her body.

Because of the intense love making her right ovary released two more eggs. Again, Ben’s sperm tried to penetrate them, two sperm were lucky. So, when my wife went to bed Monday night, she had two fertilized eggs trying to implant on her uterine wall. One moved down and was discharged Monday night from her body. Sadly, the last fertilized egg discharged early Tuesday morning.

They lied in each other’s arms Tuesday afternoon completely unaware that Ben had in fact, fertilized 3 eggs over the weekend, but none implanted in my wife’s uterine walls. This is very common in a 55-year-old woman, hard to get pregnant at my wife’s age. She has old eggs but with his young sperm it gives her a chance.

After their last love making session, they had a heart to heart talk. Wife asked if Ben still wanted to transition to a shemale with breast implants. She thought with their love making maybe he’d change his mind. He hadn’t, still wanted to become Lucy. He was determined not to have hormone therapy treatment as my wife told him after ‘she’ recovers from the breast implant surgery they can resume their sexual affair. Wife reminded Ben, no intercourse until Lucy turns 16 though, this was a birthday special weekend, but let’s keep it legal going forward. She wanted ‘Lucy’s’ sperm inside her once she turns 16. Ben said “but you might still get pregnant if we resume having intercourse when I turn 16? I could wear condoms if I can find them small enough to stay on my 2.5-inch penis?”

“No condoms!!! I’ll take my chances” came my wife’s reply. Ben was thrilled with her reply and realized this drop-dead gorgeous mature woman had awakened a burning desire inside him to hold her in his arms and to be proud of his small but perfect penis and balls!!

Ben needed a couple of months off to recuperate from transitioning from Ben to Lucy to allow his breast implant surgery to heal. Wife assured Ben she’d still want Lucy as the idea of sleeping with a shemale was very exciting to her! With the understanding that Lucy’s balls could still deliver load after load of grade A, vibrant young sperm!

When Lucy showed up 2 months later, my wife and her swam together in the nude, but nothing sexual as her breast implants were still very painful.

Two months further on, so Lucy is now 15 and 4 months old she spent a long 4-day weekend with my wife, they gave each other many massages, playfully hip checked each other walking to our pond. They both desperately wanted to have intercourse, but both realized until Lucy turns 16 in 8 months' time it isn’t going to happen. Lucy did place her penis head at the entrance to my wife’s vagina and blasted her sperm deep inside, but no penetration. Wife was ovulating which made it super tantalizing to her. Would she get pregnant?

Wife’s ovaries had released 2 eggs while ovulating. Lucy did fertilize both eggs, but again as what happened on Lucy’s (Ben at the time, before Ben’s transition to a shemale) first experience on her 15th birthday when my wife and Ben had intercourse over a 6-day period both fertilized eggs were discharged by her uterus. So, my wife has now discharged 5 fertilized eggs that Ben, now Lucy has fertilized. As Lucy is 15 and 4 months old, my wife is 55 and 4 months old, hard to get pregnant at 55!

Over the course of the following month Lucy and my wife hooked up many times for teasing each other, many blow jobs, massages, swimming together and such. As Lucy stayed overnight with my wife in her bed my wife told Lucy her periods are now back to normal, 28 days apart. Whereas previously, her periods were starting to become irregular as far as time intervals. Wife was convinced the teasing and sexual nature of their relationship had returned her body to regular periods; she took that to mean she might get pregnant again.

Lucy made 3 sperm deposits inside my wife by holding her penis head to my wife’s vaginal opening and emptying her balls, again, not legal for intercourse yet. As they lied in each other’s arms my wife asked Lucy if she could ask her a personal question, Lucy said “of course you can, what would you like to know?”

Wife was nervous, then asked “you don’t have to answer right now, think about it if you want to. But, would you like to become lovers when you turn 16?” “I thought we already were” came Lucy’s reply. Wife then said “no, not really. We both enjoy what we do, but if we become lovers when you turn 16, I’ll gladly give my womb to you. Go ahead and flood it with as much sperm as you want. Did you want to give me your babies?” “Well yes, I’d greatly like to impregnate you” Lucy said with deep feeling.

Lucy continued “one thing I didn’t like about us having intercourse on my 15th birthday, I enjoyed it and all, but by the time I got to giving you the 8th, 9th or 10th sperm deposit in a day I had nothing left, a couple of squirts, hardly any sperm to give you”. Wife smiled, then said “that’s what I loved about it! You see, from my point of view I emptied your balls, a woman loves that! If a woman can empty a man’s balls of every last drop of sperm then he must really love her. And hey, a man lives to fertilize a woman’s eggs, so if we want him to that’s the greatest thrill we can get!”

As my wife slept that night Lucy’s sperm fertilized her waiting egg, this time the fertilized egg moved out of the fallopian tube and stuck to the uterine wall, stayed there for 4 days. Almost a successful pregnancy, but it didn’t successfully implant onto her uterine wall, it released and was discharged by my wife’s body. This was now the 6th fertilized egg that didn’t take to my wife’s uterine wall. Her 55-year-old body was starting to get used to having a fertilized egg inside its uterus, almost had a successful pregnancy at 55 and 5 months of age, maybe next time!

Wife and Lucy got together repeatedly over the next several months, but not on a scheduled basis, hit and miss, here and there. Lucy did fertilize my wife’s waiting egg on two other occasions during their infrequent rendezvous, each time her fertilized egg was discharged by her body and didn’t implant on her uterine wall. At 55 wife’s age was proving an obstacle to getting pregnant.

At 55 and 10- and one-half months Lucy and my wife enjoyed a 4-day rendezvous while wife was ovulating. Both very much enjoyed this dedicated time together. On the first day of their get together, a Friday, wife woke up very early Friday morning, about 3am and noticed she had started to ovulate. So, she’d be super horny for their weekend together and Lucy would be super horny as well knowing she might impregnate my wife.

During the day of Friday both gave each other a few massages, Lucy flooded my wife’s vagina with a few sperm deposits while still not penetrating as with intercourse, as my wife would say “only 6 weeks until Lucy turns 16, then full intercourse is legal!”

Both were exhausted from their sexual escapades throughout the day, Lucy was lying against my wife’s ample left breast in bed as they fell asleep. Unseen to both was that Lucy’s sperm was circling 3 eggs that my wife’s left ovary released into her left fallopian tube. At 2am one sperm got lucky and fertilized an egg, another at 3am, then the final egg was fertilized at 6am. Now my wife had 3 fertilized eggs moving down into her uterus to try and implant into her uterine wall for a successful pregnancy. Fraternal triplets were trying to take route!

Both woke up at 8am, very sore as they really out did themselves the day before, numerous jumping around in the pond, running, chasing and slapping each other’s butt cheeks (in a playful way of course), giving each other very intense orgasms. Good time by both, no complaints but my wife at almost 56 in particular noticed how sore her body was, but she thought it was well worth it!!

After their shower together my wife was making some pancakes in front of the oven, Lucy walked up behind her, reached around and gently rubbed wife’s belly. Wife could feel Lucy’s erect penis pushing into her butt crack, loved it! She told Lucy she feels as though she’s pregnant with her rubbing her belly. Little did my wife know she was correct, except with 3 fertilized eggs now implanted into her uterine wall. Three babies starting!!

After breakfast, packed a cooler and started their nude walk back to the pond for another day of wild abandonment of exploring each other’s bodies and giving each other as much pleasure as possible! After frolicking in the pond, they lied on their beach towels with Lucy on top with her erect penis’ head poking at the entrance to my wife’s vagina. Because it was only 2.5 inches in length Lucy didn’t penetrate her vagina as they still had to wait for 6 weeks to make it legal. Lucy’s head was lifted off of my wife’s face so they could talk freely, and boy did they talk this day!

Lucy started the conversation by asking “when you first saw my small penis and testicles, how did you feel?” Wife thought for a moment, then replied “honestly, at first I was shocked, they were so small. I was hoping for.... Let me just back up a bit. When I walked around the corner of my cottage and you were standing there, you had the most intense stare on my bare breasts. If you’ll recall I took about 3-4 steps backwards and slightly opened my legs. You scanned my nude, mature body. My large pussy lips are thick and hang down, I wanted you to see them...” Lucy interrupted, “yeah, they were incredible to look at, loved them!”

Both smiled and giggled, wife felt Lucy’s erect penis move back and forward against her vaginal opening. Wife then continued “you see my lovely now shemale friend, when I turned 50, I remember looking into a full-length mirror and wondering if my voluptuous, mature body could entice a teenage boy, the younger the better! Had actually thought of a 10 or 11-year-old boy, know it’s wrong, but something inside me just yearned for a young boy between my legs! But why would a handsome young boy find me attractive? You know, would he find me repulsive with my big, floppy breasts, little extra weight in my waist, wide hips, no thigh gap, that sort of thing. Here I was, a 54-year-old woman in front of a 14-year-old boy, knew it wasn’t right, but would you find me attractive? Would my nude body send you into a sexual frenzy?” A couple of quick, deep tongue kisses ensued between my wife and Lucy.

Wife continued, “You answered my question in spades! Clearly, you were majorly turned on by my nude body! I loved it! My palms became all sweaty, heart pounded in my chest as I wanted to see you in the nude. So yes, seeing your small penis and balls wasn’t what I wanted to see. Was hoping you’d have a large penis, preferably an 8 inch or even better a 10-inch erect penis! Oh, how I wanted to see that! If you had an 8, 9- or 10-inch penis coupled with a low hanging ball sack with 2 large testes, I would have thrown myself at you right there and then! We would have had intercourse! Pregnancy concerns? Forget it, if your young ‘swimmers’ got lucky and fertilized an egg, hey, I’d be fine with that! Forget the age problem, no way I could have resisted you!”

She continued, “by the way, what exactly about my mature body turned you on so much?” Lucy said “everything! I mean, wow, your large floppy breasts hanging straight down, but your nipples point down which I found exhilarating! And the veins in your breasts, could easily see them, just looked so hot! Your great mature, womanly curves, the way your hips and thighs had their amazing shape and yes, can’t forget your ‘ginormous’ pussy lips, wow, they easily hung down a couple inches, were thick and slightly darker than your usual skin color. What’s not to love about them!” Wife then said “so, I totally had you, my (at the time) young 14-year-old teenage boy! So, this 54-year-old woman did cast her spell over you, this big, floppy breasted, little extra weight here and there mature woman had you mesmerized in my beauty!”

Lucy commented “but you didn’t show your disappointment. So sorry to disappoint you.” “But you didn’t disappoint me” started my wife, she continued “but you see, you accepted my little belly roll when I sat down beside you on the cot and I inspected your small 2.5-inch erect penis and tiny balls. You let me slide my nails over your balls, feel their exact shape and size, insert my index finger under your foreskin and rotate around your penis head, I loved how they felt. Then, oh here’s the best part! When you ejaculated such a huge amount of sperm with such great force I was hooked!! Wow, you didn’t need an 8- or 10-inch penis, I wanted your 2.5-inch fully erect penis! Knew some day we’d have to have intercourse! Didn’t care that I was 54 and you were just 14.”

With all this talk Lucy had become very excited, wife felt her penis head start to jerk in front of her vaginal opening, next came several pumps of rich sperm directly deposited into her vagina. Wife smiled, said “well, as I think I’m already pregnant, that felt really good. For the record, I still think you're crazy finding a full-figured woman like me so irresistible! But hey, no complaints from me! You go ahead and enjoy yourself with my old, but still very sexualized body, I love it!” (she screamed the ‘I love it’ part with extra enthusiasm)

They joked for a while about what if my wife was pregnant with triplets? Of course, unknown to both of them she was! Three eggs were fertilized by Lucy’s sperm and had implanted onto my wife’s uterine wall. Both found the sheer thought of triplets very exciting, if only they knew and could see inside my wife’s womb!

They resumed their conversation, wife continued “as we both agree we want to become lovers in 6 weeks when you turn 16, what do you think of this proposed schedule; how about you come over after school each day and we make love for an hour? Maybe you could stay over in my bed on Friday nights? How about we have intercourse as much as the other person wants? If you want it, I can’t say no. If I want it you can’t say no. What do you think?”

Here’s the interesting part about the schedule thing. Once they started as Lucy turned 16 the 1 hour after school love making quickly grew to 2 hours. The Friday night sleep over in bed with my wife expanded to Friday and Saturday night sleep over. Both also enjoyed the ‘can’t say no’ aspect of intercourse. Both eagerly enjoyed giving their body over to the other person for pure enjoyment. A true give and give or win/win a sexual relationship!

Getting back to the present, after their 4-day stint together Lucy had to leave for about a month. Wife was sure she was pregnant. Of course, she didn’t realize with fraternal triplets no less! She phoned Lucy on day 12 to inform Lucy she had morning sickness for the past 3 days. Lucy said to keep her posted. Wife called again on day 13, more morning sickness and again on day 14. Then she thankfully was done with the morning sickness.

Day 20 tragedy struck. Wife started to bleed heavily, before long it was over. She knew it was a miscarriage. Visited her doctor, he confirmed it and cleaned out her insides. Amazingly my wife wasn’t sad, she didn’t know there were 3 babies inside her, but was glad as her miscarriage confirmed she could now get pregnant at almost 56 years of age! Also, she didn’t know about the fertilization of 11 eggs over the past year that were all quickly discharged from her body. Many, many potential pregnancies from her shemale lover!

When my wife became pregnant with Lucy’s twin girls, she arranged a movie shoot on the anniversary of each month of her pregnancy. So, when she was 1 month pregnant, 2 months, 3 months and so forth right up to 9 months pregnant. Lucy and my wife made a brief porn movie, was super sexy especially when she was 7, 8 and 9 months pregnant with her shemale lover, Lucy.

After the delivery of their healthy twin girls, wife talked with Lucy about more pregnancies. Conversation went something like this; wife started by saying “well, we have to wait 6 weeks after giving birth to resume intercourse. I don’t mind having more babies with you, but one thing I’ve always wanted. That’s to have deliveries within a year of each other. Don't mind if it’s 364 days apart, just so long as it’s within a year of each other.”

Lucy replied “so how many pregnancies did you want?” “Well, not sure” my wife started. Lucy then took over “so, if you had one baby with your second pregnancy with me and delivered within a year of the previous delivery, you’d be okay with that?” “Yes” came my wife’s reply. “Say if you had another set of twins on your second pregnancy? Would you want a third pregnancy with me?” They discussed what about if she had triplets and on, they went. Came down to the following.

“Look I want to be walking around barefoot and pregnant for a few years, I’d be fine with that. Every year walk around carrying a new baby of yours. So, two babies with pregnancy one, one baby with pregnancy two, one baby with pregnancy three, one baby with pregnancy four, one baby with pregnancy five for a total of six babies in five years. So, you’d get me pregnant when I’m 56, 57, 58, 59 and 60. I might even consider another pregnancy or two beyond that.” “Really, into your sixties” came Lucy’s surprise reply.

Wife then said “there’s a woman who gave birth at 62 to twins. She claims she’s 50 years older than the father! It’s wrong, but you know, when we first had intercourse you were 14 and I was 54, wrong as well. But I have to admit I loved it! Wanted to seduce a teenage boy with my voluptuous and plump mature body! In fact, hospitals all over this country are reporting an enormous spike of mature woman giving birth to much younger lover's babies. Was told it use to be a maternity ward would see one 55-year-old woman give birth every 2-3 months. Now it’s common to have 1-2 births per day! Instead of the husband being the father it’s a young teenager. It’s referred to as a new baby boom! We older ladies love it! Absolutely no complaints from us!”

Lucy finished with “wow, would love to have you walk around pregnant with a baby of mine for a few years in a row. Told you Mrs. H, you’re the most drop-dead gorgeous mature woman I know. Now, what happens if you have a set of triplets on your second pregnancy. What if I cease to be a shemale and go back to being Ben?” Wife replied “triplets huh.... Don’t know about another pregnancy then, but doubt it, let’s cross that bridge if it comes. As far as if you revert back to being Ben, I’m fine with that, so long as you don’t alter your tiny, perfect and adorable small penis and testicles! I love them just as they are!! One caveat, if I want intercourse you have to perform! If you want intercourse I have to perform! Neither of us can wimp out, we must please the other person! Seeing as you walk around me with a perpetual erection there’s no way, you’re going to deny me sex if I want it!” Lucy’s smile of approval said how pleased she was with my wife’s emphatic statement. Sex on demand for my wife!!

Clearly Lucy approved of the final condition of as my wife and Lucy joked about “sex on demand” as Lucy proceeded to unload and make another massive sperm deposit into my wife’s vagina, both started to slowly kiss and enjoy being in each other’s embrace!

SPECIAL MOMENTS:

Wife recounts a special moment to Lucy before she transitioned to Lucy and she was still Ben, a young horny 14 (almost 15) year old boy. It went like this...

Second day that my 54-year-old wife and 14-year-old Ben were frolicking around in the nude with one another. They walked back to the pond, they gently hip checked and laughed for the 15-20-minute trek. Of course, they were naked, just brought some food and other essentials in a carry cooler. After swimming, teasing each other Ben took out the lavender massage oil to massage my wife.

He was a master, slowly started by massaging her backside, loved deeply rubbing into her butt cheeks, found her all-natural mature cheeks so soft and warm, a pure delight to rub! Took his sweet time, sent her into an ecstasy, she tried to hide it but was majorly turned on.

Ben rolled her over and started on her front, first he rubbed her feet as hard as she wanted. She loves this, just something about her feet relaxes her, loves it! Took his time rubbing her legs, slowly and sensually right up until his fingers were at her large and floppy pussy lips. He didn’t touch them just yet; next he went up to her face.

She loved his gentle touch, forehead, cheeks, chin and neck needed a good massage. Then he started on her massive 45EE breasts. He instructed her to move her arms up to her shoulders and stretch them out sideways. Her big breasts flopped to her sides. She commented she hates when they do that. Ben told her “they look fantastic! All natural, big and soft!” She like that comment!

Took his time, used the lavender massage oil, pushed them together and basically was in a gentle manner kneading her massive breasts. Sent chills up and down her spine, felt so good! His fingers were perfect on her nipples, then he lowered his head and tenderly kissed and nibbled her nipples. Her nipples stood to attention, her breathing became heavy, heart started to race. Before you knew it, her whole body trembled in a massive orgasm!

He kept at it, slow and tenderly, another orgasm. After the second one she was panting but told this young 14-year-old Ben how incredible his touch is. She also couldn’t help but notice his small 2.5-inch erect penis was as hard as a rock! She thought to herself “not bad for a 54-year-old mature woman!”

Ben saved the best for last, he moved back down between her open legs. Facing her pussy lips, he said “love your massive pussy lips, so long and thick, they look great!” Next, he started to gently rub them, he noticed as soon as he started her whole body briefly moved upwards and her body quivered with delight. She even said “ewe, wow, that feels incredible and you’ve only just started!”

Ben again, took his time. She couldn’t keep her hips perfectly still, they moved slightly up and down, sideways as he drove her closer and closer to ecstasy that she had never felt before. Ben slid her clit hood up and rotated between gently caressing her clit head with his fingers or moving his mouth down and sucked, nibbled and kissed her very aroused clit head.

Both got quite the surprise as he was sucking on her clit head, rubbing her pussy lips with his left hand while his right index and middle fingers were inserted into her vagina teasing her vaginal opening and rubbing her g-spot. The surprise was she was now totally lost emotionally, couldn’t control herself anymore and started to squirt all over his face and hands. One torrent after another. Young Ben just sat there and enjoyed her repeated sprays of ejaculate, four in all.

She found it hard to speak, was panting so rapidly, put a hand on her chest and finally said “wow, sorry about that, couldn’t help myself. That was the most intense orgasm I’ve ever had, love it!”

She wanted to take him into the pond to wash him off, Ben said he was okay, loved her juices all over his face and chest. She loved that! So, she rolled him over onto his back, moved between his opened legs and enjoyed the view. Before her was his perfect small, but adorable and cute 2.5-inch erect penis with two equally small but perfect testicles which she knew his sperm must be ready to explode!

Ben didn’t disappoint, he couldn’t last, she had only started to slide her nails over his balls and rub them and he ejaculated. Didn’t shoot out with a super hard force which surprised her. His sperm only shot up to his belly button, but it was pump after pump, didn’t want to stop. Massive sperm deposit, she loved how it glistened in the sun light. She envisioned his seeds of life swimming rapidly hoping to fertilize a waiting egg.

Now it was Ben’s turn to be panting and out of breath, clearly, he enjoyed being with this gorgeous full-figured woman who was 40 years his senior! She couldn’t hide her delight at his massive sperm load on his body, she proceeded to scoop it up using both hands and started to rub his sperm all over her massive pussy lips, push some inside her vagina, around her clit head, under her clit hood. Before she was done Ben sat up and was thrilled at how her lovely full-sized pussy lips and vaginal opening looked glistening in his love juices.

My wife told Ben the above feelings she had after she’d delivered his set of girl twins with her first pregnancy with now Lucy, previously Ben. She told Lucy at that moment as they experienced each other's body as per above experience, she knew he’d be the young man (now woman) that she’d seduce. As she reminded Lucy, “as I said earlier, knew I wanted to present my mature body to a young boy to see if I could bring out a sexual desire in him and have him lose his virginity with me. And yes, I know it is wrong, but I had actually thought about a 10 or 11-year-old boy between my legs.

So, at the time you were 14 and I was 54, close enough I thought! But that is THE MOMENT I knew we would become lovers and if you impregnated me, I’d be fine with that. Didn’t mind having YOUR babies, just no one else’s!

Wife finished by saying “and those six days were incredible! When you were 14 and 364 days and I was 54 and 364 days old and we first had intercourse then continued for another 5 days. Unending love making was out of this world, as I knew it would be! Us becoming lovers and my having several of your babies was inevitable, so I gladly resigned myself to being repeatedly bred by such a handsome young lover!” What neither of them realized was Ben had fertilized three eggs inside my wife over their initial 6-day wild sexual encounter when Ben lost his virginity, with several more fertilizations to occur in the following months, just none of them attached to her uterine wall resulting in a successful pregnancy.

2ND SPECIAL MOMENT:

As per previously discussed, young Lucy and my wife made a porn movie on approximately the monthly anniversary of her becoming pregnant. On the sixth month anniversary a particularly beautiful, sensual and very popular movie was made.

Producer of these monthly movies said that the sixth month movie was the 3rd bestselling porn movie of his firm for the year. The producer was present, his wife and 2 cameramen. Producer said four features of the movie garnered a lot of attention, they were; 1. the age difference, wife was 56 and her young lover was 16. 2. the fact that young Lucy was a “shemale” drew a large selection of viewers who otherwise wouldn’t have cared. 3. fact that my wife is gorgeous even at 56, she’s “all natural” 45EE-36-45, ample breasts hung straight down with their nipples pointing down, veins in her breasts were very visible as well, long blonde hair, penetratingly beautiful blue eyes, great mature womanly curves with just a little extra weight here and there. Young men could easily relate to her soft, warm and voluptuous figure, very desirable! 4. Lucy as a shemale sported a virtual non-stop erection for over 4 hours. Add to that her erect penis and testicles are adorable and cute (wife’s words) as they are only 2.5 inches long (fully erect) with two very potent but tiny testicles that were nothing short of super charged sperm factories, almost never were on empty, wife loved that! The amount of sperm that could shoot out of Lucy’s short penis was truly remarkable.

Movie started at our cottage with all 6 people walking back to the pond for filming. Wife and Lucy were nude the whole time, but my wife couldn’t walk the distance to our pond, at 56 and pregnant with Lucy’s twins, she couldn’t manage the 20-minute walk. So, Lucy padded our four wheeled wheel barrow and assisted my wife to sit inside as Lucy pushed her back to the pond. Quite an adventure, great footage of their trek through the trail to our pond.

Hard trek for Lucy pushing my wife. Good thing she’s only 16 and being a shemale has the strength of a young man (remember she didn’t take hormone transition therapy so to avoid becoming sterile, wife wanted Lucy’s balls fully loaded and be able to deliver potent, fast swimming sperm!) as by the time they made it to the pond Lucy was sweating profusely and nearly exhausted. Wife exited the wheel barrow and said to Lucy “wish I could walk back after we’re done, but you’ll have to push me again, sorry”. One of the cameramen said he’d help push her back as she’s pregnant, he’d love to do it. Lucy said “thanks, but no thanks, appreciate your offer. But I’m her lover, so I’ll gladly no matter how hard it is pushing this gorgeous woman back who’s carrying my twins”.

Wife walked Lucy over to the pond and using a bucket poured water all over Lucy while she stood on the grassy shore, then proceeded to lather her up, washed her body and particularly teased washing under her foreskin to make sure she was clean for their forthcoming sexual adventure. Then rinsed her thoroughly and toweled dried her off. Then gave her shemale lover a very deep and slow series of kisses expressing her love for her 40 year younger than her lover while Lucy’s two 6-month-old babies noticeably jumped inside her belly. Producer was filming, thought a “great start, man this is so hot!”

After they finished their kisses Lucy proceeded to wash my wife in the same manner using the bucket (they didn’t want to pollute the pond thus the need to pour and rinse the other person over the grass instead of standing in the pond). They frolicked in the pond, splashed each other, both had a good laugh when my wife floated on her back with her very pregnant belly sticking out of the water.

They exited the water, ran around teasing each other by patting the other’s butt cheeks. Both eventually made it to the towels. Wife made Lucy work at their love making. She’d tell Lucy to change their intercourse position every 3 or 4 minutes. This made Lucy work extra hard, plus with her erect penis only being 2.5 inches long both had to work on exact positioning to make their intercourse a success.

An hour later had resulted in two large sperm deposits deep into my wife. Both were exhausted, but Lucy insisted on giving my wife a slow and deep massage as she said “you’re carrying my twins, so whatever pleases my mature lover than that’s what you’ll get”!

Wife needed a nap, she rolled over onto her side, as she did Lucy placed a pillow under her large pregnant belly to make sure she was comfortable. Both tried to sleep but were distracted by something they didn’t expect.
The producer’s wife was ovulating and became super horny watching Lucy and my wife. So, before you knew it, she was naked not just with her husband but with the 2 cameramen as well, four nude bodies intertwined in the glistening sun. Lucy had to sleep, even though as a shemale and having the strength of a 16-year-old boy with pushing my wife to the pond, my wife having her constantly change intercourse positions for an hour took their toll, she was out and fell into a deep sleep.

My wife on the other hand enjoyed just resting and watching the show. All three men rotated in between the producer’s wife’s very wide and eagerly opened legs; nonstop pumping followed by a final thrust as each man’s sperm flooded her fertile womb. Wife counted roughly at least 9 sperm deposits over an hour, each man unloading at least 3 times.
As an aside, producer had set up 2 cameras of their wild sexual adventure, was included in the movie. 9 months later the producer’s wife delivered at 43 years of age a healthy baby boy. She didn’t want a DNA test, so to this day doesn’t know who the father is, one man got lucky by the pond that day! Good time by all, the experience was enjoyed by the entire film crew! Producer’s wife always wanted to risk having another man’s baby, maybe she did, maybe she didn’t, that’s part of the excitement she craved with a very happy ending of a special delivery 9 months later!

After their wild sexual adventure, the producer’s wife needed to rest, having just received the pounding of her life and three men’s sperm fighting inside her to race and see who would fertilize her waiting egg, she was exhausted. Producer and 2 cameramen had renewed interest at filming the remaining movie. All were extra motivated after having their repeated intercourse sessions.

Lucy and my wife continued their love making, finally after a further two hours my wife was sore, so wanted to stop. Not too shabby for a 56-year-old, 6 months pregnant carrying twin baby girls! In total, Lucy made an impressive 6 sperm deposits by the pond. Producer’s wife received at least 9 sperm deposits from her husband and the two cameramen. Great and awesome movie was made and one precious life was conceived by the pond!

Lucy pushed my wife back to the cottage on the wheel barrow, wife said it was reasonably comfortable, Lucy had a lot of padding in it. When they reached our cottage, my wife found walking a little sensitive as she was sore in her genital area, sore, but very satisfied! Producer’s wife was walking a bit like she had ridden a horse for too long, she too was very sore. But as with my wife she was very satisfied as well!

Wife was so enthralled with her young shemale lover she openly talked about their next pregnancy and possibly how many of Lucy’s babies she’d end up having. Wife talked about easily having 5 pregnancies going into age 60 so long as only the first pregnancy was with twins and the subsequent pregnancies resulted in one baby each.

Lucy loved the idea of having more babies, but wasn’t sure about remaining a shemale, maybe wanted to go back to being Ben, but in any event, she was so thankful she listened to my wife and could still father c***dren. Wife told Lucy she loved registering her twin girls by listing Lucy as the father and writing beside her name “shemale”.

Wife always wanted to sleep with a young boy, Ben at 14 was perfect. Fact he became a shemale fulfilled another desire of my wife, that being her wanting to sleep with a shemale, bareback of course! Producer’s wife wanted to risk being bred by another man other than her husband. Without a DNA test she’ll never know who the father is of her latest and last baby, that suits her just fine. So, both ladies, one at 56 and the other at 43 were able to fulfill a long time deep, sexual desire of theirs! Those of us as an audience were treated to an amazing movie of my wife being 6 months pregnant by the pond!

Same as Notes to: Young shemale with mature woman Videos

1 year ago
  • 0
  • 44
  • 0

SxyPrn Shemale

Shemales are fascinating humans, especially when they have a bigger dick than you have. I can’t say that I don’t enjoy a good tranny film, but I’m not too fond of watching women with a larger pecker than I have, and you guys know that I’m well endowed. Well, I can only imagine how it is for you with your ghost penis. But, hey, I’m not here to compare dick sizes.On the contrary, I’m here to point you in the right direction if you are looking for some hot shemale action. Sxyprn.com is a great...

Shemale Porn Sites
1 year ago
  • 0
  • 44
  • 0

Eporner Shemale

Shemale porn videos have been part of my fapping sessions for a long time now, and I know I’m not the only one. You lot love watching these whores with dicks, and perhaps for different reasons than I do. I do it because, with a t-girl, you always know what you are going to get: any day is anal day. But I bet you do it for the humiliation vibes you get from watching a girl with a big dick than yours. I’m not here to judge, though; I just want to show you where you can find the good content.Well,...

Shemale Porn Sites
4 years ago
  • 0
  • 27
  • 0

Husband Enjoyed Cuckold Sex by Shemale Bull

Hi readers. I’m Aryama. This is my story of how I became an to my wife and our shemale bull. We have been married for a year, but we have no children. The reason is my small 3-inch cock. Even though I used my cock in various ways, I could only use my fingers to make my wife moan. During the first year of our marriage, my wife cum from me only once. Let’s see about my wife. She’s a fair-skinned 5’9 Tamil Goddess. She has D-cup boobs and a huge bubbly booty. If she started walking in the middle...

4 years ago
  • 0
  • 32
  • 0

Shemale Surprise

anal – shemale – transgender – transsexual – oral – pantyhose – first time – stockings – wedding – lesbian"You can stay with Robert if you wish," Mary said on the phone.I looked up from my laptop where I was pretending to be working when, in reality, I was reading, for the hundredth time, the brilliant novella 'Shemale School: a Teacher Seduced'. The story had created a new obsessive fantasy I had never even considered before: to be with a Shemale.I even contacted the authoress to tell her how...

2 years ago
  • 0
  • 35
  • 0

Shemale Surprise

A married man is seduced and taken by a friend of his wife's. "You can stay with Robert if you wish," Mary said on the phone.I looked up from my laptop where I was pretending to be working when, in reality, I was reading, for the hundredth time, the brilliant novella 'Shemale School: a Teacher Seduced'. The story had created a new obsessive fantasy I had never even considered before: to be with a Shemale.I even contacted the authoress to tell her how much I enjoyed it, and have since became one...

3 years ago
  • 0
  • 22
  • 0

Two Sex In Two Weeks 8211 With A Shemale And Then With A Married Woman

Hi to all the readers of ISS. I am a great fan of this site. I am Ronald from Mumbai . I am 24 yrs old. I am a football player.I am 5ft 10 in my penis is 6 inches I hit gym regularly. Now lets come to the story. This story is about 2 months old I went to play a match in my friends area. The ground was situated between apartments on all all four sides. While the match had half time I noticed a women from first floor looking at me . As the match was over still she was starring now I knew what was...

1 year ago
  • 0
  • 39
  • 0

PornHub Shemale

I think the allure of spending time with hotties that have that something extra swinging between the legs is the ultimate frontier in porn. Long gone are the days when this fantasy fetish was kept a tightly guarded secret. Personally, I find it quite intriguing and I don’t give a fuck about some of the conservative feelings some of you may have. Ladyboys may come across as weird or queer, but I always find the idea of beautiful faces, plump tits, and big cocks in a single package to be really...

Shemale Porn Sites
2 years ago
  • 0
  • 80
  • 0

Long sex story 8211 I Was A Reluctant Shemale

Marilee’s fists tightened in despair as she sat at her secretarial desk and listened to the muffled moans emanating from the office of her boss, JC Wyatt. JC was one of the youngest and most famous casting agents in Hollywood and was the most blatant offender of the “casting couch” which degraded women. The young actress, a stunning blonde who couldn’t have been more than sixteen years old, had looked so hopeful when she had entered that office only twenty...

4 years ago
  • 0
  • 56
  • 0

Shemale Make Me Prostiute

Hi Myself Jimmy here I am back after 2 years with new encounters occurred in my life, going to narrate you the same, I am living in Bangalore now, in south Bangalore, I will tell you how I became a male prostitute with the help of a Hijda/Hijra/Shemale/Ladyboy, In my layout there was a beautiful girl with very attractive eyes whose name is Manju may be 24 to 26yrs, lived with her family and would go for house hold work, my age is 28, unmarried and just go a good job and was leaving alone in the...

3 years ago
  • 0
  • 131
  • 0

One womanrsquos depraved shemale adventures

I’m Kami, and I’m a thirty-something blonde who mostly has a preference for other women, which if anything has been heightened by my boyfriend’s recent obsession with T-girls. Secretly though, while I’m busy licking out my gorgeous young flatmate Amy, or my landlady Jess, my mind often wanders towards she-cock, something that through my boyfriend’s sessions I’ve been lucky enough to taste and experience in my pussy a few times now.The other night, I got my first taste of an actual gay and...

1 year ago
  • 0
  • 32
  • 0

Shemale Vids

What is it about Shemale Vids that makes them so goddamn enticing? Honestly, it might be a question for the stoned philosophers and horny social scientists of the world. Me? I’m just your friendly neighborhood PornDude. I may not be able to tell you why you’re so attracted to pretty girls with bigger sausages than your own, but I can certainly turn you on to some good pornos starring the well-endowed broads. Some dudes consider themselves ass men, others are fond of the titty, the thigh, or the...

Shemale Porn Sites
4 years ago
  • 0
  • 34
  • 0

St Judes Shemale Academy

My name is Amanda Johnson and I am a 38 year old post operative transsexual and owner and headmistress of a rather unique school, a school that turns troublesome and reluctant boys into shemales. This is the story of St Judes academy for shemales. My own transformation happened over 10 years ago when in my mid twenties I decided to transition from male to female. Being the son of a world famous actress, my gender change was largely kept secret and only a select few of my parents...

2 years ago
  • 0
  • 36
  • 0

Shemale Shopping Spree

She-Male Shopping Spree featuring Chelsea and Victoria, two gorgeous chicks with dicks - and an attitude! by Mistress Tawny Suede "Oh god, I feel so incredibly horny!" said Victoria. "Well, sugar, if we hurry back to the apartment, I've got just the cure," said her best friend and roommate, Chelsea. Victoria looked the stunning black girl in the eye and giggled. "Actually, I haven't been able to get that cute little salesgirl out of my mind," she said as she and Chelsea left the...

4 years ago
  • 0
  • 52
  • 0

My first threesome with wife and shemale

My sex life with wife was becoming monotonous and we were looking for ways to spice it up. We explored different options which involved fantasies of both of us which we had not been able to fulfill. I had a long time fantasy of having a threesome with wife and a shemale which I shared with wife and after some discussion we agreed to go ahead with it. I had always watched shemale porn with interest. Recently my interest had increased and I was watching more and more of those videos that had...

1 year ago
  • 0
  • 49
  • 0

One mans shemale and lesbian adventures

It was my girlfriend Kami’s birthday. She had always been more into girls than guys and so I had arranged a surprise for her - and a treat for both of us. A girl I met earlier that week was to come over to hers that night, and I couldn’t stop the thought of the awesome threesome we were going to have from going round in my head.Kami was, like me, in her early 30s, but looked younger and had no problem attracting all the girls she wanted. And wow, she did get through a lot. Only a couple of...

2 years ago
  • 0
  • 54
  • 0

My first time witha a shemale

I was holiday in Spain with my friend and his Mum when i was 17, we didnt have any problems getting served in the bars so went out every night drinking. Half way through the holiday we all went out and me and my friend ending up in a club quite the worse for wear, a girl was dancing against a pole and keeped looking at me so i look backand maintain eye contact, she danced in my direction so i danced up to her and as she started to grind against me i started feeling her tits, she turned round...

3 years ago
  • 0
  • 39
  • 0

Shemale Amazon Goddess

This story is based on a dream I had about shemale porn star Meghan Chevalier around 15 years ago.I'm sitting up in bed. There is an empty glass on the nightstand; I know that I have recently drunk whatever was in the glass. I'm wearing a light violet silk robe, and nothing else. It seems quite feminine. Then I realize that my body has become quite feminine as well. The fat I've been carrying around for years is gone and my waist has tapered down to about 27 inches. My legs are long and slim....

1 year ago
  • 0
  • 44
  • 0

XVideos Shemale

What is it about women that gets you all fucking hard and drippy? Is it their pretty faces, or do your eyes go straight to their titties? Maybe you’re a leg man, or perhaps you love ass, and I’ve known more than a few dudes who love nothing more than a woman’s foot. Then there are dudes like you, whose favorite part of a broad is her penis. Have you checked out the Shemale section over at XVideos?XVideos.com is one of the net’s biggest sources of free smut. The site gets almost 2.5 million...

Shemale Porn Sites
2 years ago
  • 0
  • 37
  • 0

I Was a Reluctant Shemale

Author notes: I wrote several stories back in about 1995 or so, but due to certain circumstances, I ended up purging them off of my computer. Over the years I have found those stories on the net and resaved them to my hard drive. The story you are about to read is the most recent story that I have found. It was harder to find because it has been posted to a site (Kristen's Archives) by someone else claiming it to be their writing. It is not. It is my story and I am now reclaiming it...

2 years ago
  • 0
  • 43
  • 0

Stolen Stockings Pt 1 SHEMALE LESBIAN PORN

WELCOME TO CHURCH OF RUBBER - STOLEN STOCKING CONFESSION .the sign read above My study doorway.My transex very leggy young secretary nurse led the new prospect in to My parlor and knocked on my door and I said "COME"the heavy gothic arch door swung open and there stood the two stunning transexual stocking sluts in ultimate sissy wear. One happened to be My private nurse and secretary, the other was a specially chosen pretty thing who had been in communication with ME for some time now. My...

3 years ago
  • 0
  • 33
  • 0

My Shemale Stepmother

My Shemale Stepmother by Richard-to-Rachel My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my...

2 years ago
  • 0
  • 28
  • 0

SHEMALE FAVORS

"LATE NIGHTS EARLY MORNINGS" FRIDAY NOVEMBER 27TH 2020 - SHEMALE ASKS ME FOR A FAVOR YEARS AGO .. I WROTE MY FIRST XHAMSTER LIFE EXPERIENCE STORY ON HERE. IF YOU HAVENT READ OR SEEN IT, I WOULD MAYBE SUGGEST YOU CHECK IT OUT FIRST BEFORE YOU READ THIS. HERE IS THE LINK FOR SOME BACK STORY OF MY OLD ROOMMATE AND THAI TS LADYBOY LOVER “ NINA “ https://xhamster.com/stories/what-a-week-anal-debauchery-at-its-finest-449485 But fast forward to a few days ago now, the following scripture is based on...

4 years ago
  • 0
  • 46
  • 0

Autobiography of a Shemale

Autobiography of a Shemale Dominatrix By Barbi Satin Introduction Among many in the transgender world the term shemale is offensive. Transsexual in considered a proper, politically correct term. Transsexuals are persons born into the wrong gender and have the psychology and even brain structures of the opposite gender. They go...

1 year ago
  • 0
  • 40
  • 0

xHamster Shemale

While I am pretty sure that you already heard about xHamster before, I am not here to talk about that site as much as I am here to tell you more about a certain section that I really like on xHamster. This site is filled with many hot videos featuring the hottest trannies, and you are more than welcome to check them all out.So, do you think that chicks with dicks are hot? If you do, then you have come to the right section, because that is exactly what xHamster has to offer. Now, do not get me...

Shemale Porn Sites
4 years ago
  • 0
  • 38
  • 0

My shemale stepmom stepmother uses me and dad

Note : This story is completely fictional!My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the...

3 years ago
  • 0
  • 29
  • 0

My Shemale Stepmother

My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the summer. He had bounced back quickly...

4 years ago
  • 0
  • 36
  • 0

My Shemale Stepmother

My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the summer. He had bounced back quickly...

1 year ago
  • 0
  • 30
  • 0

My Shemale Stepmother

Note : This story is completely fictional! My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was really all that I thought about it. I went off to college and life went on. That following summer, when I was nineteen, I moved in to live with my dad for the...

Incest
2 years ago
  • 0
  • 39
  • 0

MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

2 years ago
  • 0
  • 43
  • 0

MY FIRST SEX WITH SHEMALE

This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous during a flight, so I needed a drink to calm my nerves. I sat at the bar and ordered my meal and drink. After a few drinks were gone, I noticed this stunningly beautiful lady enter the bar. She sat a few...

2 years ago
  • 0
  • 63
  • 0

How I became a Slave to a Shemale

Hey readers, This is Karan, back with another . I am sure that you guys will love it. I lost my asshole virginity to a shemale I met at a massage parlour. She took me to her place and fucked the wits out of me. So let me give you my brief intro again. I am 5 foot 10 inches tall, have a fluffy personality, and have a dark complexion, but attractive. I have a tool of 6 inches, and I am a pansexual from Hyderabad. I am shemale lover and would have sex with shemales only. I am flexible with both...

2 years ago
  • 0
  • 21
  • 0

The Diary of a Shemale Whore on Tour

This one comes by popular request and is dedicated to all you naughty people who fe-mailed me and complained that whilst you enjoyed my stories you felt that I could perhaps be a little more filthy instead of being suggestive! Well, I've always said that I'll give you what you want, well, you got it and I hope you like it! Disclaimer; (seriously!) The following story does not reflect the writers personal tastes and depicts entirely fictitious characters and fantasy scenes of an...

3 years ago
  • 0
  • 30
  • 0

A Shemale Fantasy and my Wife Part 1

Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to bed. It's the same thing you've heard from couples who have been married for ten years. The excitement level no longer exceeds sexual intercourse more then once a week. It becomes frustrating at times because I've always been the type who wants to try new...

2 years ago
  • 0
  • 28
  • 0

A Shemale Fantasy and my Wife Part 1

Introduction: I didnt know what I was in for. But what a ride. I was always a sexually open individual. But in my world sexual expression wasnt really part of my routine. Im a 35 year old married man. My wife and I met back in high school and have been together ever since. Our relationship has always been good. We love each other, and the life we have built. But lately our sex life and our life in general has become some what stagnant. We get up go to work, come home have dinner, then go to...

4 years ago
  • 0
  • 52
  • 0

Mile high shemale

“Curious? Bi?” Well, yes, but only with a shemale. Beyond that I’m a firmly planted heterosexual.For many years I longed to have sex with a shemale but never did anything about it. (I’m not much of an initiator).The community I live in has lots of shemale beauts; maybe that started my interest. One such ravishing creature has a gallery close to my office, and I fantasize every time I see her in the coffee shop. She also has an eye popping diamond on her ring finger.Once in a while I’d visit...

4 years ago
  • 0
  • 34
  • 0

Shemale Ne Mummy Ko Choda

Hi friends yeh story meri, meri mummy aur shemale ke beech hai. Is story mein btaunga kaise shemale ko maine choda aur phir kaise shemale ne meri mummy ki chudai ki. Meri mummy jinka figure 34-30-36, bank mein job karti hai. Unka divorce hue 6 saal ho gaye hai. Mummy job ke karan kafi fit hai. Yeh incident 3 mahine pahle ka hai. Main aise hi net surffing kar raha tha.Tabhi ek din maine shemale wali video dekhi.Woh mujhe kafi achi lagi. Us mein shemale gand marwata hai aur marta bhi hai. Mujhe...

3 years ago
  • 0
  • 69
  • 0

Mommys Christmas Shemale for David

She had to make it good. It couldn't be just another gift wrapped cologne set, or a gift card to Ulta. She wanted this Christmas to celebrate her newfound lust with her k**s. She wanted David and Dana's presents to be fun, kinky and perverted. That's why, after a few weeks of thinking about it and a little searching, she had finally found David's gift.David had very open tastes. He was very in touch with his sexuality; he knew what he liked, and he was willing to explore new things to keep...

2 years ago
  • 0
  • 54
  • 0

A tale of male seduced by shemalefrom rohitraj

Hi I am Rohit,I am young,very fair and handsome,well educated decent person age 26 years almost 6 feet tall living in Hyderabad,India.I am a great fan of Indiansexstories.net site and always read the sexual stories.....and compliment the people who write so long stories......i always wanted to share my encounters......but alas i dint met a single encounter.....but recently.....met an exciting one....which i am going to reveal to you people......This is my first story and i request you people...

2 years ago
  • 0
  • 24
  • 0

London Mein Indian Shemale Se Fuck Hua

Hi dosto, mera naam Azim hai. Meri age 23 hai aur main ek bisexual mard hun. Mujhe sex ka bohut craze hai chahe aurat ke sath ya aadmi ke sath. . Aur yeh meri pehli story ek shemale ke sath hai jo kuch saalon pehle ki hai. Agar aap logon ko meri gay stories aur maid ke sath stories pasand hai toh zaroor yeh story bhi aap logon ko bohut pasand aaye gi. Yeh kahani 2 saal pehle ki hai jab main London mein padhai kar raha tha. Meri age uss waqt 21 thi aur yeh meri birthday ke kuch dinon baad ki...

1 year ago
  • 0
  • 23
  • 0

My Vivid Memory of Sex with a Shemale Free Sex Stories and Adult Erotica Stories

I am a lonely man in his forties. I love to travel, dine and explore new places by myself. But I often wish for a partner. I got divorced early, so the little chance of being with someone was also ruined in my memory. So, each morning I would go to work, do my mundane bank job and visit my nearest LGBT bar. I am sharing my memory of sex with a Shemale and how I found pleasure in it. I am not gay or have any element of pride in me but what really fascinates me is Shemales. I believe they have...

Shemale
3 years ago
  • 0
  • 49
  • 0

Would love a shemale like this

****d (sort of) by a Shemale!I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable...

3 years ago
  • 0
  • 66
  • 0

My Sister8217s A Shemale

We are a family of four. Me, my parents and my sister. I am 23 years and my sister is 18 years old. She is very beautiful, fair and very sweet looking with small perky boobs and a very petite slender body. I, on the other, am a regular gym goer and have a very good physique, but the thing with me was that I was gay and loved gay and shemale sex. I have done gay sex a couple of times but have never been with a shemale. I always knew there was something different about my sister as I often...

Gay Male
1 year ago
  • 0
  • 44
  • 0

Sherry got fucked by the Shemale hairdresser Shemale Sex Stories

Living in the poshest parts of New York, Sherry was perfectly happy with every aspect of her life. She was ambitious and had a great job. She earned enough to lead a luxurious life in this part of the city. The only trouble was her hectic lifestyle and how it left her with no time to date. Her last breakup was rather messy. It has been three months since she broke up with her boyfriend. The only thing she misses now is the sex. She was not much into flings and one-night-stands so finding a...

Shemale
1 year ago
  • 0
  • 37
  • 0

Making a porn flick and then sex with a shemale

I had met Josie at a bar and she had no qualms in letting me know that she was a shemale. We both were drunk and horny, so she let me feel her up. I had had gay encounters and considered myself bisexual, so I wasn’t afraid of touching another penis. It made me hard. I was too drunk for sex so I shared my contact information with her and when we met, there was a porn flick made on my camera while having sex with a shemale. Josie had arrived at my apartment on Saturday and we were having a few...

Shemale
3 years ago
  • 0
  • 21
  • 0

A Shemale Fantasy and my Wife Part 2

About an hour later my phone vibrated once again. It was from Carol. This time she had send me a picture of a shemale. The text read "do you think she's hot?" I responded with a YES! And I meant it. This shemale had beautiful big tits and a pretty big dick. In fact it may have been a bit bigger then mine. This was really starting to get interesting, just like Carol had promised. She was texting me dirty pictures and being really naughty. I loved it. I wanted to be naughty just...

4 years ago
  • 0
  • 23
  • 0

A Shemale Fantasy and my Wife Part 2

Introduction: I didnt know what I was in for. But what a ride I arrived at work, walked into my office and settled in for the day. Just as I was checking emails on my computer my phone vibrated. I took a look. It was a text from Carol. In closed was a picture of her laying in bed totally nude with her legs spread. The text read, my tight wet pussy is waiting for you. I instantly got horny. I would never dreamed Carol would send me a picture like that. I texted back I cant wait to stick my dick...

4 years ago
  • 0
  • 35
  • 0

A Shemale Fantasy and my wife Part 4

A few hours later I was woken up by Carol. "Wake up baby this day is just getting started" she said. My eyes opened and I was like a kid on Christmas morning. I couldn't wait to see and "feel" what she had in store for me next. Carol instructed me to shower get dressed and leave the house for a few hours. My next surprise needed some set up. I did ask she told me. Before I left Carol came up to me grabbed my dick, kissed me and said "get ready for some fun". Having no...

4 years ago
  • 0
  • 35
  • 0

A Shemale Fantasy and my wife Part 4

Introduction: The Conclusion Basking in the glow of what just happened, I put my head back and just passed out from total bliss. I didnt know what else Carol had in store, but I knew I wanted to be well rested. A few hours later I was woken up by Carol. Wake up baby this day is just getting started she said. My eyes opened and I was like a kid on Christmas morning. I couldnt wait to see and feel what she had in store for me next. Carol instructed me to shower get dressed and leave the house...

2 years ago
  • 0
  • 41
  • 0

Shemale Stewardess Seduction

Please note that this story is not written by me! It was stored in my computer for a long time now and decided to share it with you. The author's name as well as the site I found the story are not known... My introduction into the sultry, steamy world of shemales came (and I mean came!) at 35,000 feet, on a plane flight to the Northwest. I had been working myself to the bone, staying until ten or eleven at night, coming back in at six o'clock in the morning, and I guess the stress...

2 years ago
  • 0
  • 25
  • 0

Beautiful Shemale Sex Fantasy 8211 Part 1

Hello people, Leviathan here with my first story. To describe me, I am an average looking guy with a pint of femme body and many have said I have a great ass. Jumping into the story, this is purely a work of fiction. I request you all forgive me for grammatical and spelling errors. I made up a story by mixing a few of my fantasies and pint of my imagination, and a lot of horniness! It was around 8 pm. I set off for a 16-hour long journey to native, my train just arrived. After a fuss, I managed...

Gay Male
2 years ago
  • 0
  • 37
  • 0

Sweet Julie Birth of a Shemale

Sweet Julie Birth of a Shemale by Mistress Tawny Suede Chapter One Is It Just a Role? The dress rehearsal for the drama club's latest production was over. The curtain fell, the audience of excited parents applauded enthusiastically. The curtain rose and the performers stepped forward to take their bows. The curtain fell again and still the crowd applauded. The two stars, Troy and Julie, took their positions centre stage, holding hands as the curtain rose one more time. They...

3 years ago
  • 0
  • 41
  • 0

First time fucked by a shemale

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

3 years ago
  • 0
  • 48
  • 0

shemale fantasy ive read before and dream

I repair computers, often "on site"--in people's homes. I got a call from a woman asking me to come to her house to fix her PC. She told me her name was Shandra. We made arrangements for me to show up there Saturday afternoon. I showed up at the appointed time and was surprised when I saw her--she was taller than I am (I'm 5'11", she had to be at least 6'2") and fairly stocky. She looked like she could kick my ass in a wrestling match, but had an unmistakable femininity.Her hair was dirty blond...

3 years ago
  • 0
  • 22
  • 0

A Shemale Vacation

A Shemale Vacation - Part One by Richard-to-Rachel I was eighteen, na?ve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for me, wild sex was something I wasn't exactly familiar with. I was still a virgin and I was pretty determined that that...

1 year ago
  • 0
  • 24
  • 0

Fucking the Shemale Librarian on the table Shemale Sex Stories

I was a student by day and a firefighter by night. I had joined the team two years ago and was trying to get a college degree by attending classes at night. I often used to silently masturbate when I would go to the library, as I was alone in the evenings, at the almost closing time and it would take the edge off a bit. During one of these times, I saw the local librarian and oh she was hot. Perky tits, tight ass and a low cut blouse. Wow. She would probably feature in my fantasies for a while....

Shemale
3 years ago
  • 0
  • 38
  • 0

First time hooking up with a shemale

Well the first time I hooked up with a shemale was an escort visit (night out, massage and the rest :)), this was when I just started to gain interest in shemales (about 2 years ago), so I became curious and wanted to know what it was like to spend a night with one, after all they say its having the best of both worlds. I looked up a Brazilian shemale online and when I saw the pictures, I couldn't resist a visit. I mean her femininity was beyond this world, stunning from head to toe. I gave the...

4 years ago
  • 0
  • 15
  • 0

A Shemale Fantasy and my wife Part 3

Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldn't stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite breakfast, bacon and eggs. As I began to walk up the stairs I could hear moans coming from our bedroom. They weren't Carols. I walked into the room to see Carol totally nude, with her...

4 years ago
  • 0
  • 20
  • 0

A Shemale Fantasy and my wife Part 3

Introduction: I didnt know what I was in for. But what a ride After our night of raw sexuality, I started to look at Carol in a all new way. She wasnt just my wife, now she was so much more. Their was so many areas I wanted to explore with her. I felt like a teenager again. I couldnt stop thinking about how naughty Carol was being. It was Sunday, and my only day off so I decided I would do something nice and bring Carol breakfast in bed. I went to our kitchen and made our favorite...

Porn Trends