Eric Or Erica? free porn video

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Recently, matty7853 and I got chatting about past lovers, and he asked if I had been with any transgender girls or femboys. I told him I had, and gave some details about a certain xHamster encounter some of you may recall (and who, I hope, will contact me again one day). He then asked about the two femboys I had been with, and it seems that my response was too wordy for xHam’s chat system. So, instead, I’ve decided to post it as a story - for Matty’s enjoyment and for yours. This takes the form of a letter, rather than proper fiction; but I hope you find the story enjoyable nonetheless.

My first femboy experience was with a young man named Eric, with whom I went to high school. We had been friends for some time and, as we started to develop and explore sex, we did a lot of talking (and no small amount of showing) about our discoveries. Eventually, it got to the point that we were loaning one another our ill-gotten porn magazines (rare and precious commodities in those days) - and when I managed to obtain a video tape my uncle had "lost," we ended up jerking off together.
After that, we were 100% open with each other and, one day, when he opened the chest where he kept his naughty stash, I discovered a pair of frilly pink panties among the magazines and improvised sex toys. He told me that he has taken them from a clothesline after reading an article about a crossdresser in one of my mags (Penthouse Variations) - "just to try it out." I asked if he liked them and he said he kinda did - whereupon I dared him to wear them under his jeans all night. We both considered ourselves straight at this point, and had never looked at each other with much more than curiosity - so the idea seemed more funny to me than arousing.
He had just slipped into them (and we didn't get a chance to enjoy our usual beat-off session) when Eric's mother came home, and we were called downstairs to help carry in groceries, help with dinner, and the other assorted things teenagers get drafted into around the house. The entire time (probably about four hours), he had a raging hard-on - which his jeans did a fair job of tucking back; but, knowing what I knew, there was no mistaking it for a mere fold in the fabric. Eric noticed me noticing, and was uncharacteristically bashful - even blushing when I jokingly waved at him in an effeminate way behind his family's backs.
That night, we finally got free of the family (I think we claimed we were going up to play video games or something) and Eric's hands were on his fly almost before the door closed. His cock sprang out in its silky confinement, making an instant tent - and, as he was cuircumcized, there was no holding back the pre-come that soaked fabric.
I made a comment to the effect of "Look how wet your panties are, Erica," using the female version of his name. He got so flustered he couldn't even lower his pants. Jokingly, I said "You're cute when you blush."
Eric was quiet for a long moment, and then softly asked: "Do you really think so?" He wasn't joking at all; his voice was demure, vulnerable and almost girlish. It shocked me quite a bit, and I immediately opted for bravado - something like: "Well, you know, I wouldn't take you to the prom or anything."
Things were awkward for a few minutes, and we just sort of sat together on his bed (the only furniture in his room). After a while, he commented that he saw me looking at his cock all night, and I said something like: "Those things really made you horny, huh?" He nodded and, with the tension slightly eased, we went about our usual ritual (a few hours delayed) of looking at our mags.
A little while later, I noticed that Eric was watching me, and I was like: "What?"
That was when he asked if I would let him stroke me off while I read the magazine (Variations, in case you don't know, is a write-in and fiction-based mag, with lots of "I can't believe something like this happened to me" stories). I didn't give him one of those "Don't tell anyone" lines (our little hobby was already a shared secret), but I was still more than a little grudging in my agreement. Eventually, I decided that one hand was as good as another - and it would leave me free to hold the mag and turn pages at the same time. Besides, it seemed to be something my buddy really wanted to try.
I was wrong about one hand being as good as another. Rather than just grabbing ahold and pumping as we usually did, he made a real event of it - a massaging, caressing, sensual handjob. I couldn't help but get heated up as I read the article (though, in retrospect, I have no memory of what that article was about) and, still trying to be macho and joking, I asked, "Enjoying yourself, Erica?" He blushed again and, in an awkward shot at a woman's tones, answered: "You know it, stud."
It wasn't long after that I hit my peak. Eric stroked me all the way through it, and I came all over his hands. He stared at the dribble for a long moment and then, tentatively, licked it from his skin. That sight was a huge turn-on, and was the moment I realized there was more to this than my being horny and his being interested. This was damned hot!
We sat for a moment, him lapping my semen off his hands, and me watching. Finally, I asked: "Do you want me to do the same for you?" It only seemed fair.
He replied with a "Hell yes!" and I reached for the hem of his panties, not sure of where to begin. In the end, I sat behind him, reached around his torso, and tried to stroke him the way I would myself. I recall thinking how different it was - he was cut and I wasn't, so his skin had less give. Besides, he was so hard that I could feel his pulse through his shaft. Anyway, he was slick with fluid, so I simply wrapped my hand around and pumped - and, in less than a minute, he hit a moaning, bucking, shuddering climax. To this day, I have never seen a man come that hard in person, and his seed shot several feet onto the carpet.
He laid back, panting despite the short stroking, and I noticed that I had some spillage on my hands now as well. "You want it?" I asked, holding my hand out in offering and, without hesitation this time, he leaned forward and began licking away. The sensation was new, strange, and sexy - and my cock got hard again as I watched him. He looked at it, looked into my eyes and - without words this time, moved to take me into his mouth.
It was my first blowjob - and probably Eric's too. What he lacked in experience, though, he made up for in enthusiasm, and I crooked my elbow over my mouth to keep myself from moaning like a retard through the pleasure.
I told Eric it felt great, and he kept sucking; I told him I was getting close, and he kept sucking; I warned him I was going to come right now, and he kept sucking - swallowing everything I had to give.
Surprisingly, we didn't really talk about it afterward. I guess we were still young enough to except the weird things of the world at face value. Sometimes, after that, he would reach over during our afternoon meetings and help me to blow off steam; but things were otherwise the same. We biked, we messed around on the computer, we read comic books. In short, we were teenaged chums. This new aspect seemed so perfectly natural that it just fell in with the rest.

A few weeks later, my family was donating a few garbage bags full of clothing to the local Goodwill charity. When no one was looking, I surreptitiously wheedled a skirt, a top and some leggings, and delivered them to my buddy. When he looked at me questioningly, I said: “For Erica.”
It was another week before we got a chance to use the clothes (Eric said he wanted to “save them”) - but, that weekend, we decided to go fishing at a secluded spot that few people went to, and Eric brought the clothes in a backpack. It required a long hike up a creek (wading through the water at several points, due to thick brush) and, about ten minutes in, Eric skipped off into the scrub. When he emerged, he was dressed in the clothes I had brought - and also wearing some lipstick he has gleaned from his sister.
“Ain’t you cute?” I grinned. He seemed pleased with this. Maybe he was expecting me to mock again, but I had gotten over the need to impress anyone on this point. In any case, it wasn’t half as weird as some of the things the magazines mentioned.
He was wearing the panties under the leggings and skirt - and none of the layers did anything to hide what the clothes were doing for him. At the thought of his arousal, I felt myself getting hard as well - in no small part because of the memory of the last time he’d worn his silky undies. We didn’t do much fishing that day, but our rods certainly saw a lot of action. When we finally did decide to call it quits, it was because of soreness, rather than a lack of enthusiasm. In the end, he discovered he got the most enjoyment by stroking as he sucked me off - and that suited me just fine. He liked timing his own movements so that he would come just as I shot into his mouth - and I passed the time by talking dirty to “Erica,” asking if he liked the taste of cock.

Eric never did become “Erica.” However, he “accidentally” bought a large bag of women’s socks. They looked a lot like men’s sock, just more sheer - but that didn’t seem to dampen his spirits. He began wearing them under his shoes and pants as everyday clothing, but admitted that he loved the secret knowledge that he was wearing “girls’ clothes” - no matter how little anyone noticed.
Once the excitement of his first foray mellowed a bit, he began wearing his panties whenever he was sure he’d stay undiscovered. He slowly acquired more, but he had to wash these by hand, lest his mother find them in the laundry, so the collection remained small. Nevertheless, his day-to-day wardrobe also became steadily more effeminate. His jeans grew tighter, he took to wearing small tank tops and jewelry (chunky male stuff at first, but increasingly delicate) and, when he went to college, he began wearing make-up. Dresses were rare (mostly because his physique was that of a male surfer, and he could never pass fully as a girl) - but within a few years, he definitely fit anyone’s definition of “femboy.”
There was some ugly business when Eric came out to his parents; but, by then, he had a good group of friends to support him, and his sister actually said she wished he’d said something sooner - she totally would have dressed him up when they were k**s. The world moved on and we grew increasingly distant - or hang-outs (and, likewise, our playtime) growing increasingly rare. However, by the time we parted, we had made a few clumsy attempts at anal play, before settling on me thrusting into his tightly-closed legs from behind. He loved the feel of my cock caressing his perineum, nudging his balls, and I often gave his thighs a good soaking from my enjoyment.
It’s something I don’t speak of very often, but my experiences with Eric remain something I treasure. He was a good friend and a very pretty boy, and I feel privileged to have known him.

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Eric Olafson Neo Viking Vol 1Chapter 20 Women

I did not let go of the Harpoon gun but pressed the button that recalled the seats.” Is it true one of you has killed an Elder?” Snøfrid undid the cloak and sat down and said to the others. “Take of your masks and lower the weapons.” Then to me she said after crossing her legs and folding her gloved hands in her lap.” Yes Eric one of us did and it won’t be the last!” She made a deliberate pause probably to see a reaction in my face then she said. “We are an underground organization. We...

3 years ago
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Eric will Make a B MovieChapter 16

They lived, oddly enough, in Ohio. My home was in a little town right outside of Atlanta. I loved the area, with the huge old houses harkening back to a bygone era, the seemingly unhurried flow of life a refreshing change from the rush of L A or Chicago. My condo was just outside the city limits of Atlanta but very close, a good place for a single man. It looked like I'd be needing a bigger place soon. With a lot of reluctance, we said goodbye to Canada. Despite the cold, I felt I could...

2 years ago
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Eric and Friends My First Senior LoverChapter 2

I have told you all about Eric. the first older guy I had a "relationship" with. I also mentioned how on occasions he would like me to dress up and let his friends fondle me and I also fucked and sucked a few of them off... After Eric and I went our separate ways, him moving away. I really had a lot more actual full sex partners ... most of them whilst on holidays, as I have said in my experiences about Turkey etc. A few months after Eric moved away and after a holiday in Ibiza ( Which...

2 years ago
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Eric

Sometimes boys are nice to you. Sometimes they’re mean. Sometimes they leave you crying all by yourself in a stairwell at school, like when they tell you “You have far too fine an ass to such a social outcast.” And you’re so mad, you can’t even muster up the breath to say fuck you. I shouldn’t let that stuff get to me. Nathan wasn’t even wrong. I know I’m weird. I have no friends. All I do all day is read books in the library. All I do all night is fantasize about sex and masturbate until I...

1 year ago
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Eric Olafson Midshipman Vol 4Part 59 INTERLUDE SHEA

Shea excused herself from the table to find the ladies room. Her highly intelligent mind analyzed her own behavior and the situation. Elfi was her best friend and so was Eric. She knew he had not asked to guard or accompany the princess, so why was she upset when she saw them like that? Because she realized she cared for Eric much more than she wanted to admit. Mostly her thoughts were influenced from her educatin at the temple. Because she was a Sojonit and trained to think of men as...

2 years ago
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Eric Olafson Fleet Cadet Vol 3Chapter 16 Dark Blade

I did not feel like celebrating but I sat down with the others at the big table and was asked to tell them about my time at the academy. I gave them a very rough and condensed version and I did not even finish part of it as there was too much to explain and I could tell I had lost them as I told about the formal dinner, so I recalled the events around the duel and that was well received. I also told father that I would not be here for long and that a ship was on its way to pick me up. Elena...

1 year ago
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Eric Olafson Neo Viking Vol 1Chapter 11 Uncle Hogun

The shock of being caught had completely cured me of that unnatural desire, at least that what I thought and I concentrated on the training. Time had no real meaning, Training was not getting easier. A man who listened to the name of Richard taught me how to use a sword. I knew he was not a keeper and I was firmly convinced he was the one who had trained me before. He introduced me to the different types of swords and showed me that there was more than the widely used broadsword, even though...

2 years ago
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Eric Olafson Neo Viking Vol 1Chapter 17 Mother

It was the last hour of our last school day. Mr. Walters handed out the final grades and said.” This is the last time I am doing this for you. When you return next year, a new teacher will try to pound some knowledge into your thick skulls. I am going to be transferred to another school, still on Nilfeheim but they thought I be best suited to try my hand on the even wilder Neo Vikings of the South Pole.” He then shook everyone’s hand and said a few words to everyone. When he reached me he...

4 years ago
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Eric Olafson Neo Viking Vol 1Chapter 28 Aunt Freydis

The masked woman in the red Cloak said.” Welcome Eric, or should I say welcome Freya?” I blushed despite the fact that my secret was no secret here and they probably all laughed as they used me back then, but I tried to concentrate and said. “I don’t care if you make fun of my secret and I told Astrid I am tired of being played and taken for a fool. It was you or one of you who wanted me here to discuss the very serious problems you have. I can leave right now.” She got up from her Chair....

4 years ago
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Eric and Friends My First Senior LoverChapter 1

I thought I would share my experience of how I first got into modelling for nude/ sexy pictures and also how I became a lover of big sex toys and vegetables etc. As I have told everyone in my experience about using my mums vibrators, I began using toys relatively early on in my sex life. After school I went to college to broaden my horizons and education. I had apparently gotten a reputation as a bit of a "tart" at school. Little did I know this reputation had also made its way into the...

2 years ago
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Eric Olafson Midshipman Vol 4Part 56 ERIC AND THE PRINCESS

Elfi was gone and in her place was a goddess. She wore a shimmering gown of golden pleads hugging her body. Her helmet like black hair was now under a hood shaped head piece of stylized like golden wings. Over her shoulders a cape like mantle also golden and shaped in the pattern of feathered wings as well. Her face was hidden behind a translucent veil. It was like that I saw her standing surrounded by handmaidens in a court yard that with trimmed trees, fountains and flowerbeds. The Queen...

3 years ago
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Eric Olafson Midshipman Vol 4Part 63 INTERLUDE SIF

Much to everyone’s disappointment Eric and the princess had to return to the table of the Queen as the official part of the evening begun. Sif was still brooding and tried to get certain about her own feelings. Eric had changed much and at the same time he was still the Eric she knew. Did he still think about the girlish things or had he grown out of it. Did she really hate him? The last days they had spend on Nilfeheim seemed so far away and so much had changed. Perhaps she had given him too...

3 years ago
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Eric Olafson Midshipman Vol 4Part 70 QUAGMIRE BOG

We had launched the emergency beacon with a pre recorded message two days ago. To make sure my friends would not lose hope I kept them busy, collecting specimen. We had the robots built us a basic freight flier. With it we surveyed a greater area around the base. We had the P4 mounted on the flyer just in case. Har-Hi was piloting the craft and Mao manned the Paralysator. Elfi was sitting in one of the passenger seats, her eyes closed trying to use her limited Psionics to scan for more of...

3 years ago
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Eric Olafson Space Pirate Vol 5Chapter 10 Reunion

Even though I had little medical knowledge, my time serving in the Devi’s sick bay and getting basic med training at the Academy I was helping with the triage of wounded and somehow remembered Dr. Dwyer my old Nilfeheim doctor as I derma-patched an eleven year old’s scrape wounds he had suffered falling while running and hiding inside an service crawl. The Casualty numbers were depressing. “943 dead among them many civilians and 1532 wounded of which more than 500 were very critical. Over...

3 years ago
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Eric Olafson Fleet Cadet Vol 3Chapter 3 Basic Training

I was still as tired as a Tyranno during Longnight when the lights came on and a voice barked via the PA system: “0400 hours Cadets rise and shine. 0430 is Breakfast. At 0500 you will receive your first class in the Elbhard Auditorium.” And we found ourselves in said Auditorium at that time an hour later. Clean, fed and still tired. Again I tried to find a place in the back, so I could perhaps close my eyes for few moments. The Pan Saran Officer was already there. “Good Morning Class.” We...

3 years ago
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Eric Olafson Fleet Cadet Vol 3Chapter 32 Interlude After the Execution

He remembered the last moments of his life quite vividly. They had led him up to the scaffold, after they had removed all his rank insignia. Commander Stone before him actually collapsed and the marines had to drag him to his spot on the scaffold. It took all his will power not to do the same and set one foot before the other. The solemn beat of the drums stopped and the Executioner asked him if he had any last words. He had none, the night before he had written a letter to his son Swybin and...

2 years ago
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Eric Olafson Neo Viking Vol 1Prelude Part 6 Naming Day

Prelude Part 6: Naming Day A new egg-shaped stone cut from a single two-ton boulder marked the grave of the little girl. The stone had been dug out from underneath the snow; a stonemason had chiseled the name Freya Olafson and the date into the stone and then it was carried to the cemetery behind the community roundhouse. There, also under a thick layer of snow, were the rock mounds and rock markers of the graves of the most revered. On a planet with so little land, the dead usually...

2 years ago
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Eric Olafson Neo Viking Vol 1Chapter 3 Union school

The best day in my life was when I turned seven and I could go to Union school being away from the Burg and away from my father was like breathing lighter air. Everyone had to go to Union school. That was Union Law and it superseded local law. Union school was such a long part of our society that it too became an Old Tradition and therefore was good. At school I learned that Nilfeheim was a Water-World and that we all originally came from a Planet named Earth and settled here long time...

4 years ago
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Eric Olafson Neo Viking Vol 1Chapter 8 Tyranno Fin Stew

I tried to get up and managed but I was stiff as a frozen snapper fur in Longnight, I was more sore than I realized and colder than I ever was. This time he let me get in. The door led into a short tunnel shaped corridor passing through the tall massive rock wall. Judging by the length of the tunnel, the walls must have been at least 10 meters thick. The steel door swung close behind us, making absolutely no sound as it did. Two boys perhaps my age, wearing dark long fur coats were behind the...

2 years ago
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Eric will Make a B MovieChapter 11

We were still sitting around the conference table, bottles piled in front of us. I'd chosen straight rye, my favorite, and while everyone else proceeded to get blasted, I just sipped. The conversation went all over the place, until it finally came to romance. Dorian and Leah told how they got together. Savanna was between relationships, and she and Eric ended up beside each other, flirting lightly. Now that they had come clean, Cathy and Tory gave each other loving touches, even kissing a...

2 years ago
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Eric will Make a B MovieChapter 19

Dorian came to my office a few days later, something obviously on his mind. I suggested we walk, I had a crew in, building a pond on the back of the property. It was supposed to be built for the horses we hadn't gotten yet. Tory looked at it and grinned. "Skinny dipping." Cathy looked at it and smirked. "Water sex." I looked at it and thought "catfish," but I was smart enough not to say it. We talked a little about the Issabella movie. We were going into preproduction planning in two...

3 years ago
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Eric Olafson First Journeys Vol 2Personae Dramatis

(List of Characters) Eric Olafson – A teenage Neo Viking leaves his home world for the first time. To travel and eventually to join the Union Navy Elena Olafson – technically a cousin to Eric, but since she was adopted by Eric’s father, she is now known as his sister. Isegrim Olafson – The current clan chief of the Olafson clan, and Eric’s father Lothar Olafson – Eric’s half brother The Ancient – aka Elkhart the Keeper. An old man claiming to have forgotten to die. Officially he is the...

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