Erica's Sexual Transition free porn video

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My name is Erica. When I was growing up, I lived in a very strong Catholic household in rural Ohio. My family took me to church 3 times a week. I was home schooled until college and everything fun was a sin. My family was very devoted to their religion and they raised me that way. So needless to say I was always taught at an early age that Sex was something dirty and should only be had between a man and a woman while married. This upbringing made it so that when I finally did have sex it was all but enjoyable. It left me with a huge feeling of guilt, disgust, disappointment and shame. This feeling would last from the first time I was turned on up until today.

My sex life mostly began when I was 17 and a freshman in college. I had times where I thought I was turned on. I would hear in movies and from the few friends I had about how they would get a tingling feeling in their vaginas and how when they saw a hot guy their nipples would get hard and their crotch would get wet. It would take over a decade before I realized that what I was feeling was more curiosity than being horny.

When I went off to college that was the first time I was truly around a large group of people my age. Growing up in a small town, there were few c***dren my age and I was home schooled. I was an only c***d so I never really had much social interaction. I never had to share a room and here I was off at college with a roommate. I was on my own for the first time and loving it.

My college roommate was Tara. She was a year older than me but we had a lot in common. We both came from a small town and loved country music. We had the same taste in TV and had the same major, nursing. The difference was that Tara had had boyfriends before and was currently in a relationship. I had never even been on a date up to this point. Tara’s boyfriend George was a very nice guy and he introduced me to Michael.

For the first month of our relationship, Mike was a great guy to me. A couple of times he tried to take things past kissing but would respect me when I told him to stop. I told him how I was saving myself for marriage and he seemed to be understanding. As the months went on he began to push the issue even more. He would say things like, “we love each other so someday we will get married, why wait?” I decided that I would talk to Tara about it. I knew she was saving herself and was wondering how she had been with George for over a year and had not had sex yet.

At this point I had known Tara for about 6 months. It was the end of winter and spring was in the air. The snow was melting and I was enjoying my freedoms at college. Life was great but it was about to change and the change would affect me for years. One day after classes, Tara and I were watching TV. I decided that I would bring up my question at that time.

I asked Tara how she and George’s relationship had survived without sex for so long. Tara just stared at me. Right away my heart began to beat fast and my hands got all sweaty. I could tell from her face that something was wrong and I was worried that I crossed a line that I was not supposed to. I thought that maybe I was going to lose my best friend over this question.

Tara got up from her bed and then sat down next to me. She put a hand on my leg and then dropped a bomb on me. Tara had sex with George already, months ago. I could not believe it. I thought that I had a partner in the abstinence world. We both had said we were waiting. I know it was not logical at this time but I felt betrayed. I could not understand how she did this to me. I stormed out of the room and ran down the hall crying. After several minutes of sobbing to myself I began to think why I was acting this way. Looking back it was a bit of jealousy of George.

It was almost a week before I could talk to Tara again. I kept avoiding her every time I knew she would be in the dorm. I would find something else to do. I would make sure that I came in late at night while she was sleeping and I woke up and left before she got up.
At the end of the week, Tara caught me off guard and stayed from class to confront me. I apologized and confided in her about my dilemma with Mike. We talked for hours and after talking to her I came to the conclusion that having sex with Mike would be the best thing to do. Tara told me that sex had actually strengthened her relationship and that it felt amazing.

I went to bed that night planning how Mike was going to take my virginity and I wanted it to be amazing. I could hardly get to sleep. I had visions of fireworks and euphoria. I had every vision that the movies made it out to be. The next weekend I was going to give myself to Mike.

During the week I went out and bought new underwear. Every detail had to be perfect. I purchased a silky blue dress and black lacy thong panties and a matching bra. I had never worn anything like this before. Modesty, I was taught, was the way to be. Now was not the time for modesty. I wanted to rock Mike’s world and mine. I told Mike that he was going to take me out dinner and Tara arranged to spend the night with her boyfriend so I would have the room all to myself.

The week dragged on but finally my last class of the week ended and I virtually ran back to my room to get ready. I took a shower and toyed with the idea of shaving my pubic hair. Tara had told me how George liked it bald and Mike had mentioned he just didn’t like bushy. I was too scared of cutting myself and could not imagine why a guy would even care. So I trimmed it with a pair of scissors and used my razor to shave it just above my vagina and my bikini area.

I then slid on the thong and was surprised that I could not feel them. I always wondered how girls could wear them and be comfortable with a permanent wedgy. With my crotch freshly shaved it was extra sensitive. I fastened the bra and slid into my dress. After 30 minutes of messing with my hair and another 20 minutes applying makeup, I was ready to go. I grabbed my hand bag and stepped into my 5 inch heels. I looked in the mirror and Damn I looked good.

It was now 6PM and Mike was due to meet me. I had no idea what his plans were but told him that I wanted it to be special and that I would leave the rest to him. 20 minutes later he finally arrived. When I opened the door I was somewhat disappointed to see him wearing a polo shirt and jeans. I told him that he had to look nice. This was so far not my idea of nice. I quickly forgot about that when I saw his face. His jaw literally dropped and hit the floor. It felt like minutes that he just stood there like an idiot staring at me. Finally he stammered, “damn you are pretty.” He then took my arm and led me out the door.

He wouldn’t tell me where we were going until we got there. I was seriously disappointed to see Applebee’s out the window. So far this evening was becoming a disaster. I focused on the fun that we were going to have later. After all, this night was about me losing my virginity and giving myself to him. I could not blame Mike for this because he did not know that I was going to have sex with him tonight.

I ate my dinner over small talk and could not wait for it to be over. After we were done eating I told Mike that I wanted to go back to my dorm and just watch TV with him. He paid the bill, gave me a sweet kiss and escorted me out to the car. On the drive back he placed a hand on my thigh and gently massaged it. It felt so good.

When we got back to the dorm, Mike sat down on the futon in the room and looked for the remote. I wasted no time. I grabbed a condom that I had left in the drawer next to the door. I unstrapped my heels, walked up to him and flipped the condom to him. He looked down at it then up at me with a look of disbelief on his face. I straddled him and began to kiss him. I could feel his penis harden. He soon began to run his hands up legs and grab my ass. He squeezed my cheeks and oddly ran finger in my crack. I stopped him before he stuck it into my ass.

I got off of him and took my dress off. I let his eyes wonder over my body. It was the first time that anyone had seen me with just my underwear on and in a few minutes it would be the first time anyone saw me naked. He took off his shirt and pants in record time and hopped into the bed. I got into bed with him and he pulled off boxers and laid there with his penis rock hard and his hands behind his head. I was confused. Why was he not touching me? Why was he just laying there with this dumb smile on his face and hands behind his head?

Finally he asked, “aren’t you going to suck it?” I asked what it was I was going to suck. He asked me if I was going to give him head and I had no idea what that meant. I felt stupid asking. I heard of the term before but never asked what it meant. You have to keep in mind that I grew up secluded. He explained to me that it was sucking on his penis. I was totally put off by this. I told him that I did not want to put it in my mouth and he said okay. He then grabbed me and flipped me onto my back. He started to kiss me. He then began to kiss down my neck and chest.

The bra was a front clip and he almost ripped it off of me. He took a nipple into his mouth and with the other one; he rolled it between his fingers. Holy crap it felt so good. It sent electric currents through my body and made my vagina tingle. He then moved down to my crotch and pulled my panties to the side. He then started to lick me and it felt odd. After a few moments I asked him stop. It just didn’t feel right. I asked him if we could just have sex now.

He unrolled the condom over his penis and then positioned himself on top of me. He ran a finger over my vagina a couple times and mentioned how dry I felt. He asked if I had lube and I told him that I didn’t. He then put his mouth near my vagina and then spit on it. It felt so gross. He then took the head of his penis and started to spread the spit around.

Then he pressed the head of his cock into me. I screamed, lost my breath, and saw red all at once. The pain shot through me. I grabbed onto the sheets and begged him to pull out. He said he was barely in me. I looked down to see that the head was just separating my lips and was not even in me yet.

He asked me if I was ready and I shook my head yes. Over the next 20 minutes I fought back the pain as he slowly slid is 5inches into me. The first time he pulled back I looked down and saw that his penis had blood on it. I asked him if he was okay and Mike said the blood was from me. I had heard of bleeding but I figured it would be just a small spot or two, not enough to cover his penis.

He asked if I wanted to continue and I said yes. I had heard that it would hurt at first but would get better. I wanted to feel how good it was so I told him to continue. He thrust in and out of me for another two minutes and I felt no pleasure. All I felt was a ripping pain and a hollow feeling in my chest.

Mike must have sensed my discomfort because he then asked if I wanted to try another position. I shook my head yes and he told me to lay on my stomach and spread my legs. I did as told and I felt him enter me again. He then continued to fuck me only harder and faster this time. I just laid there this time until he was done. I was glad that I could not see his face and he see mine. After a few minutes I felt him stiffen and heard him grown. He then pulled out of me and rolled onto his back next to me.

After a few minutes of him breathing heavy he asked if I came and I told him that I didn’t think I had. He said I probably didn’t but that it was okay, most girls don’t their first time. He then took off the condom, tossed it in the trash, wiped his penis with a Kleenex and started to get dressed. I asked him if he was going to stay with me tonight and he told me that he had to go. He had to do something with his family in the morning and had to get to bed. He kissed me good bye, told me he loved me and that he had a great time. He walked out the door and left me.

I laid there for a second. My vagina was burning and still bleeding. The smell of the condom and sex hung in the air. I broke down into tears and cried myself to sleep. The next morning it hurt to walk and there was a small blood stain on the sheet. From that moment on, sex was ruined for me. Mike and I had sex numerous times after. The bleeding and pain eventually stopped but I never gained any pleasure from it. I faked my orgasms and acted like I enjoyed it because I loved him and did not want to disappoint him. We stayed together for another month and I figured that sex was bad for me because Mike was bad for me. I figured it was just because I had not found the right guy for me. That was until I met Steve! To be Continued….

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It had been a year since Isabella had ripped my anal virginity from me (see my rough treatment story) and life had gone on as usual. I was still in a relationship with the same girl and had continued my usual routine of of work and weekend benders with my noisy mates. I may have outwardly appeared butch and masculine to my peers but my session with isabella had changed me and i found myself masturbating regularly over the memory of my domination at the hands of my transexual tormentor. I wasn't...

1 year ago
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Brazilian Transsexuals

This morning, somebody sent me a link and told me it was a good place to find Brazilian transsexuals. I guess my head was still a little bit fuzzy from last night’s binge on Viagra and hookers, so I immediately wanted to know, “How many is a Brazilian?” I understood my mistake as soon as I loaded up the front page of the aptly named Brazilian-Transsexuals. Oh, right! A Brazilian!So, how many is a Brazilian? Well, the digits at the top of the landing page at Brazilian-Transsexuals.com puts the...

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3 years ago
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Memoirs of a Bisexual Chapter 1 The Sexual Revolution

I have always been a sexual person. I have always been turned on by sex. When I was 16, I got my first “serious” girlfriend, meaning the first girl I ever tongue kissed, made out with and felt up. My dad sensed that I was a in the beginning stages of a hormone drenched relationship with a girl who was a bit more experienced than I and a year older. He had the “Sex Talk” with me where he discussed STD’s, pregnancy, and condoms. But he also instilled a bit of wisdom in me about sex. He told me...

Bisexual
4 years ago
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My Sister My Lover Part 4 Transexual Fun

We sat on the sofa as we talked about the day. Liz told us about the troublesome customers she had at the store. Linds told us about events around the house. Then I told them about the training and the events after. I described Crystal and our sexual activities in the motel. By the time I finished both Liz and Linds were obviously excited. They had their hands on me as I kissed each of them in turn. Liz rubbed my nipples through my shirt as Linds opened my pants and fished out my...

2 years ago
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A Moms Sexuallity is Awaken Chapter Two

Chapter Two A Mom’s Sexuality Is Awaken Josh looked down at his mother’s head as she was busy sucking his cock again today. Her face was still covered from the last blow job she gave him earlier. Three times every day now she had been sucking him off. She never once complain no matter how long he’d take or how many times he wanted it. She would suck him off six times a day if he asked. On the morning of his 19th birthday she sucked him without stopping until he...

3 years ago
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Far Future Fembot DarleneChapter 32 Transitions

Thoughts I'd believed that Lady Heather would go on forever here. She'd given me much more than the best female lover of my existence. I found a stability here that I'd never felt before. From my early days where anyone who held my remote owned me without reservation to the loving times I spent with Samuel I always knew it wouldn't last forever. Samuel's death hit me harder than I ever thought it would - even after seeing what Anna had gone through with Bill, and Samuel's careful...

3 years ago
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A WellLived Life 2 Book 2 StephieChapter 48 Transitions

June 7, 1988, Chicago, Illinois “So what did I miss while I was away?” I asked Penny when she came into the office just before 8:00am. “Not much, really. The newbies started last week, but otherwise, nothing important. I’m glad school’s out! Of course, you’ve missed most of the time I’ve been here full time!” “And I’m going to miss some more. One of my messages from yesterday was from Chris Gibson at Belarus in Milwaukee. I’ll be going up tomorrow.” “To work on HER or on programs?” Penny...

4 years ago
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An Ordinary College Sex LifeChapter 23 Transitions

SUNDAY, APRIL 18, 2004, SOPHOMORE YEAR "I just need some time, okay?" Dawn's words were the same as yesterday, but I didn't feel nearly as scared now as I did then. Yesterday, the mere fact that Dawn was asking for time instead of enthusiastically proclaiming her love and desire to get back together made me worry that she WASN'T going to get back together with me. Today? I knew it just meant exactly what she was saying. She needed time: time to make a clean break with Ryan, time to...

4 years ago
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Pasayten PeteChapter 21 Transitions

"My name is Michael Peterson. My friends call me Mike. I've lived in the valley for many years, but it's a remote area and other than a few close friends I pretty much stay to myself." Mike sipped his second cup of coffee, leaning back and thinking to himself that Madeline Jacobs baked a fine pie. He'd savored that slice. Good home cooking never escaped his appreciation. Like most elderly bachelors, Mike cooked to survive but he didn't often take time to turn out a gourmet meal....

2 years ago
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The Untold Story 8211 Spying A Married Women And Her Sexualities 8211 Part l

The untold story 1 Hi i am Ravi when this incident happen it was may this year. I was twenty seven that time. Worked as a purchasing officer, for a site…. We were in industrial site in Sri Lanka, where lot of desi workers engaged. End of the April our coordinating manager’s wife Reema came there to join her husband. She was about 30 (33 was exact i discovered later with her passport) since they have no children they have free behavior and enjoy their life. I was told by someone that Reema is...

3 years ago
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Bisexuality Training

At the turn of the century it became a highly contentious question; was sexual orientation something learned or innate. More importantly, could it be changed. The mind is a powerful thing, and while orientation was shown eventually to have biological roots, one could build negative association with sexual contact with one sex, in the same way that accidental sexual fetishes developed in early life from exposure. Likewise in the same way, one could build up theoretically an entire sexual...

Bisexual
3 years ago
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Memoirs of a Bisexual Chapter 1 The Sexual Revolution

I have always been a sexual person. I have always been turned on by sex. When I was 16, I got my first “serious” girlfriend, meaning the first girl I ever tongue kissed, made out with and felt up. My dad sensed that I was a in the beginning stages of a hormone drenched relationship with a girl who was a bit more experienced than I and a year older. He had the “Sex Talk” with me where he discussed STD’s, pregnancy, and condoms. But he also instilled a bit of wisdom in me about sex. He told me...

3 years ago
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Jamila Tales of a Prison Transexual

I was convicted of drug and weapon possession last summer, and sentenced to 7 years in prison. My idiotic boyfriend stashed coke, and firearms inside of two cars, and 6 houses we both owned together. He told the stupid cops, the crap was solely his. but the prosecutor didn't care. The bitch charged me for basically knowing the stuff was there, and not reporting to the authorities. So, now I'm in prison; and in case you didn't know, I'm a transexual. I have a penis, so I'm...

2 years ago
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My First Time With a Transexual

This is a true story it happened back in 1986 I already knew I was bye and I liked having sex with girls and guys but I had never had a transexual. I went out clubing where all the gays and lesbian hang out just to hang out and have a good time there was always someone who would accept a straight looking guy like me so I went into this one club that had a transvestitied show or shemales show it was a great show they had some singers, dancers a couple of comedians the show was very good so I had...

1 year ago
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MY FIRST TRANSEXUAL EXPERIENCE

Let me start out by saying that I haven’t written in a while. I’ve had plenty of sex, but not many experiences worth sharing. I felt it necessary to share this one because this was my first “trans” experience. I’m not gay. This short story is about my coworker who I’m going to name “SEAN” for the purpose of this story. The person’s real name is obviously not Sean, but I don’t want to give away any real identities. Basically SEAN is a transsexual. I know we call transsexual men who change to...

2 years ago
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My First Time with a Transexual

I was in a large city about 100 miles from my home for a week on business. I had been hitting the bars for a few days with out a lot of luck. On the way back to my hotel afer work one day I picked up a few of the alternative newspapers/sex ads. Checking the ads out later I saw women, men and transexuals all offering there services. I saw one picture of a beautiful blond and was blown away to see that the ad was for a transexual. I called and made arrangments for her to come to my hotel in a few...

4 years ago
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My First Time With a Transexual

This is a true story it happened back in 1986 I already knew I was bye and I liked having sex with girls and guys but I had never had a transexual. I went out clubing where all the gays and lesbian hang out just to hang out and have a good time there was always someone who would accept a straight looking guy like me so I went into this one club that had a transvestitied show or shemales show it was a great show they had some singers, dancers a couple of comedians the show was very good so I had...

2 years ago
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My Jouney into Bisexuality

My Journey into Bisexuality We all have those events in life which define us, change us, make us who we are. This is the true story of my own journey into bisexuality. If you were to tell me prior to these events that I would be doing such things I would’ve given you a very emphatic ‘Hell No' and aside from a one time mutual jerk off session when I was 14 where we were both drunk and stoned, I never thought of ever touching another man. Before I begin I have decided to only use initials for...

4 years ago
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moonbeams training bisexuality

This is another story written for a Dom in Florida named Jack, who was my Mentor before i met Master Falcon. Writing stories for Jack to read and critique was a way for me to learn about and explore BDSM. i chose to use this story to explore bisexuality. Please bear in mind as Y/you read this story that when i wrote it, i had just come out of a 20-year vanilla marriage, in which bisexuality was taboo. i’ve come a long way since then.i chose to leave my comments to Jack intact for you to see. In...

4 years ago
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Alphabet Aberrosexual

Aberrosexual: (noun or adjective). From the Latin word "aberrare:" to deviate or go astray. Referring to a person who engages in sexual activity that is considered unnatural, abnormal, or atypical. The idea of this story is to create one place for all the sexual acts, deviancy, and general perversions you can think of. The only requirement is that the title be a two or three word alliteration such as Betty Boob, Marcie Masturbation, or Fabian Foot Fetish. I want to try to cover each letter of...

2 years ago
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Moving Bisexually

The story so far, as told in “Making the First Move”: Andrew, a voyeuristic university student, spies on and then fucks his fantasy girl, Emily. Afterwards, her face still dripping with his semen, she invites her friend Calum to join them. Now read on…“This Calum, is he a friend of yours?” asked Andrew. It was a stupid question really. If you’re naked in your bedroom, with some guy’s cum still warm and fresh on your body, anyone you invite round to join you must be a pretty good friend.“I guess...

Bisexual
3 years ago
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Sexualkunde

Es war eine dieser typischen langweiligen Stunden in der Schule. Wie jeden Tag hatte mich das Taxi zu dem alten Gebäude, welches die Rockwell Privatschule beherbergte, gebracht. Draußen drückte die Hitze und allmählich drang diese auch in die Zimmer. Ich saß da und sah gelangweilt aus dem Fenster. Die Blätter an den Bäumen ruhten. Die Zeit schien einfach nicht zu vergehen. Mein Stuhl knackte. Meine Banknachbarin klopfte mit dem Fuß leicht dagegen. Doch das störte mich nicht, denn in meinem Kopf...

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