My Time As Jennifer free porn video

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My time as Jennifer By Jennifer Rebecca Mickel Finally I was alone. Although I always say, "Your never alone when you are a Gemini, especially when your other twin is a transvestite!" I rushed off to my wardrobe I keep in my home office. My wife knows it's there, and occasionally will let me wear one or two things during sex, maybe once or twice a year. However she does not really understand, and at best I think she just tolerates my overwhelming need to dress as a girl. My beautiful wife is going on a trip with her best friend to Canada, a safe distance away for me to play, for two months. Once there I start to move my second wardrobe into place in our guest bedroom, where I really like the feminine setting of the four poster bed, the overstuffed mattress and the ultra soft pink and white accents. I set up the adjoining bathroom with all the necessary items I will need, makeup, perfume, women's shave gel and razor, pretty smelling soaps and gels, hair styling equipment and solutions, and other female related items. I then went back to our master bedroom and finished taking off my male clothes and discarding all of my things except for my driver's license and credit card. As I had planned I left the room and locked the door behind me. The only two keys to unlock the door were out of my reach, one was taped to the underside of a bench downtown and the other was... on it's way to Canada. The one taped to the bench was in the middle of a nearby town, and placed there last week by myself to force myself out with only my feminine wardrobe available to me to retrieve it in. That I would have to work up to, perhaps in a few days. So off I went to shower and shave my legs and underarms. Once out of the shower I made myself up in a fairly normal looking makeup for someone in her upper twenties. I put on one of my favorite pair of panties, a smooth nylon string bikini pink pair that fit snuggly but not too tight. I followed that with my bra, which I filled with my silicone breast forms in C - cup size. I then took the time to paint my nails a nice glossy pink. I followed this with a pair of front lace up low-rise jeans and a white peasant top with frills in the front and large flowing sleeves. I then added some modest jewelry consisting of a bracelet, earrings, ankle chain, and a few rings. I slipped on my clogs and headed out into the kitchen. I started a slow cooking dinner for myself for that upcoming evening. I then went to the basement workshop where I started working on the picture framing that I had planned for the day. This is my normal business and after all I needed to make sure work kept flowing. I felt wonderful working dressed like this. At lunch I stopped and had a small salad and freshened my makeup and went to pee before I went back to my work. When I finished the frames I had planned for the day, I sat down and completed the usual paperwork associated with any business. I really love working and living in general dressed as a woman, it feels very natural and comforting to me. I enjoyed my dinner with a nice glass of wine and then cleaned up the kitchen. Afterwards I sat down and listened to music and read for a couple hours. It started to get late and I went off to the bedroom and decided to take a long luxurious bath. Afterwards I got ready for bed, with a fresh pair of panties and a chemise nightshirt. By now I was fairly horny but I didn't want this time to be just about sex, as crossdressing means so much more to me. Maybe tomorrow? So off to sleep I went. In the morning I awoke and felt so wonderful, like I said I am so comfortable dressed this way that it really affects one hundred percent of how I feel. It was Saturday and that means no work for me today. So I did some quick exercises in my workout gear of a thong, tights, sports-bra, leotard and my pink laced sneakers. I took a shower and shaved my underarms and legs. I figured I would continue to shave this way for the first month and then stop so everything would look normal by the time my wife got back. I got dressed in a great pair of panties I found at Victoria's Secret. They are white lace with the cutest little pink ruffles across the back. Then came a bra that complimented the panties. I then put on my favorite Tommy Hilfiger denim mini skirt and a form-fitting sweater that is one of my favorites. I did my makeup and accessorized and off to the kitchen for breakfast. It was a dreary day outside, rainy and gray. I decided it would be good day to watch a couple of movies. Well after the first one I was feeling quite restless and definitely needed to get up and do something. I decided to go out for a drive. So I grabbed my purse and headed into the garage and pulled out in the Toyota RAV4. I drove around for about two hours and (unfortunately?) it was a rather uneventful trip. So I headed back home. Well now I was really bored. A yucky day, too restless to just sit and relax, I needed to have some fun. So I went and found the bag of sex toys and took it to the bedroom. I dug out my video camera and my digital camera too. I then got changed into a more provocative outfit, black lace panties and matching bra, a garter belt and stockings, some stronger perfume and makeup thick enough to make myself look rather slutty. I decided it would be fun to blow my "boyfriend", a good sturdy pillow with a dildo strapped to it. I set up the cameras to get a good view of what I was about to do, setting the digital to take a photo every few moments, and the video camera just to shoot all the action. I put on one final coat of lip-gloss and got down to it. I started by licking the shaft and balls and then started to go down over the whole shaft. It really filled my mouth with cock! I continued sucking up and down while my lipstick smeared a little on the shaft. I was getting a little hot by now but wanted a little more adventure. So I paused and tied some ropes to the bedposts and then tied myself to the bed finishing with a pair of slipknots for my wrists. I have tried all sorts of self-bondage before and as long as I have enough time I can always get myself out. Sometimes it takes quite a bit of time! So there I am sucking on this huge dildo which is now on top of me, tied spread eagle to the bed, and by now I have a little wet spot in my panties from pre-cum, with the cameras capturing all to be reviewed later. Suddenly I heard a noise that wasn't one of the cameras. My immediate fear was that someone was trying to break into the house. I had turned the alarm on when I got home earlier and not heard any signal from it to indicate that someone had opened a door or window. We only have the windows and doors alarmed no movement sensors. I lay very still to try to listen and despite being a bit frightened I was still quite the bit excited and somewhat erect. Then I heard another noise, it sounded like an interior door opening close by, but that would be impossible as the only one that was closed was also locked. Yes, I am talking about the master bedroom door! Then I had a terrible feeling when I heard footsteps coming in the room. I couldn't really see anything because the pillow was on top of me with dildo now buried deep in my mouth. "My goodness you were certainly right Kelly." I heard my wife's friend Nicole said to my wife. Obviously they were not in Canada! I could feel my face was on fire with the embarrassment of not only being caught by my wife like this but also her best friend whom I've known for years. "So what do we have here? My little slut Jennifer?" my wife said as she pulled the pillow and dildo from on top of me. As soon as they saw the dildo covered with lipstick and the wetness from my mouth they both started to laugh out loud. "I told you Nicole that he is so submissive, I hardly knew that he was as hungry for some good cock as I was." I knew right away that she was referring to my overwhelming submissiveness in bed, and my lack of a good erection. So we often used the dildo along with my talented tongue to (what I thought) satisfy my wife's desires. Then my humiliation grew worse as Nicole grabbed the front of my panties and pulled them down over my penis and balls and exclaimed, "Oh my, look how little it is! I could never get off if Joe's cock was that small!" My wife replied, "I know it's not even big enough to call a cock, it's more like a clittie." All along I could not get a word in edge wise, and I was humiliated that they kept on going on about me. Finally my wife acknowledged me and told me what was going on. "As you can figure we never went to Canada, but stayed at Nicole's house last night. When we saw you go out today we sneaked into the house and hid in the master bedroom. I wanted to prove to Nicole what a girl you really are. I now see that with the cameras I did not even need her here. From now on you will be our slave and do whatever we wish, otherwise the pictures and video will be sent to all your clients, family and then sell it on the Internet." I knew right away that the girls had me between a rock and a hard place. "I uh... understand." Nicole jumped right in and said, "Good let's get started, I want you to lick my pussy until I tell you otherwise." With that she took off her top and short skirt and she wasn't wearing any underwear. She had a beautiful body, with average size boobs, great looking legs and a lovely derriere, right above her pretty pink box was a closely trimmed triangle. She climbed up on the bed and straddled my face and lowered her flesh to my mouth, immediately I began to lick her. She was already wet as if she had previously having sex. She rode my face through four orgasms and her juices completely covered my face and ran down the sides of my head. I enjoy eating pussy so I thought being a servant like this wouldn't be all that bad. I was not able to see much during this time and then she climbed off of me. Kelly straddled my chest and I was suddenly aware of what she was doing while Nicole rode my face. Kelly had strapped on the dildo. "Is this what you want slut? Do you want to suck cock? How about sucking my cock for the camera Jennifer? In fact I want you to say it for the camera Jennifer. Say that you want to suck cock, so that I can show everyone who you really are." "Please let me suck your cock!" I admitted for the camera. At which point she slid up to my face and instantaneously started to fuck my mouth with the large cock. "You are so good at sucking cock, Jennifer," Kelly said and then added "almost as good as you eat pussy, but you can always use more practice at both." Once again all I could really see was my wife and the big cock she was ramming into my mouth. She continued this for what seemed like a half-hour or maybe forty-five minutes, until she pulled out making a loud "plop" noise. My jaw was a little tired by then. At that point she started to climb off me and I saw Nicole standing close by, she was dressed in the same clothes she was wearing before. Somewhat disappointed I thought that maybe this was over, that they were thinking that they had taught me a lesson about getting caught like this. That's when Nicole took a blindfold and placed it over my eyes so I couldn't see anything. Then I felt her move way for a moment as apparently she was disrobing and then climbed back on the bed and lowered her pussy down on my face again. Nicole said, "Joe never does this for me after he fucks me." She felt as if she was even wetter than before and she had a different taste, it was saltier tasting and then I realized it was cum from a guy! I had run across my own before with Kelly but never had this situation before. She realized what I figured out and clamped down even tighter with her legs and continued to force me to eat her pussy and the dripping cum, "That's right you slut," she said, "that's what you get, you suck cock and then you get cum!" I heard her and my wife get a good laugh at this. After about twenty minutes of eating her pink muffin she crawled off my soaking face and I immediately felt someone else climb up onto the bed. I figured Kelly was going to give me another go around with the dildo again as I felt it jabbing away at my lips again. As it slid into my mouth, my lips must have started to swell or something, as it felt larger than before. Once the head passed my teeth I grasped the fact that it was not the dildo but a real cock. I was completely shocked, I started out with the dildo just to play as a woman, I really didn't think of myself as gay or anything and now some guy had his cock in my mouth, and I was giving him a blowjob. I could now here another camera besides the digital and video cameras, taking pictures. I was really in for it deep now. And speaking of deep, this guy on top of me was really going at it in my mouth. Then he climbed off of me. I was then unmasked to find out it was Nicole's boyfriend, Joe. My humiliation rose even further as he was actually part of the girls' plan also. You see Joe is bi-sexual and always horny and looking to get some attention from his gorgeous girl or just about anybody. They reminded me of the evidence they had and that I was their captive to do what they wanted, at which point they untied me and took away my panties. Kelly told me that she wanted me to kneel on all fours on the bed and finish blowing Joe, until he came. I got into position and started blowing Joe for all I was worth. He said, "Damn Jim, I err a mean Jennifer you can really suck cock just as good as both of these girls!" Nicole was standing next to the bed taking the whole sight in, when Kelly got up on the bed behind me. I guess I should have expected it, but I hadn't, she started to put some lubricant on my ass and then started to work the strap on dildo into me. I was getting fucked on both ends! At this point Nicole starts to jerk me off. I was so hot all over even though I was being used like this. I was actually getting into it. We were all going at it for awhile and Joe was getting close to cumming and so was I. Kelly told Nicole to get ready, and she went behind Joe's camera mounted on a tripod. Joe's cock got stiffer in my mouth and he pulled his cock back just as he started to shoot his load. This sent me over the edge with Kelly fucking my ass I started to shoot my load too. That's when Nicole snapped the picture that would trap me forever as their captive. We live in an artsy community where people aren't shocked easily, but imagine by embarrassment when the photo was enlarged to thirty by forty inches, and cropped to just show that I was being fucked in the ass by a woman and blowing some guy and a string of my own cum dripping down. Yes I was the only one in the photo to be identifiable. Then I was made to frame it and hang it in my shop for my clients to view. Propositions really started to come my way then. Kelly, Nicole and Joe reviewed each of these and had me get involved in many of them.

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Breaking in sweet Jennifer

Breaking In Sweet Jennifer... by alexcarr © When Jennifer came to me it was like a new life beginning. Sweet, sweet and innocent Jenifer who - at nineteen, had never had a boy friend straight from a convent. She wanted a room to set up her independence and to get settled in with her online university studies.The owner of a hotel which had been converted into bed sitting rooms I was delighted to give her a room for a minimal charge in return for some small chores around the house.At 42 maybe I...

First Time
3 years ago
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Breaking in sweet Jennifer

When Jennifer came to me it was like a new life beginning. Jennifer was delightfully sweet and innocent who, straight from a convent at nineteen, had never had a boyfriend. She wanted a room to set up her independence and to get settled in with her online university studies.I was the owner of a hotel which had been converted into bed sitting rooms. I was delighted to give her a room for a minimal rent in return for some small chores around the house. At forty two, maybe I am old enough to be...

First Time
2 years ago
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The Love of Being Jennifer

The joy of being Jennifer By ZeDD I found the panties in a strange curio shop down by the dock. I was looking around and there they were, shocking me into excitement with its lace trim, satin sheen and pale pink color. They weren't the sexiest pair of panties I'd seen, but then wearing the sexiest pair of panties isn't exactly the most comfortable thing in the world. I prefer the kind where the whole ass is covered in satin. If I had a slut, and wanted to spank her, I'd lift up...

3 years ago
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Becoming A Slut Wife Jennifer

It is pretty much of a shock when you find out that your loving wife of ten years is a slut. I don't know what else you can call a woman when you catch her with three guys and all three of them have their dicks in her - at the same time! Jennifer and I were at a New Years Eve party at the home of some friends of ours. Midnight had come and gone, the booze had been flowing and no one was feeling any pain. Jennifer came up to me and said that Al had some killer weed and she asked me if I wanted...

1 year ago
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Wife Slut Jennifer

A few years ago my and wife went through a bit of a rough patch. She felt it would do some good if she moved out. After 3 months apart she came back and things have mostly been peachy. When we were a part some of my mates spotted her around town in clubs and bars so I figured something would have happened for sure. When we started having sex again I poked and plodded her about her time in her apartment. She went on to tell me she had been at her place for about a week, when she had a problem...

Cheating Wifes
3 years ago
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Mystery For Jennifer

"Why do I love you, Jen, and why do you love me? Why do I desire you?" "Don't be so obsessive, Phil. Just be happy we do love and desire each other, okay?" He was afraid to talk too much like a professor around her, but he wanted to talk about it because he was afraid love and desire could evaporate. Everything between them rested on a mystery. He wondered about all of it, why he was attracted to the curve of her breast, or why the turn of her belly down to her pubis excited him. Passion...

1 year ago
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A WellLived Life Book 1 BirgitChapter 24 Jennifer

February 1978 The rest of the week went by quickly. I played chess with Jennifer and Larry. I played chess with Mary. Mary and I couldn’t find a time to get together, much to our mutual disappointment. Even Thursday night didn’t work out since she had to go out with her parents. On Saturday, I called Birgit. I was doing that way too often, but letters with two-week turnarounds just weren’t cutting it. I broached the subject of growing up and gaining experiences and she said that was more or...

4 years ago
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Taking Jennifer

My gaze travels slowly down her body and she became excited at my scrutiny. She wanted to shift on her feet in nervousness but held her passion wound body completely still. My gaze paused at her chest and she held her breath as she saw my eyes twinkle in appreciation. My hand moved from her face, tracing down her neck as I walked around her. She feels my hand on her shoulders, down her back, across her hips and up her arm. My fingers are firm against her, slow, methodical, and as I step back in...

3 years ago
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Ashley and Jennifer

Ashley Capistan and Jennifer Fergoski both celebrated their twenty-first birthday. Both girls were five-ten, both weighed the same, they both had strawberry blonde hair that hung straight to mid back. Both girls had 34-23-30 hourglass figures, nice round and firm C-cup breasts, and what many would call beautiful bubble butts. If one would put the two girls side by side, they would pass as twins! They were twins! Unfortunately the two girls were separated at birth, given up for adoption by a...

2 years ago
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Jennifer

Jennifer Janet L. Stickney [email protected] By the time I reached the age of 21 I was out of college and also, I had moved on from an accomplished crossdresser, to a complete woman. I am fully able to go anywhere I like dressed as Jennifer without any trouble at all. As I got ready to go out I once again set my breasts free of their restraints and let them enjoy the comfort of my padded bra. I reveled in the chance to once again totally enjoy being the woman I always should...

2 years ago
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A WellLived Life Book 10 The WifeChapter 4 Bethany and Jennifer

St. Stephen’s Day, 1984, Indianapolis, Indiana I went to see if Ed had returned and found him and my sister sitting with Kara. Ed looked even happier than he had earlier, so I assumed my sister had properly thanked him. “She’s awake, but groggy,” I said. “She has no idea what happened, though. Ed, why don’t you go see her?” “Thanks!” he replied, giving Stephanie a quick kiss. “I see you properly thanked him!” I teased, after he left. She laughed, “I did. Twice!” “You weren’t gone THAT...

3 years ago
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Something about Jennifer

 Jennifer was a very shy girl, yet an intelligent student in class. Somewhere in the nooks of Liverpool was a house, where Jennifer lived with her parents and brother. Her father was an executive, he was very gentle in nature, very charming person, her mother Barbara was a typical housewives, engaged in chores, some or the other… often wished life could take some turns, no she wasn’t an envious lady, she had friends both rich and middle class, she was just herself… she just wanted to spice up...

3 years ago
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My First Encounter With Jennifer

It was late and the evening air in south Florida was warm and muggy, and the club was teeming with co-workers out blowing off steam after a long day of meetings. I was wearing shorts, one of my favorite Nat Nast shirts, and flip-flops, and in spite of my dress, I was still a little sweaty. I was squeezed in between folks, leaning over the edge of the bar trying to get the bartender's attention, and next to me was an attractive woman, with a come-to-me-big-boy smile and a twinkle in her eye. The...

2 years ago
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Jennifer

JenniferBack when I was 19, My first serious girlfriend was named Jennifer. She was 18, about 5' 6", about 130 lbs, very attractive with THICK brown/black hair. She had 36DD tits, big nipples about an inch long when excited, a flat stomach, nice legs, a great ass and a real thick bush and she tasted delicious as I ate her alot.She was built like a brick shithouse.Anyhow, one day we decided to go a new beach we had heard about. It was anude beach, and we both got real excited about it. We...

2 years ago
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Another story about Jekyll and Hyde only the names are Jason and Jennifer

Another story about Jekyll and Hyde Only the names are Jason and Jennifer It all started after my grandfather died and he left me his notebooks. Well after I got those notebooks I raced home and immediately went into my basement a.k.a. lab and started looking through the notebooks, reading all the stuff he had written in them. I noticed that most of the stuff written in them were transformations. So, as I was reading I came across a transformation that I couldn't make out. But it...

4 years ago
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Jennifer

JenniferBack when I was 19, My first serious girlfriend was named Jennifer. She was 18, about 5' 6", about 130 lbs, very attractive with THICK brown/black hair. She had 36DD tits, big nipples about an inch long when excited, a flat stomach, nice legs, a great ass and a real thick bush and she tasted delicious as I ate her alot.She was built like a brick shithouse.Anyhow, one day we decided to go a new beach we had heard about. It was anude beach, and we both got real excited about it. We...

2 years ago
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A WellLived Life Book 8 StephieChapter 38 Jennifer

July, 1983, Chicago, Illinois After Rosie left, I stripped the sheets from my bed, as well as the cover of the duvet, and tossed everything into the washing machine. I lit a lavender candle in the room, and then swept and dusted. I did a quick spot-check of the rest of the house and noticed that the tub in the sauna needed to be cleaned. I scrubbed it, then mopped the sauna floor with a damp sponge mop. I finished cleaning the sauna about the time the washing machine finished, so I moved...

1 year ago
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Taboo 3 JJ Jennifer

My stepmom was exquisite; I had been using her as my cumslut for close to a year now. Every chance I got I was fucking at least one of her holes. The best part about the whole thing my dad didn’t have a fucking clue. There had been many times that I had slipped into their bedroom after they were both asleep and slid into bed next to her, sliding my cock between her legs and into her ass or into her cunt and slowly fucking her until I had to put my hand over her mouth to muffle her moans. The...

2 years ago
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The Abduction of Jennifer

        You shiver slightly as you exit the Union and step out into the brisk evening air.  After a brief hesitation about wearing nothing more than your tight black tank top and pink shorts,  you move down the steps into the parking lot and turn to walk back to your dorm. You take a right and move down  Woodward Drive back to your empty room.  The parking lot is sparse and almost no noise  with everyone gone for Easter weekend.  You stop and stare up at the sixth floor of the dorm and see...

3 years ago
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Making the grade Jennifer

As a professor of communications at a local community college, I have often thought about the possibilities of hooking up with a cute college coed. I had heard stories of professors doing so, but I didn’t dare be so forward as to think I should try. All professors were well instructed on maintaining a professional standard when they are hired. We know the consequences if there is even the slightest hint of inappropriateness.I guess I am the exception to the rule. My first year of teaching, I...

Occupations
3 years ago
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Breaking in sweet Jennifer

Breaking In Sweet Jennifer… by alexcarr © When Jennifer came to me it was like a new life beginning. Sweet, sweet and innocent Jenifer who – at nineteen, had never had a boy friend straight from a convent. She wanted a room to set up her independence and to get settled in with her online university studies. The owner of a hotel which had been converted into bed sitting rooms I was delighted to give her a room for a minimal charge in return for some small chores around the house. At 42...

4 years ago
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Breaking in sweet Jennifer

When Jennifer came to me it was like a new life beginning. Jennifer was delightfully sweet and innocent who, straight from a convent at nineteen, had never had a boyfriend. She wanted a room to set up her independence and to get settled in with her online university studies. I was the owner of a hotel which had been converted into bed sitting rooms. I was delighted to give her a room for a minimal rent in return for some small chores around the house. At forty two, maybe I am old enough to be...

4 years ago
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The Day That I Became Jennifer

The Day That I Became Jennifer By Jason Sommers I will never forget the day I became Jennifer. I got home from work and started messing with the Pocono moonstone. That was a mistake, because it zapped me and I fell to the ground. I felt fine so I continued to mess around with the moonstone and after it zapped me about three more times I decided nothing was going to happen. I decided to go and hang out with my friends. Boy, was that a big mistake, cause the moon was full and I...

4 years ago
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Raping Jennifer

I pushed open the door and cautiously entered the room. I could hear her deep breathing. Good, that meant the drugs were working. I crept up next to her bed and in the dim light I could make out her sleeping form. I gently blew on her neck and when I got no response I shook her a little. When she didn't respond I relaxed. I closed the blinds in her room and turned in the lamp next to the bed. There lay Jennifer passed out nothing but a black tank top and black panties. It looks like the...

2 years ago
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Whos Your Daddy Jennifer

"I hate to tell you this, Jennifer," Mom's voice was tentative, scarily so, across a thousand miles of telephone wire and microwave signal, "but Ricardo is your father." "WHAT!" I screamed it out. I understood her words instantly, could easily conjure up a fact pattern that made them true, but I wasn't ready to accept them. "Daddy died two years ago, Mom." I could hear the pleading, the strain in my own sounds. "Jennifer, you've known all of your life that I was already pregnant...

2 years ago
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Babysitting Jennifer

I was 15 when I started babysitting Jennifer. Jennifer was the only daughter of a single mom living off divorce money in thesuburbs . Jens mom was starting to date again, so she needed someone to watch Jen when she went out at night, and since I lived next door at the time I was the logical choice. By no means was I a good looking teenager, just average, but Jen on the other hand was cute. At nine years old it was obvious that she was going to grow up into a knock-out, she was a cute kid. Her...

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