Like Mother Like Daughter

Part 1

Eric a sophomore college student is getting ready to go home for spring break. He told his dad he would be driving in on Friday, but when his last class of the week was cancelled, he decides to surprise his dad by driving home one day early. When he walks into the house he hears soft music in the den, when he rounds the corner, her sees a petite brunette with her back to him giving a blow job to a man much larger than his father. It takes a second, but he recognizes the man as his Uncle Dave. (Uncle Dave is not really his uncle but a close family friend whose wife Sally along with his mother was killed in an auto accident while coming home from a shopping trip when Eric was about 3.) The son is confused why Uncle Dave is getting a blowjob in his den and says, "Uncle Dave?" This startles the brunette who jumps just as Dave ejaculates, catching Dave's load over her face and the front of her blouse. When the brunette turns around, Eric doesn't recognize her until he hears his father's voice come out the pretty brunette's mouth and say, "Eric I wasn't expecting you until tomorrow, I'll explain everything, let me just get changed and I'll be right back." Uncle Dave having already pulled his pants up, says to Eric, "I think we both need a drink and I know your father might need a double." Uncle Dave walks Eric to the bar and pours 3 scotches neat, hands one to Eric . About 10 minutes later Eric's red-faced father returns dressed in male mode and accepts the waiting drink from Dave. Eric's dad asks him to sit down so he can explain what Eric just witnessed. Eric's dad explained that he had been a bisexual crossdresser all his life and that his mom was aware before they were married, in fact Eric's mom Sara was also bisexual. Sara and Sally had been lesbian lovers in college and often went off on romantic weekend trips. When the Sara and Sally were together Jill (Eric's dad's fem name) would dress and become Uncle Dave's weekend wife. After Sally and Sara were killed the two men grieved for their lost wives for a little over a year. One day, they reconnected and bonded over the loss of their respective wives. Eventually, their loneliness, brought them back together romantically. They had to be discreet so that their relationship did not affect Eric's childhood. Eric's dad apologized to Eric that he had to find out about Jill and Dave the way he did. Eric still in shock asks for a little time to process this new information. His dad says of course, and the subject is dropped for the rest of the evening. The 3 men grill steaks and potatoes while watching a baseball game and polish off the rest of the MaCallan 12 Uncle Dave had opened earlier. The next morning Uncle Dave is gone and Eric walks into the kitchen to find his father drinking coffee. Eric pours himself a cup of coffee and sits down, his father looks up and says, "I know yesterday was a shock, do you have any questions?" Eric looking up from his coffee asks, "How long have you and Uncle Dave been having sex?" His Dad responded, "Whenever your mother and Aunt Sally were having their "together" time they suggested that Uncle Dave and I keep each other company." Eric followed with, "Not to be crude, but do you just give Uncle Dave head, or do you let him fuck you?" Dad Blushing. "Ok no more secrets, yes Dave and I have a full sex life. I like to give him a nice blowjob so that later, when he fucks me, he lasts longer, and I have multiple orgasms." Eric, "Do you have sex with other men or just Uncle Dave?" Dad responded, "No Dave and I have been in a loving and monogamous relationship since about a year after you mom and Aunt Sally were killed?" Eric smiling, "Well at least my dad isn't a complete slut?" Over breakfast Eric and his father continue their discussion. Eric asks, "Dad, are you more comfortable as a man or a woman?" His Dad responds, "I'm comfortable in either role, but I prefer to dress as a woman. Since you went off to college I spent all of my time in Jill mode, unless of course when you are home." Eric replied, "So having me here for spring break is kind of cramping your style....you know maybe it's time for me to meet my Aunt Jill." Shocked his dad responds, "You want to see me in Jill mode?" Eric says, "Sure, why not, this your house, why should you not dress the way you are most comfortable. But if Uncle Dave comes over can you keep the PDA, PG rated? Dad laughs and says, "Sure give me about an hour and I'll introduce properly to Jill." Eric's turn to blush. "Dad if you don't mind can you show me how you transform into Jill? I didn't recognize you yesterday until you said something."Dad replied, "If that is what you want." So, father and son walk into the master bedroom which had been redecorated since Eric had gone off to college. There was a new bedspread, new furniture in the sitting area by the bay window that looked over the back yard and of course several framed pictures of Jill and Dave at various events. But the most interesting was a very feminine vanity with makeup, nail polish and all sorts of feminine lotions and several expensive looking bottles of perfume. Eric stunned "Wow Dad you've been busy since I've been away!" Dad smiling, "Yes with you away at college I felt it was time to let Jill be free." Jill started he transformation by stripping out of her male clothes, Eric noticed that although his dad had on jeans and a t-shirt, he was wearing panties underneath. When his dad removed his shirt Eric noticed a bandage around his chest, when his dad removed the bandage Eric realized his father had breast. His dad noticed Eric's stare and said, "I guess I should tell you I have been on female hormones for about a year and a half, my breast are about a B cup and Dave loves to play with them. Of course, the hormones have shrunk my penis, and I don't get hard anymore, but that's what I have Dave for." Once his dad was completely naked Eric also noticed that his father had no body hair below his eyebrows except a small patch of hair just above his very small limp penis. Eric also noticed that his father's toenails were painted a pretty pink and his fingernails although not painted were a quarter inch past is fingertips, much longer than any man he knew. His Dad explained the first step of my transformation is to hide my male parts with this garment called a gaff. His dad showed him how to put it on and push his testicles up into his body from where they descended and then push his penis back creating a flat front like a female. Next, he pulled on a fresh pair of panties and a matching bra, inserting small breast enhancers into each cup and lifting his breast to create a natural looking cleavage, saying, "My breast are only a B cup, but I think I look better with C cup bras, so I need a little help." Eric's dad looked at himself in the mirror and said, "Now that I've got the correct body shape let me show you how I do my makeup. Since it's morning I'm going to do a simple daytime makeup." Eric's dad explained how he applied foundation, setting powder, eyeliner, eyeshadow, mascara, blush and lipstick. He then went to the closet and picked out a casual sundress, some cork heeled wedges and some jewelry. Lastly, he donned a cute brunette wig and spritzed himself with some perfume. Eric was amazed and a little jealous as his father in a little over 30 minutes had transformed himself from an average dad into a MILF. Eric is again shocked by his father's transformation. "I can't believe what I just witnessed, looking like that I can't call you dad....is it ok if I call you mom?" Mom smiling, "Honey you probably don't remember your mom, she died when you were so young. If it helps, I'd be happy for you to call me your mom!" Eric blushing, "Mom, do you think, I could be as pretty as you?" Mom smiling, "Honey if you want to look pretty, I'd be happy to help you! Would you like to see how you would look dressed as my daughter?" Eric embarrassed. "You promise you will not laugh? Mom giggles and replied, "Sweetheart yesterday you caught me in a very compromising position and just watched me transform from your dad to your mom. I would never laugh or hurt you." Eric again blushing, "Thanks mom it's still kind of embarrassing to admit to your mother that you want her to dress you as a girl." Mom smiling "OK Erica let's get start go in the bathroom and strip." Confused Eric repeats "Erica?" Mom replied, "If I'm going to dress you like my daughter then I can't call you Eric sweetheart." Smiling Erica says, "Yes ma'am." Mom instructs Erica, "Jump in the shower here is a razor and some shaving cream, shave your legs, chest, arms and underarms. When you get out do a close shave on your face." When Erica got out of the shower her mother helped her rub lotion to help sooth her shaved body parts. Erica's mom smiled as she noticed Erica had copied her landing strip above her own modest sized penis. Erica's mom supplied her with a clean gaff, panties and matching bra. Erica's mom then placed her pre hormone C cup breast forms into Erica's bra cups giving her a very girlish figure. Erica's mom applied daytime makeup appropriate for a college age girl explaining everything she did to her new daughter as she went along. When she finished Erica's makeup, she gave Erica a cute tank top and denim skirt to wear along with a pair of wedges. She had Erica take out her masculine studs and put in a fun pair of dangly earrings. Instead of a wig she styled Erica's longish hair in a cute pixie style. Erica and her mom stood side by side in front of the mirror looking for all the world like a 40 something MILF and her hot college coed daughter. Mom smiling, "Well I don't know about you, but I think I've earned a glass of wine! Erica smiling "Oh mom I can't believe I look so pretty; I'd love some wine." The girls go into the kitchen and open a bottle of white wine and pour two glasses and go sit outside by the pool. Mom looking at finger, "I don't know about you, but I feel like I'm half naked without polish on my fingers. Do you mind if I paint my nails? Erica responded, "Of course not." So, mom jumped up and ran into the house returning with two bottles of polish. Mom said "I brought two bottles this one matches my toes, and I thought you might like a little color so I brought this one, would you like me to paint your fingers before I do mine? Erica says, "Oh that sounds fun." So, her mother produces a nail file and files Erica's nails prior to painting them. While mom paints Erica's nail Erica asks, "Mom how did you know you were a bisexual crossdresser?" Mom while concentrating on painting Erica's nails responded "Well I was a crossdresser first, I started out trying on your Aunt Megan's clothes, I was eventually caught by my mother, who surprisingly didn't freak out, she bought me my own girl clothes, so I didn't have to wear Aunt Megan's. I was always bicurious but never acted on it until your mother suggested I dress as Jill and become Dave's weekend wife while she and Aunt Sally went off to a Lesbian retreat for the weekend." Erica asked, "So that is when you discovered you were actually bisexual?" Mom "Yes, my first time with Dave was very special! Maybe sometime I'll tell you about it." Erica excitedly "MOM you can't leave hanging like that!" "OK, your mother as I said knew I was bicurious, so she and Aunt Sally took me for a lady's spa day we all had a mani/pedi, facial, full body massage and I got a full body wax, I felt so feminine. Aunt Sally gave me a few pointers on what Dave liked in the bedroom. Dave was a complete gentleman and treated me like a lady, he is very romantic, we kissed a little and I fell into the feminine role quite comfortably. By bedtime that night I was nervous as a new bride on her wedding night. Aunt Sally and your mom had bought me a short nightgown at bridal boutique which I wore to bed with Dave. I prepared myself by douching and lubing myself and inserting a tampon before I joined Dave in bed. Dave was already in bed, he looked so masculine wearing just pajama bottoms. He had just the right amount of chest hair which surprisingly was a turn on for me! I could also see a slight bulge in his pajama bottoms. I climbed into bed, and we kissed tentatively becoming more passionate. I started playing with Dave's chest hair enjoying how my long-painted nail looked against his hairy chest. Dave's touch sent electrical shocks thru my body. As we kissed, I let my hand travel down into Dave's pajama bottoms and felt his cock. OMG he was huge, much bigger than mine, it made me feel even more feminine. I asked him to remove his pajama bottoms, which he was happy to do. I continued to rub his cock while we kissed amazed that it made my hands look so small. I guess I was doing something right because precum started to ooze out the head of his penis. I was mesmerized and without thinking I leaned over and kissed the head of his penis tasting his precum, this sent another electric jolt shot thru by body. His precum was sweet and I wanted more, so I took his penis in my mouth and started giving my first blowjob. Back then I probably wasn't very good but after about 15 minutes I felt Dave's penis swell in my mouth and jet after jet of his cum shot into my mouth, which I swallowed, I was so excited that I could give pleasure to such a masculine man. I continued to suck his penis until he got soft and slipped out of my mouth. I slid back up to him and asked if he liked that, giving him a peck on the cheek and started to get out of bed. He grabbed me and said first that was a great blowjob and second where do you think you're going. I said I'm going to brush my teeth, so you don't have to kiss me with cum breath. He said you're not going anywhere and proceeded to give me the most passionate kiss I ever had, I fell in love with him at that moment. He kissed my body making me squirm until he had recovered and proceeded to make love to me. We made love two more times that night! After being Dave's weekend wife and loving every minute of it, I told your mom after she returned from her weekend with Aunt Sally, that I loved being Dave's weekend wife and would do it again, if she wanted to be with Sally again. Your mother kissed me passionately and said I think that we can arrange for that to happen." "Mom, you said Uncle Dave has a very big penis, did it hurt the first time he made love to you. "No sweetheart your mom and Aunt Sally were very smart women, and they help prepare me for my first time." "How did they help you get ready for sex with Uncle Dave?" "Well about a week before their trip the 3 of us went on a lady's day out. While your mother distracted me looking at purses Aunt Sally ran into an adult sex shop and bought me a set of butt plugs. That night your mother helped me insert the smallest plug. I wore one every night the week before the big night with Dave. Every other night I moved up to the next size. So, by the time came, for Dave to make love to me, my pussy was ready to accommodate him. His penis was just a touch larger than the biggest plug, so it took me a minute to get comfortable, then it was pure bliss." Mom sat back with a twinkle in her eye remembering being deflowered by her man. Just as she raised her left had to take a sip of wine, Erica caught a flash of light from her mom's left hand. "Mom, are you wearing a diamond engagement ring!?" Mom raising her hand to show Erica "Actually I'm wearing a diamond wedding set!" "Mom what's going on?" "Well remember when I went on that business trip to Vegas right after the start of this semester?" "Yes?" "Honey, there was no business trip, Dave and I ran off to Vegas and got married and spent our honeymoon there!" Erica excitedly exclaimed "Oh My God! Oh My God!" Mom sheepishly said, "I'm sorry that is the last secret I swear! Are you mad?" Erica asked, "Do you love him? Is he good to you? Does he treat you with respect?" Mom smiling, "Yes! Yes! And Yes! I'm happy to be Mrs. David Luigi Lombardo!" Erica giggling, "Well I guess I can't call him Uncle Dave anymore....do you think he will be ok if I call him daddy?" Mom, "Honey if you accept us, I'm sure he will be happy for you to call him Daddy!" Erica, "Speaking of my new stepfather, I assume he lives here with you, so where is he?" Mom replied, "Yes, he lives here, we just thought after the shock of yesterday you and I might need some time alone to sort everything out. Your Stepfather went into the office early to give us some space." Erica, "Can you call him and tell him to come home so I can congratulate my new stepfather for marrying my beautiful mom. Mom on phone "Hi baby, no everything is fine. Yes, you should come home now. In fact, we have a surprise for you!" Mom relieved that things have gone so well asks, "So while we wait for your stepfather, since you know everything about my sex life. Let's get another glass of wine and you can tell me about yours." After refilling their glasses, Erica looked embarrassed and said, "Well there is not much to say about my sex life. I've only been with one girl, and it wasn't that good for either of us." Mom replied, "Oh honey even bad sex is good sex; it couldn't be that bad. Tell mom about it." Erica sighed and stated, "Well everything seemed to be going well until we got naked, and she saw my penis. After she saw my penis, she became cold and distant and asked for me to take her home shortly after we got out of bed. She didn't even wait for me to walk her to the door, she just said bye and jumped out and waked into her apartment. I guess I can't blame her, I've seen other guys in the shower and I'm on the small end of the penis range size." Mom, "Oh honey I'm so sorry, you probably inherited that trait from me. I'm on the small end as well even smaller now from the hormones, but I was lucky in that your mother didn't go for overly masculine men and was fine with my smaller penis, I think with her lesbian tendencies she preferred a feminine man with a smaller penis." Erica shyly asks, "Mom what does it feel like to be bicurious?" Mom replied softly, "Well honey although I was madly in love with your mother, I sometimes fantasied what it might be like to be the women in bed with a well-hung man having simulated heterosexual sex. Being married to your mother I never would have acted on it without her encouragement. Why do you ask?" Erica blushing, "Well since my bad experience with the girl I told you about I've noticed this guy in a couple of my classes. Every time I'm around him I get butterflies in my stomach, once I even got a little hard. Do you think I'm bi-curious or gay?" Mom, "Sweetheart I don't know if that makes you bicurious, bi or gay but if you are, there is nothing to be ashamed about. In fact, college is a perfect time in your life to experiment with your sexuality and find out what makes you happy? Just remember mommy will love you regardless if you are Eric or Erica and sleep with girls or boys. I think I just heard your stepfather's car door, so let's go introduce him to his new stepdaughter, we can continue this discussion a little later." Jill and Erica enter the kitchen just as Dave enters from the garage. Erica watched as her mother femininely runs to him, throws her arms around her husband's neck and give him a very sensuous welcome home kiss. This genuine show of love and affection touched Erica deeply and she wondered if she could be like her mother and have a similar relationship with a handsome man. Erica was jolted back from her thoughts as she heard her new stepfather say, "Wow was that my surprise." To which Jill responded, "No silly, Erica came to surprise us while you were at work." Dave playing along, "Erica, sweetheart you are looking more like your mother every day." Erica blushing walked up to Dave gave him a feminine hug and a peck on his cheek and said, "Oh, Daddy you always are so sweet." Jill tells Dave, "Erica and I are having white wine by the pool would you like to join us with a beer." Dave says that's sounds great let me change into some shorts and make a quick phone call and I'll join you." Erica and Jill walk back poolside and sit back down at the table. Jill notices Erica seems to be deep in thought and says, "A penny for your thoughts." Erica blushes and responds, "Oh mom after watching how happy you were welcoming Daddy back home, I just wonder if I could have a similar relationship with a man." Jill responded, "Honey as pretty as you are, if you start going out in public the men will be falling all over themselves to spend some time with you." Erica looks up at her mother. "Mom I'm so confused, I feel pretty dressed this way, but I don't know how to be a girl in public." Jill responds, "Well I think what we need to do is have you spend the week as Erica, we can go shopping and buy you some clothes better suited for a girl your age, after all what college coed wants to wear her mother's clothes? We can do lunch as mother and daughter, go to museums, catch a chick flick at the movies, basically getting you comfortable being out in the world as Erica. We'll call our week Operation Girly Girl!" Erica responds, "Oh Mom that sounds Wonderful!" "Ok from this moment forward until you return to school you are my daughter Erica." Just then the girls hear Dave walking out of the house in a pair of shorts, casual flip flops and a tank top. Jill gives a girly fake wolf whistle and Erica says, "Huba Huba!" Jill and Erica giggle uncontrollably, Dave says, "Very funny ladies." Erica watches as he bends over and gives Jill a kiss before sitting down and reaching over grabbing her hand to hold. Erica again is touched by their loving relationship and even feels her penis swell slightly while still hidden by her gaff and tight panties. Jill looks at Dave smiles and tells Dave, "Honey, Erica just told me that her plans for Spring Break fell through, and she can spend her whole Spring Break here with us, we were just planning our Girly Girl outings before Erica returns to college. Tomorrow, we plan to hit the mall and shop till we drop." Dave looks at both ladies sips his beer and says, "That sounds great, just one condition." Jill looks questioning at her husband. "And what is that dear?" Smiling Dave says, "First thing, hit the better dresses and you each buy a new dress and I'll take both of my ladies to dinner at the Country Club." Jill responds with a smile, "In that case, can I have your Platinum American Express card?" Dave chuckles. "Look in your purse sweetheart, there is one with your name already on it and it has the same number as mine, and I get the bill." Jill says, "I know I just like to see you squirm at how much you think I might spend!" Dave joking, "My baby is high maintenance, but I get the benefit of seeing her in all her pretty outfits and sometimes some sexy lingerie!" Jill playfully slaps him saying, "You behave mister, or I'll be coming to bed in my high neck flannel granny gown." The rest of the afternoon the three sit around enjoying each other's company, as the sun is setting Dave lights the grill and makes some of his special hamburgers, while the girls start some beans on the stove and make the salad. With each passing moment Erica is feeling more and more feminine. Jill smiles as she sees her daughter growing in confidence. Jill goes to the refrigerator and grabs some condiments for the burgers and places them on the island, next she gets the buns out of the pantry. Dave comes and tells the girls that the burgers are ready and grabs a platter to bring the burgers in, as soon as he walks out Jill picks up the pickle jar and starts turning the lid the wrong way. Erica looks confused and says, "Mom you are turning the lid the wrong way." Jill smiles. "I know honey Mama is teaching you the first lesson of womanhood, just watch." Erica still confused watches as Dave brings in the burgers. Jill gives Dave a girly smile "Honey the lid is stuck on the pickle jar, can you open it for me." Dave grabs the pickle jar and easily unscrews the lid. Jill smiles and wraps her arms around Dave's neck giving him a kiss saying, "What would I do without my Big Strong Italian Stallion? Be a dear and grab Erica and my wine glasses from the patio, we are switching to red wine with our burgers." Dave walks out to get the glasses and Jill turns to Erica saying, "Men are simple creatures honey and love helping a damsel in distress, with a smile you can get a man to do just about anything for you, and all you have to do is give him your best feminine smile or a sweet thank you. Of course, if he is the special man in your life then give him a kiss like I just gave Dave." The girls were giggling conspiratorially when Dave walks back in with the used glasses placing them in the sink before asking, "What's so funny." Jill smiles "Nothing my love just girl talk." Everyone makes their plates and takes their wine into the dining room. Dave holds Jill's chair while she smooths her sundress under her, and Dave does the same for Erica. Jill smiles up at him saying, "Thank you my love." Erica also gives Dave her best feminine smile and says "Thank you Daddy." Jill winks at her daughter to acknowledge a lesson well learned. Erica gives her mom a knowing smile while being delighted to be treated like a lady by Dave. Everyone enjoys Dave's delicious burgers and good conversation around the dinner table. After dinner Erica and Jill cleanup the kitchen and decide that they are ready to take off their makeup and get into their nightgowns and maybe watch a movie. The girls walk into the den and find Dave watching Sports Center, Jill tells him "Honey Erica and I are going to go into the master and take our makeup off and get into our nightgowns. When we get back maybe we can all watch a movie together." Dave smiling, "Sounds perfect my love!" Jill bending over to kiss him, "Can I get you a beer or a refill on your wine?" Dave smiles and says, "Nope I'm fine." As the girls walk toward the Master bedroom Dave let's out a wolf whistle and both girls turn back to look at Dave. Dave smiling, "Man I'm the luckiest man alive to have such a gorgeous wife and daughter!" Erica blushes and Jill smiles "And don't you forget that Mister!"