8 comments/ 114397 views/ 14 favorites The Smith Family Endeavors Ch. 01 By: literotica182307 Writer's note: I would like to thank Pro_Ball_Player, a literotica writer, for inspiring me to write my own erotica stories. I would also like to thank Mistress Penelope, my editor, for her assistance in getting my stories to be acceptable for submittal. This is a story involving a coming of age incestuous relationship between and mother and her son. I have chosen the common surname, Smith, to be applied to this family. Any similarities between events in my fictional story and someone's experience in the real world are purely coincidental. Incest is frowned upon in society and is used in this story for fictional purposes only. Chapter 01 My name is Michael Smith and I live in the suburbs about 40 minutes outside of Chicago. I live in a modest Midwestern home belonging to the typical middle-class family. My father (Raymond), mother (Deborah), sister (Julie) and I all live together. My dad works full-time for a local design firm. My mom is a teacher for the local elementary school. My sister and I are fraternal twins and have just turned 18. I don't know about her but I am still a virgin. I've fooled around with chicks before but haven't gone 'all the way.' Just after our 18th birthday, my sister and I were told that we would be going on some vacations. My parents set aside time to spend with us. A weird twist was that the vacations would be separate; we wouldn't be going as a full family. I was going to spend the first week at the cabin with Mom and then the following week at the lake house with Dad. My sister would spend the first week at the lake house with Dad and the second week at the cabin with Mom. These were places we routinely visited as a family. The lake house was about 90 minutes from home. The cabin in the woods was about 2 and-a-half hours from home in the opposite direction. As I was packing the night before heading out with Mom, I wondered if I should bring any of my contraband (porno, etc.). I really wanted to have some alone time, but being that this trip was going to be spent in such close proximity to Mom I didn't think the opportunity would present itself. I would just wank it in the shower; Mom would never know. It was late, so after I was done packing, I rubbed one out, cleaned up, got ready for bed, and then cut the lights. The next morning I awoke to the smells of a good breakfast. Mom was making waffles with all the fruit toppings and syrups I loved and the bacon smelled great too. The delicious aroma called me from my comfy bed; I just had to head to the kitchen. "Good morning Mom and Dad, what's with all of this? Usually we just grab road food and head out when we go on family trips." "Oh, we just wanted to have a good breakfast before heading our separate ways." My mom answered as she set the breakfast in front of me. Conversation was light during breakfast. I picked on my sister and Dad told me to knock it off. It was a typical routine. Afterwards we all helped in cleaning up. We loaded the cars, hugged each other good bye, and then headed in our separate directions. In the car I asked my mom, "So what's up with these weird vacations? Is everything okay between you and Dad?" I'm not sure why I asked the last question. Every now-and-then they had the usual fights about bills, interest rates, politics, etc. But they never showed any signs that things between them were bad. "Everything is fine between your father and me...unless there's something you know that I don't." I laughed it off reassuring her that I didn't know of anything. Again I hinted that these trips were weird and I was just guessing. "I'll let you know the reason for these separate vacations when we get to the cabin." The drive to the cabin was smooth with idle chit-chat. Upon arrival we unloaded the car, did some quick cleaning, and took inventory of items we would need to pick up from town later that day. "Unless you need any help with anything, I'm setting up the hammock and taking a nap." I told my Mom. She said that was fine. She was going to take the time to start reading her new novel. After my nap I asked Mom if we could grab lunch in town while we were grocery shopping. She thought that was a good idea. We had lunch at the Village Soda Shop and did our grocery shopping at the small store next-door. While picking out some wine for herself Mom told me "Why don't you pick out something (pointing to the beer) for yourself? It's only going to be us this week and I'm not going to tell anyone. You're 18 and will probably find some drinking buddies when you're at college anyways." She was probably right. I had graduated from high school a month ago and was looking forward to life at the University. I picked out a few six-packs and put them in the shopping cart and said "Thanks Mom." Getting back to the cabin and unloading groceries it dawned on me that my initial question wasn't answered yet. "So Mom, what's the deal with these separate vacations anyways?" Mom finished putting her wine in the refrigerator so that it would be chilled for later and then answered. "The reason for these trips are to take time out from our lives and reconnect with one-another. Next week you'll spend time bonding with your father. When I turned 18 my parents did something like this for me and your father's parents did the same thing for him when he turned 18. You'll be on your own in a few years when you graduate from college. Between now and then you'll be on your own when you're at school. We'll be a full family on summer breaks and long weekends." She paused and sat down at the kitchen table. I followed suit. Mom continued, "Setting time aside like this is important. It's a time for your father and me to determine if our lessons in life have sunk in. It's a time for us to ask and answer each others questions regarding any topic. This time is going to be our moment together to sort out any issues that we might have in relation to the many aspects of life. Most importantly this is time that we can utilize in order to sort out any issues that we may have, both good and bad, with one another." Mom paused and then continued. "In order for this week to be comfortable for each other I have a few rules. One, everything we discuss is to be open and honest. I won't tolerate any lies. You're not going to skirt issues. You're not going to give me the Swiss-cheese version of the truth." I had to interrupt, "Swiss-cheese version of the truth? What's that mean?" "That's the version of the truth with a bunch of holes in it. If you're not telling me the entire story I can only think that you're hiding something from me. If you're hiding something from me then I won't be able to trust you; I'll view hiding things to be the same as lying. The second rule is that nothing is taboo. The third and final rule is that I'll adhere to my own rules. That way we're both treating each other with the respect that the other person deserves." I was about to pipe-up and say something stupid. Maybe my facial expression gave it away. Mom cut me off. "Michael, we're not going to talk about anything right now. I want you to take time by yourself right now to contemplate what I just told you. I want the rules to sink in. Everything that we discuss this weekend is important and I NEED you to realize this. You're my son. I love you. I want this week with me, and next week with your father, to be the beginning of the rest of your life. Your father and I want you and your sister to have the best life possible as you both become independent individuals. College life will fly by so fast. You're going to have to take the bull by the horns and hit the ground running after you have graduated. Between now and then your father and I will have to adjust to letting you go. You'll always be our son, but you're also your own person. We have to respect that." I started to tear up. Mom embraced me with a hug. I told her I loved her and thanked her for the words. I gave her a quick peck on the cheek. "I guess I have some things to go think about right now," I mentioned as our hug ended. I headed out to skip stones across the creek and didn't head back to the cabin for quite a while. I hoped I was ready. I wasn't sure what I was so nervous about. I just had a feeling that a simple trip to the cabin with Mom was going to become complicated. When I got back to the cabin Mom had just finished making dinner. "Go wash up." She told me. "Did you want to have one of your beers with dinner?" she asked. "A beer sounds great. I'll be back to the table in a moment." I announced. Dinner was great, and the conversation was light. Mom wanted me to review my college plans with her to make sure I wasn't missing anything. We quickly reviewed my finances and a bunch of other things as the night progressed. Later we eventually became tired, got ready for bed, kissed each other good night, and went to sleep. Day two started with breakfast and proceeded to a relatively calm and routine day at the cabin. Mom was reading, I was listening to my mp3 player, we had lunch, etc. It wasn't until after dinner that we had another 'serious' conversation. This conversation shifted to the topic of drugs and alcohol. Talking about this was ironic in that Mom had been letting me drink beer while being underage. The conversation was inspired by Pink Floyd's song 'Comfortably Numb.' Mom asked if I knew what that song was about. I mentioned that I thought it was about using heroine. She said I was right and then asked me if I've ever tried any drugs. The truth was that I smoke pot every now and then and once tried acid. The acid trip was horrible and I would never try it again. An entire evening conversation about this topic boiled down to the fact that Mom had tried a variety of drugs when she was younger. She occasionally smokes pot and likes to drink in moderation. She was happy with my honesty and didn't frown upon my pot smoking habits. She would have been a hypocrite if she gave me grief for it. She was happy that I turned away from the heavier stuff. The general understanding was that my drug/ alcohol use shouldn't become abuse and that I should always remain in control of such usage. That brought up topics of peer pressure and what the college drinking experience would be like. She didn't want me binge drinking or getting into trouble. She would not bail me out of a night or so of jail if I got a DUI. Drinking and driving was unacceptable behavior. Talking to her in an honest way was feeling more comfortable and I was beginning to feel like I was in charge of my life and becoming an adult. Day three was a lot like the others, we seemed to be settling into the same routine of leaving the 'serious' topic of discussion until after dinner. Mom put the ball in my court on that night. "So Michael, we've some great talks and I feel like we're getting closer together as mother and son. I also feel like there's a real understanding developing between us." I agreed and thanked her and dad for these week-long trips. "What did you want to talk about tonight?" she asked. "Honestly Mom, I don't know. Did you have something in mind?" It was the question that would change my life. "Yes, actually I did, but your complete honesty is required." She answered, and then continued. "I wanted to talk about sex." "Mom, we had the birds and the bees talk ages ago. What else is there to talk about?" "Michael, there's plenty to talk about. For starters, how's your sex life?" "Um Mom, I'd rather not talk about it." "Well we are going to talk about it. How do you expect to grow up and be good husband material? Being responsible to the finances and career is a start that builds a family. You'll be able to have a home and provide for loved ones. Being attentive and responsive to your lover's needs is entirely different. It takes a lot of work to be on your own as a single man. It takes even more work to develop and sustain a relationship with your lover. It takes even more work and responsibility to be a good husband, and even more work to be a good father as well. That's what your father and I want for you. You've already demonstrated that you have the basics down as far as building a foundation for your future. We want to make sure that you're a well rounded individual." I told her thank you for the sentiment. I told her I loved her, but had to pause. After collecting my thoughts I answered her original question. "Mom, my love life is terrible. I'm still a virgin." She didn't look happy, sad, shocked, or anything like that. She looked almost clinical and said, "In that case I will be careful with my words." After another pause she said, "I kind of suspected that. It's not that I think there's anything wrong with you. I've rarely seen you out on dates, and even if you do go on a date you're often home early. You're a handsome young man. If you're having trouble with the girls then let me help you. I'm guessing that you're not quite yourself when you're around girls." I didn't answer. "Michael, did you hear me? Is there any way I can help? "I did hear you, but I'm not sure how you could help." I answered. "Well then, let's start at the beginning. What are your dates usually like?" I explained that I'm often awkward at first, then that subsides and I begin to feel like myself. When it came to being intimate on dates I would only get to kissing her and on a few occasions I was able to touch her over her clothing. After that she would want to head home without me. My mom was almost in tears but she held strong. "Did any of the girls ever tell you why they were heading home?" she asked. "One girl told me I was a bad kisser and a few others just didn't feel a connection. They said I wasn't 'there' whatever the heck that meant." "I think I'm beginning to understand." Mom said, and then continued. "After returning home what do you do or think about?" "Mom, I can't answer that!" "Why not?" "It's private, that's why." "Son, do you trust me?" "Yes, of course I do." I said. "In that case, I'll get a glass of wine for myself and a beer for you. By the time I return I want an answer. Whatever you have to say will not get me angry. I'm on your side." She returned a few minutes later with the drinks. After opening my beer and looking at it for a while, I finally took a sip. After setting the bottle down I said: "Mom after a bad date I usually come home, feel bad about myself, masturbate, and then go to sleep." "Son, there's no reason to feel bad about yourself. Masturbation is normal human behavior too. We all have needs that go un-met sometimes. I've even masturbate. Does it shock you to think of me in that light?" The honest answer was that it didn't. I knew that Mom masturbated; I've often heard her. I've also heard her and Dad having sex a few times too. "No Mom, it doesn't shock me. I guess you're right everybody probably does it." "Okay," my Mom started, "maybe there's a psychological issue preventing you from going all-the-way with your dates. What do you think about when you masturbate?" Now this question I couldn't answer. I wouldn't answer. It would get me in too much trouble. "Mom..." that was all I could get out. My eyes were pleading, but Mom was calm and persistent. "Michael, you're not telling me something. Do you remember what I said about the Swiss-cheese version of the truth?" "Yes." I answered. "Then tell me. I can't help you if I don't have the tools to help you." I slowly finished my beer before I was able to speak again. "Mom, you know that I love you right?" "Yes honey." I need you to promise me that you won't get mad or grossed out at what I might say." "Son, I promise you." "Can I have another beer?" "Yes, but it's your last one for the night. Provided I get it for you, do you promise to tell me what's on your mind?" "Yes." It was all I could say. I couldn't take it any more. I needed to get things off my chest. When Mom returned I let it all out. I told her that I thought of her when I masturbated. I told her that I found a pair of panties when I was a young child and enjoyed how the felt. They were fun to play with. As I got older I found her other lingerie and enjoyed playing with that. After I hit puberty and was able to ejaculate, I stopped playing with her unmentionables for a while. I was afraid of leaving messes and getting caught. It wasn't until a few years ago that I started playing with her panties again. Only this time I would play with her dirty panties that I found in the hamper. If I made a mess in them they would be in the wash soon anyways and would get cleaned up. I told her all of this while looking down at the table. When I finally lifted my head to look her in the eyes I was surprised to see a calm and understanding face. "Son, I'm so proud that you were able to be honest with me. I'm not mad at you for playing with my unmentionables." She paused and then asked for a hug. While I was hugging her she said: "Since you've been honest with me, I'm going to be honest with you." She broke off the hug and looked me in the eye. "Michael, I've know about your habit pretty much the whole time. I thought it was a phase that you were going through initially and that it would be something that you would grow out of. It's nothing to be ashamed of." Now I was shocked. "You KNEW?" "Yes, I knew about it. I also knew this day would come where we would talk about it. From now on I want you to refrain from playing with my lingerie and panties...." I groaned out loud, interrupting her. I must have looked sad. I didn't even know that I had lost focus and drifted away from her. "Michael, you're not really 'with me' right now. I wasn't able to finish my sentence. Come here. Look me in the eye. I want you to refrain from playing with my lingerie and panties without asking my permission first." I was shocked again; my head was almost spinning. Mom continued, "I can see that it's not a phase you're going through. You seem to enjoy my underwear. What I don't like is that you go around sneaking them like you're some sort of thief. That kind of behavior is unacceptable. Are we clear?" I was about to laugh and cry and explode all at the same time. "Son, I want my last few statements to sink in for a while before we continue talking. In the meantime I need to know that you're still on the same page with me. Come here and hug me please." I did as requested. The hug turned into a long cuddle; maybe a half-an-hour passed before either of us spoke. I had to come fully clean. "Mom?" I said as breaking away from the hug. "Yes son." "There's more I have to tell you. You might reconsider your offer after you know this." "What is it? You can tell me anything. Just look me in the eye when you do." "Mom, a lot of times when I play with your lingerie I like to wear the clothing, especially the panties. When I masturbate with your dirty panties... I... well... I like to sniff them and lick the center portion that was touching your pussy." Without missing a beat my mom looked me dead in the eye and said, "I could have guessed it. My offer still stands." I was totally shocked. Mom glanced at the clock. It was getting late; Mom said that we would continue the conversation in the morning. Before dismissing me she asked, "Is there anything you want from me before bed?" "Oh yeah," I gave her a big kiss on the cheek and said, "I love you Mom." "Was there anything else you might have wanted tonight?" she asked. I couldn't think of anything and shrugged my shoulders. "That's odd." She said. "You wouldn't like playing with these before falling asleep?" As she asked that she reached up her skirt and pulled off the pair of panties she was wearing. "Oh my God!" I gasped. I gave her another kiss. This time I missed her cheek and kissed her on the lips. The Smith Family Endeavors Ch. 02 Writer's note: I would like to thank Pro_Ball_Player, a literotica writer, for inspiring me to write my own erotica. I would also like to thank Mistress Penelope and Andrea4328, my editors, for their assistance reviewing my stories for submittal. This is a story involving a coming of age incestuous relationship between and father and his son. I have chosen the common surname, Smith, to be applied to this family. Any similarities between events in my fictional story and someone's experience in the real world a purely coincidental. Incest is frowned upon in society and is used in this story for fictional purposes only. Chapter 02 The week after I spent time with Mom at the cabin my family re-grouped at home for a night to do laundry, etc. and get ready for week number two. For the second week I was going to spend time with my dad at the lake. We all had breakfast together the next morning and then headed in separate directions once again. Dad and I spoke about mundane things on the trip to the lake. I asked if the fishing equipment and boat were ready-to-use (wondering if it would be my first chore to clean up all of that stuff). To my disappointment they weren't ready; I would have to check the fishing line, see if we had gas for the tank and test-fire the outboard motor for the boat. The rest of the drive was spent talking about sports and other such nonsense. It was about 10 in the morning when we arrived to the lake. An hour later we were unpacked and my boating/ fishing chores were done. After that I decided to take a quick shower and nap before lunch. When eating lunch, Dad and I started having a conversation that was similar to my conversation with Mom. What were my plans for college? What were my thoughts on finance? He spoke extensively about honesty and how much he loved his family and about how trust was of the utmost importance. As a way of lightening up the conversation he asked me "Mike, so what did you and your mom do at the lake?" I really wasn't sure how to answer. I knew what I should say but kept it light. I told him that we had great conversations about (me) growing into adulthood. I also told him that we (Mom and I) became much closer as mother and son. She's a great friend, a mother, and a confidant. If he only knew what we had done he might be flipped out right now. After all, Mom and I had sex last week in every way, shape, and form possible between a mother and her son. He seemed satisfied with the answer and mentioned that we should head out to catch some fish for dinner. Before that I snuck an opportunity to call Mom on her cell phone. "Mom, are you alone to take a quick call in private?" I asked. "Sure Mike, what's up?" She replied. "Dad asked a simple question. He wanted to know what we did at the cabin last week. I told him that we spoke about honesty, future plans, becoming and adult, and that sort-of thing." I mentioned. "Oh, I see?" was her response. "I also told him that we became closer together as mother and son." I continued. "Well so far you haven't lied to him. You haven't told him the entire truth though." She scolded. "I know, I know. It's just that... How do I tell him that I lost my virginity to my mom?" I asked. (Silence) "Also, how do I tell him that his wife cheated on him with her own son?" I continued. (More silence) "Mom, are you there?" I questioned. "Yes I'm here Mike. Ultimately these are questions for you to answer. My advice is to be open and honest. I love you Mike. You'll know what to say, how to say it, and when to say it. The moment will come; you just have to be prepared and honest. I love you, but have to go. This is your time to spend with your father." She said. With that, she hung up. I didn't even get a chance to respond. Later that afternoon dad and I went fishing. We made small talk about nonsense items and caught enough fish for dinner. He wanted me to clean the fish when we got back to the lake house. While I was cleaning the fish he was getting the kitchen ready to put the fish on the grill. "Hey Mike, you want a beer?" Dad asked. "Sure, if it's alright with you. I'm not 21 yet." I responded. "That was the right answer. I hope you have that cautious attitude when you're away at school." He responded while handing me a beer. We sipped on beers and chit-chatted until dinner was done. Afterwards I cleaned up the dishes and noticed the cupboards were bare. "Dad, tomorrow morning we'll have to head to the grocery store. We have just enough eggs and such for breakfast tomorrow, but that's about it." I mentioned. "Good point, get a list started and we'll head out tomorrow." He told me. We filled the rest of the night by sipping some more beers and watching a baseball game. We said good night to each other and got some sleep. After breakfast the next day we went to the local grocery store. Dad was doing most of the shopping. I must have been horny because my dick twitched a little as I spotted some Playboy magazines on the magazine/newspaper rack at the store. No-one was looking so I picked up the girly-mag and started flipping through it. I really wanted to swipe it and beat off later. I got some good mental images (along with the memories I had of my mom) from the magazine and put it back on the rack. I didn't realize that Dad had seen me flipping through the magazine. When I wasn't looking he purchased a Playboy and a Penthouse magazine. When unpacking the groceries at the lake house I found the magazines. "I saw you looking at the Playboy and thought that you're old enough to start looking at adult material." Dad told me. "Just be careful and don't injure yourself." He continued. I must have turned a few shads of red. He smirked as I meekly said "Uh, thanks Dad?" I put the magazines on the nightstand next to my bed and returned to help finish putting away the groceries. "So, speaking about adult stuff... Have you actually had sex?" Dad asked. Oh shit, here we were again. How do I handle this? "Yeah Dad, I have had sex; I'm not a virgin." I told him. "Oh really, do I know the lucky girl? I bet you've had your share. You and your buddies are always hanging around with some cute girls." He continued. "Well, to be honest, you have met the lucky girl. Also, I haven't had too many steady girlfriends and I've only done it once." I told him. Luckily I was still in the clear. It appeared that Dad assumed I had lost my virginity to one of my girlfriends instead of losing it to my mom. "So, if you've gone all-the-way, I need to know... Did you and she use birth control?" He asked. "Well, I used a condom. I'm not sure if she was on a pill or anything." I responded. That became a discussion of the importance of safe sex. Dad was proud of me that I used a condom and encouraged me to continue doing so until I was married. The rest of that day was spent being lazy (i.e. floating around the lake, swimming, etc.). We had a light lunch during the day and had a steak dinner that night. When it was time for bed I snuck some tissues into my room for a good jerk-off session with the girly-mags. The following day was equally lazy/relaxing. We did talk about my college plans, in depth, and my thoughts for what I was going to do after school. It seems that, with my conversations between my mom and dad, that I was headed in the right direction and that they were proud of me. On the fourth day at the lake the topic of sex came up again when I left one of the girly-mags in the bathroom. Dad scolded me (a little) for it. He said that I should make a habit of cleaning up after myself. At home, Mom or Julie (my sister) might be in the bathroom after me and that would be disturbing to them. I agreed, apologized, and said: "Well, since it's just us guys here, I didn't think too much about cleaning up after myself. You're right Dad; I will have to be more careful at home." I thanked him for the advice. "Thanks Mike. Since it is just 'us guys' here, tell me more about the lucky girl that made my boy a man." He inquired. Fuck, I was toast. This was the moment Mom told me about. She said I would know that to say and how to say it. "Dad, I think we need to grab some beers and sit down. I need to come clean about something." I gulped as I spoke. I chugged a few gulps of my beer and then started... "Dad, the girlfriends I've been involved with have been fun, but I only 'fooled around' with them... I didn't go all-the-way with any of them; I was just too nervous." He arched an eyebrow at me and then I took another gulp of my beer. "Last week, at the cabin, the girl that made me a man was Mom." I said. I was almost in tears as I told him my dirty little secret. The silence in the room was deafening. He cleared his throat. "Mike, look at me." He commanded. "I'm not mad at you or your mother." He continued. "In fact I'm so happy to know that my son is a trustworthy man. Now that your secret is out I'll let you in on a secret... Your mom and I planned these trips to be life lessons. The fact of the matter is that this sort of thing has happened in our families before... Your mom learned about the birds and the bees from her parents. I learned about the birds and the bees from my parents... Now let me be clear; what I mean by that is we have both been inducted into the world of sexually active adults with the assistance of our parents..." He said. It took a while, but his words finally sank in. "Are you trying to say that you've had sex with grandma and that Mom has had sex with grandpa?" I asked. "Yes son, we've had sex with our parents just as you've had sex with your mom." He said. Then it dawned on me... "What do you mean when you say that you've had sex with your parents?" I asked. "It means just that. I've had sex with my mother and father. Now that you're old enough I'm coming out to you to tell you that I'm bisexual." I was floored. This was way too much information at once. I chugged the rest of my beer. "Does that mean that Mom's bisexual as well? You said that she had sex with her parents." I inquired. "That's not for me to say. I'm not in the business of outing anyone. If she is, that's something that you're going to have to find out from her." I had to reciprocate. "Dad, I'm happy for you and proud that you were able to tell me that you're bisexual. You're my dad and I love you. I'm more happy to know that we really don't have the need to keep secrets from one-another. I feel like we can trust each other with any piece of information." With that my dad called me over to him. He looked at me and took my face in is hands. "Son, I love you too. I'm proud to be your father," he said as we held each other in a tight embrace. When we disengaged from the hug he asked. "So, have you ever thought of having sex with a man?" and before I could answer he continued, "If you have I can teach you everything. We would go at your pace in order to make sure that everything is as comfortable as possible." "Dad, to be honest, I never really have thought about 'doing it' with a guy. I've seen all sorts of porn where girls were masturbating by themselves, where a girl was bangin' a guy, where girls were getting it on with other girls, where guys were getting it on with other guys, and some combinations with multiple partners. I really have no problem with homosexuality. It seems like a fun and beautiful thing on its own..." I trailed off not believing what I was about to tell him. "But what I've fanaticized about is dressing up in women's' underwear. There's something about it that looks so soft, sensual, and tactile, that it makes my cock twitch with curiosity." He took a sip of his beer allowing me to continue. "I've often enjoyed having to do the laundry especially when putting away Mom's and Julie's lingerie..." I told him. Looking down at the floor I continued. "...When I was young I found Mom's panties and lingerie and started playing with them. I was scared to play with them further after puberty for fear of leaving a mess in her things. After a break for a few years I discovered her worn panties and lingerie in her hamper and resumed playing with her intimates thinking that if I left a mess I could clean up most of it. The rest would be cleaned up in the wash..." I said while still looking at the floor. Mustering up the strength to look Dad in the eye I continued. "...I also used to smell and taste her used underwear and dress up in her things as well. I spoke about this with Mom last week and she forgave me. She initially thought it would be a phase that I was going through but saved 'the talk' until we had these separate vacations. From this point on I am to ask for her permission to play with her intimates." I boldly concluded. "Well son, as long as you've come to terms with your past endeavors with your Mom then I have no problems with the either. As long you respect other people's privacy no harm can come to anyone. When it comes to sex and especially with fetishes the rule of thumb is to make sure that everyone involved is open to what's going on. No one should be surprised, tricked, etc. Basically, everyone involved should be free from getting hurt physically, emotionally, etc." He said. "I understand implicitly. This is a lot of what Mom and I discussed last week as week as were preparing, emotionally and physically, to make love to one-another." I gave Dad another hug, thanked him for being a great and understanding Dad and then grabbed another beer for each of us. We had a wonderful night together and then went to bed. Of course I jerked-off before catching some Z's. On the fifth day at the lake we had some separate errands to run. Some things with the boat dock and house had to be repaired and I was put in charge of doing most of the grunt work. Taking care of the chores took the better part of the day. I hit the shower when the work was done. Dad used the shower after me and then started fixing dinner. BBQ ribs with corn-on-the-cob, salad and dinner rolls hit the spot. Of course a beer (or more) was good too. When dinner was done I cleared the dishes and met Dad in the living room. He had a gift for me. "Mike, when you were working on the repairs I took the time to get you a 'little something'. I hope that you like the gift. It's my way of saying 'thank you' for being a great son." He told me. I took the gift and slowly began to open it. Within the deep red box there was some of that thin, almost see-through, packing paper. Digging beneath that I found some smooth fabric that was cool to the touch. Once I could see what it was I almost shrieked like a little girl. Dad had given me a bra and panty set with stockings, a garter belt, and a matching evening robe to finish off the outfit. I was almost in tears as I thanked him for the gift. "Dad, this is too much. What am I going to tell Mom about this when we get home? She's going to think I'm weird or something." I said. "First of all, you're very welcome. Secondly, shame on you for anticipating that your mother wouldn't accept you and your fetish. You just cast judgment on her behalf. Lastly, you don't have to hide anything. Just be who you are; be proud, but be honest." He said in a stern tone. He was right. "You know, I'm going to tell Mom of this conversation one day and apologize to her in person. I shouldn't have jumped to conclusions like that. I love you and thank you for the great gift." I said. "Well, why don't you go try them on? I hope I got the sizes right for you." He suggested. I skipped of to the restroom to do just that. Then an idea came to me. Since dad got me the great outfit he should be able to see me in it. After donning the lingerie, I checked myself out in the mirror. I didn't look like a girl; I looked like a dude in chicks clothing, but it felt so good. I wanted to jerk-off right then and there, but didn't. With that, I headed out to the living room to meet my dad. "So Mr. Smith, how do I look" I asked as I struck a pose. "You look marvelous Ms. Smith." He smirked as responding. I spent the rest of the evening in my outfit getting hornier and hornier. The talk of bisexuality with my dad (and wearing lingerie) had my head spinning gears that I never knew were there. Right before we were going to turn-in for the evening I made a move. "Hey Dad, can you come here a second?" I called to him from the living room. "Sure Mike, what's up?" He called back. When he stepped into view at the entrance of the living room he was wearing a pair of cut-off shorts and underwear (briefs). "Dad, I've been thinking... One thing you've always told me while growing up is that I should give something an honest try before deciding if I like it or not. With that in mind, I'm at a crossroads in my head...On the one path, I've never seriously thought of having homosexual relations before. Continuing down that path would mean a satisfying life of heterosexual relations... On the other path, I'm thinking that I should at least give homosexuality a try. I might like it, I might not. The very worst that can happen is that I don't like it and don't have to try it ever again... I think what I'm trying to say is this. Will you show me the way? Mom showed me how to be a man and please a woman. Would you show me how to please a man?" I swear I could see my dad trying to hold back a tear (even though he would never admit it). "Mike, I want to thank you for the kind words. The answer to your question is yes. I'll show you anything that you want to know." He replied. "Lets' go to my bedroom." He continued. At that he took me by the hand and led be to his bed. "Son, this is a big step in a man's life. I'll go at your speed and won't do anything that you're uncomfortable with." He said. "Dad, I trust you. I love you. Right now I want to really thank you for the lingerie in the right way." I told him. "Dad, please kiss me." I begged. We leaned in to one-another and our lips met. The kiss wasn't as gentle as my kisses with Mom. Soon after our lips met our tongues met as well. We were, very quickly, French kissing each other. Dad put his hands around me and began feeling my body through the lingerie. I put my hands around him and hugged him as we kissed. Our kiss broke for a moment. "Mike, this is a moment that will be with me for the rest of my life. I love you too." He told me. The kiss continued. I could feel him touching me all over my body. He kept inching near my penis but never closed the distance. I decided that I should give him a clue that it was okay. As we kissed, I reached around and felt his butt. I rubbed one hand up and down his back and then switched hands. After switching hands, I moved one hand around to the front and held another man's package for the first time. He soon returned the favor. We were both getting aroused. "Son, this is amazing." He moaned into my mouth as our kiss broke. "Why don't you take the lead and show me how much more amazing this can get." I asked. "Well, let's start by getting you out of some of these delicate clothes." He said. He assisted me out of the robe and the bra. I was now standing in front of him wearing only the panties and the thigh-high pantyhose held up by a garter belt and straps. I assisted him with his shorts. "If I knew tonight would have ended up like this I would have worn something sexier than briefs." He joked. We began kissing again. As we touched each other my hand found its way to his package again and his hand found mine. Then he slipped his hand inside my panties and began stroking my penis. I followed suit. "Dad, maybe it'll be easier if we were naked." I inquired. With that we helped each other remove the last strands of clothing.