Fancy The Prequel

fancy - the prequel / by PaintOFM

Back in the day, before ultra-sounds for every pregnancy, Imagine how surprised my Parents were that night in November of 1959, when in delivery, MY Mother had a beautiful little Girl, Holly, then several minutes later, the doctor, delivered Holly's 'Womb-mate', this handsome Son, Edward, (always known since as Ted, or Teddy).

Growing up, Holly and I were truly best friends. Yes, as we started thru the schooling thing, we had individual friends, but our bond was surely the strongest. Growing up, Holly was always a little better in school, a little better in sports, I hope it because she was more focused. At the end of Jr. High, our interests broadened even more, circles of friends broadened too.

It was a couple weeks before 'Woom(b)ie' and I were to graduate, I got home from school late due to having to put the final touches on the Senior Year project. I entered thru the back gate, there was Holly and one of her softball teammates sucking face with each other. You could have knocked me over with a toothpick. My best friend making out with another girl. Honestly, I am not sure if it was the shock or the jealously that affected me the most. Before I was noticed, I back tracked and went around the block and entered thru the front door. By that time they were sitting in the kitchen doing homework. I grabbed a drink and headed upstairs. For days after that, I couldn't get it out of my mind, and didn't realize that I was acting different until Holly summoned me to 'Our Meeting Room' the Jack/Jill BR between our rooms just as I was getting ready to crash for the day.

She looked at me and said, 'What the heck? What have I have I done that made you start ignoring and snubbing me?' (Gulp) 'whattya mean, I am not aware, are you sure you are not imagining something that isn't happening?' I could tell she wasn't buying that, at which point I assumed my 'conference seat', on the side of the tub, then she plopped on the vanity. I started out slowly, avoiding eye contact, explaining when I walked in thru the pool gate saw her and Laura getting to second base. She seemed surprised that I saw them, I could tell she was thinking back. Still avoiding eye contact, I noticed something, my Woom(b)ie is a really nice looking young Lady, curves in the right places, beautiful green eyes, a real SILF. I felt terrible when she started getting tears in her eyes, she explained that she seems to be really confused. She never really thought about it, but when she is with Laura, she had really strong emotional feelings. Holly told me, it was more like making out, nothing sexual, kissing, feeling each other up, the whole time with clothes on. As we talked, she said she would like to go a little further with Laura, but she was hesitant because she had never really been intimate with anyone, male or female. (nor had I)

Over the next couple days, she and I continued our conversation about her confusion, and what she was thinking. The Saturday evening before graduation, Mom and Dad were going out with their usual bunch, so Holly and I were on our own. I was kinda' surprised when she said she was planning on staying home, on a SATURDAY NITE? We ordered Chinese and ate dinner together while watching some Rom-Com on the big screen. After the movie I retired to my room, she said she'd be up in a little. 30 or 40 minutes later, I was just chilling, there was a knock on the 'meeting room' door, I called for her to come on in. When she did, I probably would have fallen over had I not been abed. There is my best friend ever, with a very sheer, scant, nightie on, with a matching g-string type covering (not really covering) her coochie. (hairless I might add) She came over and shished me over so there was room for her. I looked into her beautiful green eyes, and asked whassup?

As the story goes, she thought it was time for us to lose our V-cards, at the same time, with each other. Before I could say anything, she started assaulting my lips and tongue. Wow, for her inexperience, she was quite a kisser. Lotsa kisses later, she took my hand and led it to her perky, firm boobs, with the tender pinkish nipples. It didn't take long until she/we got rid of all our clothes. Hands feeling, exploring each other, until I decided those little nips needed some tender passionate kissing. The more I kissed, licked, sucked on her nipples the more she moaned. After several minutes, with a little coaxing, I was face to face with my first ever Womanly Delight. Awkwardly I started feeling, kissing, licking, kinda using her sounds to direct me. It didn't take long until she grabbed the back of my headed and pulled me tight against her mound, until she started shaking and quivering, (it felt like my head was going to pop because her legs were clamped around it so tightly). As she came down from her climax, she motioned for me to come up and lay beside her.

As she was composing herself, she started rubbing my boner, looking at it, squeezing/fondling my balls. She stopped, and looked me and asked 'if she was doing it right?' When I gave her an affirmative, the stokes increased, it was only a few more minutes until erupted all over her and I. She seemed kinda' amused, and asked if I always shot that much.

Holly got up, went into the BR to clean my love off her legs and abdomen, and threw me a warm washrag. Moments later, she came back in with more sisterly sleepware on and crawled in beside me. When I asked, she said in case Mom/Dad checked on us, we would be clothed as we noramally slept. We fell asleep watching MTV together in my bed.

Some time during the night, I felt some stirring, while Woom(b)ie was up for a BR break, she must have looked down the hall or out the window, to see if the 'rents were home. Nope. When she got back I rolled over as she was looking at her phone, message from Dad, they decided to crash at the Snyders' to be safe, told us they'd prolly be home mid-afternoon. As she was reading the message out loud to me, she got an evil grin on her face. She immediately stood up and took of her clothes, and motioned me to do the same. As I was getting back into bed, she pointed at her hairless mound and told me something needed kissed, again. Who was I not to to obey, I know now why they call it 'muff diving' cuz thats what it seemed like I was doing. As I was loving her orally, she guided me with her moans, and movements, even a few voice commands. She was very easy to satisfy, and many times at that. I think it was after her third 'gasm, she reached her arms to me like she needed a hug. As I got close enough, after some deep tongue kisses, she told me she wanted me to make love to her properly. I was hesitant because I didn't think she was on the pill and I didn't have a condom. She convinced me it was safe, so I lined it up at her entrance, tried to get it in all at once, but I could tell by her pained facial expression, slowly but surely was the best way. A little bit at a time, until my balls were up against her backside. When I went to pull out a little bit, she held me in place, I could tell, her body was adjusting. After a few moments, she told me to start, slowly. After I worked a steady rhythm, she started meeting my thrusts. Ooh what a feeling, so perfect, making love to my Bestest Friend. It didn't take much longer, I tried to pull out all the way so I didn't dump my nuts in her, but she wrapped her legs around me and held me in, until I erupted. Holly was glowing!

I rolled from between her legs, met her in the middle of the bed, we fell asleep in each others arms. After sun up, we kinda' woke up at the same time, I told her I was going to hit the shower, no sooner than I was in there, the curtain pulled back, she climbed in. We took turns soaping each other up, a kiss or two once in a while. The she decided to was time to wash the 'Colonel' and those 2 nuts he is always hanging around with. It didn't take more than 2 or 3 times until he was standing at attention. After rinsing off, I thought we were done, but she knelt in front of me, and started lightly kissing it, until she slowly slipped the length into her mouth, started bobbing up and down, looking up at me for guidance? or approval? I will never forget my first BJ, when I told her I was going to shoot, she backed off, and started stroking. When I did bust, it was all over her face and tits. Holly actually seemed to be proud to make me feel that good. I sure am glad Holly decided that we should lose our V-cards to each other, yet one of those things only twins can share.

During the summer, between our work schedules and other things happening, we exchanged oral a couple times, with her guidance, I learned how to tickle a Womans fancy with my tongue, and intercourse once or twice before we headed off to separate colleges. Later that fall when we were home for the holidays, we slept together a couple times. It was always so very passionate and wonderful. As she was getting ready to go back for the next semester, she told me she had a girlfriend, and they had started being intimate with each other. Woom(b)ie explained that after our explorations, and theirs, she felt she would never find a man that could make her feel like I did. We did share a few more times in the next year or so, until she met and married her current wife Frances.