Obsessed With Anal

I looked at him, I mean really looked at him. It's amazing how you can not notice changes about people when you see them often. He had stubble, damn I barely knew he shaved. His skin was always baby bottom smooth. He seemed to be filling out his clothes more and his forearms were corded with muscle. I wondered what the hell else i'd missed. I smiled at him and he smiled back. Were his dimples always that deep? Man I needed to pay more attention.

"What stipulations do you have?" He jerked his head back up and had a blank look on his face for a minute. When he remembered what he needed to, he blushed. His blushing was cute, I knew now that it spoke of his innocence and I liked that. I waited patiently for him to begin again. I wasn't sure that i'd like it, but fair was fair.

"Ok, so stipulations... well firstly if we really are going to go through with this, then I don't think you should be out there looking for Mr. Right. Let's get you together and then you should be able go on and live a completely sexually active life. Once your so called wall is down, then having regular sex with some Joe Smoe you call a boyfriend shouldn't be a problem"

Well that sounded reasonable. While it wasn't like we'd be in a relationship, I had never been able to wrap my head around sleeping with more than one person. It was why I had never done a threesome.

"Secondly, i'm not some boyfriend you're afraid of expressing things to. You'll have to speak up. We have to be completely open about what's happening, especially while it's happening. Next, this is going to be about physical feelings. You want to be able to let go and I want to know what makes women tick. This has to be no holds barred. If you want to do something intimate, don't try to hold yourself back. You are your own worst enemy. Trust me enough to give in to your urges. That's where we'll start."

Wow, all I could think was that he really should go into public speaking. His argument was so clear and concise that I couldn't help but agree. That didn't mean that this would be any easier. There was something that I had wanted to do. I thought up this crazy scheme but I didn't even really know if I could go through the whole sex thing. I'd never even thought of Jake sexually and that might be a problem.

He was still over by the window. I got up and walked tentatively towards him. When I was standing right in front of him, I looked into his face. He was starring at me questioningly. I reached up, grabbed his shirt and pulled him gently into our first kiss. His lips were soft with a slight plumpness. He exhaled softly and cupped my face. He peppered my lips with light kisses and then began to lightly lick at them begging entrance.

I was becoming swept up in the sensations. There was an innocence in his kisses that touched something inside of me. I sighed and let his tongue enter my mouth. His tongue was like pure silk. His lips molded to mine perfectly and his tongue was doing a battle of wills with mine. I was losing oxygen, but oh what a way to go.

He pulled back just enough for us to gulp some air. He laid his forehead against mine and whispered, "Does that answer your question?" All I could do was nod meekly. I was still holding his shirt because I didn't want him to know my knees were wobbly and if I let go I might have crumpled to the floor. "Well at least I don't have to teach you how to kiss." We both smiled and he kissed the tip of my nose.

He moved towards the door saying that he should go, but before he left, he just turned and starred at me. "Why don't we have a movie night? You know, like we used to have before we got real jobs. You supply the movies and i'll supply the goodies." And with that, he was out the door.

It didn't bother me that he hadn't said when or where, that was a given. I had the extensive movie collection and the large screen TV. In college, we always did movie nights on Fridays so I knew he'd be at my house some time after five that evening. What bothered me was that I was shaken to the core over a kiss and he'd said nothing about it. All I could deduce was that it wasn't as memorable for him as it had been for me. What the hell was that all about?

Chapter 5

I couldn't find a movie! What the hell was wrong with me?! I had been snippy for two days. I needed to get a grip. I was treating this like a relationship and it wasn't. I hadn't talked to Jake since that night which was nothing out of the ordinary, but it bothered me. Not only did it bother me, that kiss sent my libido into overdrive. I won't even disclose how many times i'd masturbated since then. Oh, he was definitely going to be spending the weekend. He just didn't know it yet.

With that reconciled, I got to the task of picking the movies. Four movies were customary and any genre except those that we absolutely abhorred was acceptable. First, I chose one of my favorite love stories, 'The Mirror Has Two Faces', and all I can say is that Barbara Streisand is a genius. Next, I pulled out one of Jake's favorites, 'Die Hard with a Vengeance'. Truth be told I loved this movie too and i'm a huge Bruce fan, but I let Jake hold on to his fantasy that he knew more about Bruce than I did. My third choice was a newer release, but it wasn't chosen for how much we love the actor's. I chose 'Shadowboxer'. It was my awesomely bad pick. The best thing about the movie was that I got to see Cuba's ass, and that might have been a body double. When I normally would pick a bad movie, we'd sit and pick apart what went wrong in the film. Sometimes we'd never even make it to the end. Lastly, I picked the ultimate comedy, 'American Pie'.

When Friday came, I was nervous as hell and I didn't know why. I had the movies on deck, the margaritas were ready for mixing and I was in movie watching wear. We both always wore pajamas when we watched movies. We tended to fall asleep after all the alcohol anyway.

He showed up bearing gifts from the gods. Chocolate, chocolate chip, butter pecan, and cookie dough ice cream. Nachos from Rubio's, chips ahoy, the regular of course, gummy bears, twizzlers, and last but not least Doritos, in three different flavors. I was in love. "You spoil me." He laughed and started putting the ice cream away. "We're gonna be sick after all of this, we aren't freshmen anymore." I agreed, we'd either be sick or fatties. It was ok though, I had an idea of how we could work it off, but that was for later.

I showed him the movies and he immediately knew my reasons for choosing each. I liked that being such good friends meant that sometimes we didn't really have to communicate to know what the other was thinking. I needed to remember that fact; otherwise, i'd just keep getting flustered over stupid kisses. He had on his movie watching wear and it must have been so funny to see him at the grocery store and Rubio's with a t-shirt and pajama bottoms on, but then again he'd probably just looked like a college student.

We laid out the nachos and snacks, I mixed up the margaritas, and we settled in to watch the movies. It was so much fun, it was like old times. I was a little disappointed that he hadn't tried anything, but a part of me was glad that he hadn't ruined movie time. If he kissed me anything like he'd done before, i'm not sure that i'd ever look at movie watching the same again. I was having enough trouble trying to ignore how large his chest seemed. It's like it just sprang out of nowhere.

By the fourth margarita and the middle of the third movie, we were damn near passed out. I barely had the presence of mind to turn off the television, go get Jake a pillow and blanket and stumble into my bedroom. I woke up hours later splayed across the foot of my bed. Damn, I guess I hadn't made it as far as I thought. I groaned as I tried to sit up.

Jake came in with a steaming mug of black coffee. "Good morning sunshine."

What the hell? Did he not gorge on just as much junk and alcohol as I did? "What the hell is so good about it?" I grumbled.

"Awww Kris, don't be like that, I had a great time last night. I don't even have a hangover. The sun is shining, the birds are chirping, life is great."

I could have strangled him. "Go to hell Jake, but before you do that could you get me some aspirin and make me some breakfast? PPPLLLLEEEAAASSSSEEE?" I gave him my most pathetic face. I didn't have to do much; I was already looking pitiful as it was. He rolled his eyes and came back with a plate. Yum, eggs, toast with strawberry jam, and orange slices. I could have kissed him. This reminded me that I hadn't brushed my teeth, Yuk.

Once I was human again I wondered why Jake was still at my house. He'd even changed clothes. Where had those been? "I see you made yourself comfortable."

He blushed a little. "Yeah, well I figured you'd want to start this sooner rather than later so I cleared my weekend." So much for my grand seduction, I thought.

"Kris, i'm as ready to do this as i'll ever be." He took my hand, kissed the back of it, and then kissed my palm.

"Ok Jake but I don't want to use condoms. I'm clean and I know you are, plus i'm on the pill. I think we should start with you. Once you're comfortable with the whole experience, then we can learn together for me. The first part is really simple... I want to suck your dick."

Chapter 6

I was in heaven. After that kiss I was walking on cloud nine and I know she was as shaken about it as I was. I knew she was pissed that I ignored it, but that was all a part of my plan. I loved spending time with Kris. It was fun to be around someone who was completely themselves around you.

She couldn't hold her liquor for shit and was far more gone than I was although I never let her know that. I liked to watch her sleep, call it a guilty pleasure. She was sprawled across the foot of her bed passed out. It wasn't a pretty picture but it warmed my heart anyway.

Once she looked like Kris again, I just couldn't wait but the last thing I expected her to want was to suck me. I became instantly erect and gulped audibly. I didn't know what she was used to as far as packages went but I hoped she wasn't too disappointed.

We started with a kiss, so much like our first one except that this one kept escalating until we each were fighting for dominance. We had begun to undress each other while we were kissing but I needed to see what was going on. I had only been dreaming of something like this happening for oh, a couple of years. "Undress me and then yourself," I told her. My shirt was already half way unbuttoned. She stood back and just looked at me. She looked for so long that I began to get a bit uneasy, that is, until I saw that her eyes were completely glazed over with lust. I almost came right then.

She removed my clothes without touching my skin. Even when she took off my boxers, she gently pulled them down at the sides. It was slow and sensual. I guess everything would have been sensual to me, but I knew from experience that girls didn't really take their time. "... you'll last longer." She'd interrupted my thoughts and I didn't even hear her. She knew that I was lost and she laughed as she started running her hands over my torso. "I said that me sucking you off the first time will let you last longer for the actual act." Hell I didn't care what her reason for doing it was.

She stepped back and began undressing herself. It was like watching the ultimate Christmas gift being unwrapped. As each part of her came into view, my eyes glazed over a little more and my breath became ragged. Her breasts were large with large brown nipples. I could see myself filling my palms with her mounds and drowning in them. I think I became a breast man at that moment.

My lips seemed dry and my mouth was even drier as she removed her pants and panties. As she took her pants off, she turned around so that I could see that she was wearing a thong. She paused to look at me and then began removing her thong. I didn't think that I could get any harder but I was wrong. With her standing in front of me in all her naked glory, I burned the image into my brain just in case this whole thing blew up in our faces.

I didn't have to think too much about it though because she started walking towards me. She started licking my nipples while caressing my torso. It was incredible. She began laving my belly button and I tensed knowing what was coming. I wasn't sure that i'd make it once she took me into her mouth, but I prayed that I could enjoy it for at least a little while. She began lighting tiny kisses along my length and I was trying not to think about the fact that she was the only one I had really ever wanted to do this.

My cock was enveloped in warmth and I couldn't breathe. She was slowly taking my whole length and seemed to be totally engrossed in just my cock. I didn't think a lot of women liked giving head this much, so either I was misinformed or I was just lucky.

I felt her moan and realized that she had taken me into her throat. I was moaning and groaning loudly by now and I was already getting close. She must have sensed it because she tripled her movements and began rapidly engulfing my cock from the root to the tip. I could barely catch my breath. Why the hell had I waited to do this?

It was beyond incredible and the last time she shoved my cock to the back of her throat I started cumming. This was so different from masturbating. I came harder than I could ever remember cumming and she was swallowing it all! She was still lightly licking me as I softened. I just needed to sit down, I was trembling. She led me to the bed and I think I fell asleep.

Chapter 7

He was so cute! I could tell that he was nervous and truth be told, I was a little nervous too. I got to do with him, everything that I wanted to try and I couldn't wait until we went even further. His kisses were even more potent than the first time and I knew that I was going to have fun doing everything else. He didn't know it but I loved sucking cock, but not just anyone's cock. There had been boyfriends who didn't ask and I didn't tell. I had to feel that I could trust the person and who better to trust than my best friend? I could act out all of the fantasies that i'd ever had and it would be ok.

It seemed like his cock was made for my mouth. He was about eight inches with a nice girth. I knew he must have been a little nervous about his package but I had no complaints. I didn't normally deep throat but this time I couldn't help it. I know its mean but I felt that sometimes a guy didn't deserve to get my 100%. Jake deserved for it to be done right, plus I got off knowing that he was getting grade-A head. I knew I had done well when he all but passed out afterward.

I couldn't help but remember my reaction to him. I'd never felt lust like that before. Maybe it was just that he was a virgin. I didn't have to be nervous about what I knew or didn't know. I could just be me and none of my imperfections mattered as much.

Jake's body was so not what I expected. I knew he was lean, or at least I thought he was. He was all muscle. I usually liked my guys a little beefier but this was surprisingly not a problem for me. He was still lean, but not in the scrawny way that i'd always thought. The idea of all that hard muscle sliding against me had my eyes glazing over. I'd loved sucking him off more than anyone else and he held off longer than I'd expected him to.

While musing over what happened, I went to brush my teeth. I wouldn't have had a problem kissing him but I didn't know how he felt about it. I returned with some water for both of us but he was still asleep. I laid down next to him and he immediately rolled towards me. His arms draped over me and it felt really nice.

I'd never had someone just instinctively reach for me, even on a subconscious level. He nuzzled my neck and sighed, but was still asleep. I couldn't help myself; I wriggled so that we were completely spooning. I began slowly grinding into him and I heard him grunt. He held me even tighter and it just felt so right but I didn't want to think about that too much.

"What are you doing to me?" He asked.

Oops, I was busted. I blushed and turned to look at him. He was smiling sleepily at me. "Sorry, I just wanted to know if you'd react in your sleep." He rolled his eyes at me and kissed me softly. I had to sigh. I felt so comfortable with him that I'd almost forgotten we were naked.

He asked, "What do you want to do next?"

Hmmm, I thought about having him eat me out, but I was beyond ready to feel his hard meat filling me. "I need you inside me, but I want you to explore me first. Find out what you like and what I like." It had always been my fantasy to have a man explore every inch of me and I hoped he would deliver.

He smiled mischievously at me and flipped me so that I was lying on my stomach. Uh oh, I wasn't sure that I was going to like his explorations. I was ridiculously ticklish and most guys hadn't been able to touch me in certain places without me feeling the need to laugh or jerk away. My feet were one of the worst places and I usually ended up kicking whoever was touching my feet. Jake knew this but it didn't seem to bother him. I was so nervous about him touching me all over that I almost didn't realize that he was massaging my feet. I finally relaxed when I didn't have the urge to kick or jerk back.

My toes felt warm. When I looked back, Jake was sucking my toes. I was almost ashamed to admit that no one had ever sucked my toes before. I was wet and damn near dripping from just that. I heard a moan and was startled to know that it was me. Jake licked one and then the other foot. It was weird that I was so comfortable with him. I was burning with need.

He'd lightly bit each calf and even licked the backs of my knees. I thought I was going to go crazy. That was the most sensitive and ticklish part on my body and now I knew that it was also a source of sensual pleasure. I moaned, "oh god" and he doubled his efforts on the other leg. While doing this he'd been slowly kneading my thighs.

He moved up and began biting my ass. This was so hot but before I could get that thought out of my head, Jake split my cheeks and started licking at my crack. I gasped loudly and almost came from the sheer naughtiness of it.

He started licking my hole and I felt myself pucker. Now I was the one not breathing. He didn't do that for long and I was glad because I didn't know how much more I could take. He bit and licked his way up to my neck and I almost lost it again. I knew that I definitely could cum from stimulation on my neck. All I kept saying was, "oh my god, oh my god!" He flipped me over and started at my collarbone while gently running his hands along my stomach. He gingerly reached down to brush my curls. He dipped a finger in and brought it up to taste me.

He got a funny look on his face and then almost dove onto my pussy. He quickly trailed kisses down my torso, but still taking the time to bury his head in the cleft between my breasts. He kept smelling his fingers. I'd never seen anyone so enthusiastic about the taste of pussy.

I didn't want to guide him because I figured he'd done so well so far, there wasn't much that I figured he couldn't figure out. He stuck his nose between my legs and just inhaled deeply. He licked all around my opening and then started to lick hesitantly and I wanted to push his face into my mound but I held out. He started to tongue fuck me and it was only making me hotter. He was like a vacuum with my juices because he was lapping them up like he was starving. When I would moan loudly at one technique, he would more enthusiastically go at it.

When he started sucking on my clit, I almost jumped off the bed. He kept sucking on my clit but he inserted first one and then two fingers into me. "Oh God don't stop" I screamed at him. I didn't think I would cum at first but he proved me so deliciously wrong. I always cum for a long time and he rode each wave with me. It was incredible! My fantasy had nothing on him.