Call me irresponsible, call me unreliable

I’ve been away for far too long but I swear I have valid reasons!

I have been feeling uninspired to write about my dating life because well, there has been no life in it to speak of. I have taken a month long break from dating thus far.

Why?

I know I was filled with *so* much enthusiasm about my ability to explore myself in relation to my sexuality and dating a wide variety of men but I just got caught up with one boy, Edward, and this was very silly of me for a variety of reasons.

I don’t want to rehash all the details of how he hurt me (but hurt me he did!) but I am actually quite relieved he hurt me so badly…..

It reminded me that I am in no place to have a serious committed relationship.

The only thing I’m still mourning is the great sex I was having with him towards the end. The best sex of my life! But, I know such a statement hardly has any weight after all, he was only the third person I’ve had sex with.

Just to recap:

The first – my ex-fiance I never wanted to have sex with

The second – my oldest guy friend I spent only one very drunken night with

The third – Edward – “the best sex of my life!”

So, I know such a proclaimation of Edward is not much of a compliment towards him. *wink*

But, after her hurt me, I took a break from dating. I was just too upset. When I would make out with a new boy all I could think of was how he wasn’t Edward and how much I wanted him to be there….

 But I have EXCELLENT news: I have realized I truly am over Edward. I feel so free without him. He made me feel like this empty shell of a person with nothing to offer but really I know it was his problem, not mine, now.

So…..things should prove interesting yet again!

“Call Me Irresponsible” Frank Sinatra

Advertisements

November 2, 2007. broken heart, Edward, Frank Sinatra, heartbreak, relationship, sex, single. 3 comments.

You make me, make me hungry again.

Saturday I had a very good night.

I went out for a friend’s birthday expecting just a fun night among friends and then Edward called me. He ended up joining us much to my delight.

He thrills me. He’s so attractive. And other people seem to notice how attracted we are to each other. Before, someone “jokingly” proposed a foursome with him, me and their partner. Again, on Saturday, someone else made a joke about Edward and I joining him and his wife in their bed.

We laugh about it to each other saying we’re the only ones who get to experience how hot it is together.

And hot it is indeed.

Edward is really opening up to me. He kept making comments, that night, about future things we will do together. He also discussed how if I hadn’t had plans he was going to invited me to a friend’s of his party. He also held my hand and kissed me at the bar we were at. For Edward, to show any PDA, is huge. Then, he invited me over to sleep in his bed that night. He told me, a month ago, that I would never be allowed to sleep in his bed as he finds sleeping with another person to uncomfortable so I felt this was a major step in the right direction.

When we got to his house we changed to sleep. I was wearing a shirt of his, which clung to my curves for dear life, and my panties while he stripped down to his boxers. He apologized that he was not feeling very sexual as he must wake up in a few hours to go mountain biking with another in the morning. I said that was absolutely fine. I just want to sleep with him.

We laid in bed, chit-chatting and I was feeling ready to drift off to sleep. I lay my head on his chest but I knew he wouldn’t be able to sleep. His heart was beating so hard. I wasn’t sure why. I rolled over to try to sleep as he held me close.

Then, all of a sudden, we were making out. Our tongues hungry for each other. My body aching for his. We are so forceful together – biting, pulling on my hair, digging our nails into each other, playing at each other’s nipples. I know, sexually, he is a great match for me as he moans when I use force. Few men have enjoyed this. And, I’ve made it no secret how much I enjoy being manhandled.

He pushed his fingers inside of me as I squirmed, moaning. He went down on me. I felt dangerously close to cumming. I just feel so much pressure though. I’ve never cum with a man other than my ex-fiance so I feel it would be a big deal for Edward to make me cum.

But I want him to.

I’ve made a vow to stop masturbating until I cum with him. A little game, I’ve decided to play, with myself.

I then reciprocated. His cock is perfect, I must say. Perfect length, I’m guessing 7.5″, and the width is just right. He was obviously thrilled by my skills. He kept moaning “Oh my god” but just as he was about to cum, he pushed me off. Maybe he doesn’t want to cum with me until I do? He told me he was most impressed by me. This made me beam since Edward rarely compliments.

Our bodies move in such perfect unison, I can’t wait to have sex with him. In fact, I almost proposed that he just enter me that night but I’m glad he suggested we be “good boys and girls.” I want to really let this linger.

As he said this, we sat on his bed, our limbs intertwined. I was amazed at how much I enjoy being sexual with him. I felt this hunger that I hoped would never be satisfied completely.

I never feel so hungry for another. My body, my loins, felt so heated, aching for him. He told me he was sorry to leave me in such a state (after we initiated things once again when his alarm went off) but I said that while it’s a bit unsatisfied of a feeling, it feels so good to feel so sexually alive.

The Cure – “Why Can’t I Be You?”

August 27, 2007. dating, Edward, everything but, Just friends, love, making out, masturbation, oral sex, PDA, sexual guilt, single, The Cure. Leave a comment.

Tell me what you want, tell me what you need…Tell me that you only want to get it from me.

In my last post, I established Edward is an incredibly confused person. And this makes me confused.

A month ago, we were consistently seeing each other for a few weeks. It felt like it was becoming serious.  Our dates were always so much fun and revealing. We took many late night walks discovering more about the other person and came back to my apartment for even more discussion over tea. One night, I came over and he cooked a great dinner for me. Afterwards, he loaned me a book of his he knew I would love. Again, we drank tea while exploring each other and took another walk. On this walk, I shared places I spent much of my childhood with him. (He recalled this and brought it up the other night again. This made me feel special)

We also enjoyed showering together. He would bathe me and wash my hair for me. Things just felt so intimate, so right, with him.

Our favorite date together though was the day he took me to a nearby canyon, we hiked a little, laid on a blanket chatting and then took a long drive to some local wineries. Here, we did some wine tasting. It was incredibly thrilling that everyone in one of the wineries was incredibly focused on Edward and I, our relationship, and how well we looked together. People inquired if we were married and encouraged us to procreate – a lot! I really value outside validation of my relationships, for better or for worse, and this made me feel that Edward and I really do blend together well. I mean, it’s even obvious to complete strangers, I thought.

Things were going well. He was opening up to me about his past, his family, his sexuality, etc. and I was doing the same. It was feeling as if things were progressing and he would maybe become my boyfriend. He even told me he wasn’t seeing anyone else. I was also exclusively seeing him. 

And then we hit a hard, cold brick wall.

Or rather he pushed me into one.

One night, a week before he was to leave town for a couple weeks, we decided to grab a quick bite to eat near my house and a drink afterwards. Our conversation was flowing and it was quite revealing at times about our histories. I opened up to him too explaining to him sometimes I feel unsure of my place with him since he is very unaffectionate in public. He doesn’t even hold hands in public. He feels it’s inappropriate. On the other hand, I extremely value PDA – of course, it a totally respectful way. I think hand holding and quick kisses in public are perfectly acceptable and desirable.

When we got back to my house, we attacked each other with kisses as is our custom. Things began to escalate more than they had in the past. We found ourselves naked in my bed. He then asked if I have protection. I told him, I do but he mustn’t concern himself with such things yet. I am not going to have sex with him yet, I told him. I’m just not ready for that. (This was before I had slept with OGF so at this point I’d only slept with one person. And, I wanted more of an emotional commitment from Edward before having sex with him.)

He became angry. He told me he can’t stand doing “everything but.” He would rather abstain completely than do some sexual things and not actually have intercourse. I told him that relationships have a natural progression to things and I can’t just go from not being sexual with someone to having sex with them.

He then asked if we could “just be friends.” I agreed, saying maybe it’s for the best. We’re both not in the best situations to be getting romantically involved.

But then he continued. Much to my dismay.

Here I am, laying in his arms, naked and he says, with a smirk, “Maybe I’m just not that into you.” And this was coming from a man I could already envision saying “I love you” to ! I sat there, flabbergasted, unable to respond. Then he continues, “Maybe I’m not that sexually attracted to you” and I’m naked here! Finally, he tells me he may be more into men after all.

I felt crushed by my crush.

I knew, logically, he was just putting his defenses up. He could not actually deny his attraction to me (it’s quite apparent….if you get my drift). But, it hurt, badly.

We didn’t see each other again until the other night. He apologized many times for the things he said. Saying it truly was him hitting a wall and not knowing how to share his feelings with me. I told him he hurt me though and I was fully prepared to be just friends with him. He said, for what it’s worth, he’s still attracted to me.

I wanted to not let him in. Again. I wanted to spite him. Make him wait a little. But I also, desperately, wanted to press our lips, our bodies, together.

Well, we all know what feeling ruled out the other night.

Plain White T’s – “What More Do You Want?”

August 24, 2007. dating, Edward, everything but, Just friends, love, making out, music, Plain White T's, platonic, relationship, sexual guilt, single. Leave a comment.

But maybe I’m crazy. Maybe you’re crazy. Maybe we’re crazy.

About a month ago, I briefly dated this guy who I was falling for hard, fast. There is a back story to why we stopped seeing each other for a while and I will share that in my next post.

I shall refer to this man as “Edward” because he resembles Edward Norton very much – much to my delight! Edward has so many qualities I look for in a man: physically he is my type (tall, very slender), he’s well-read, cultured, sensitive, adventurous….

But, and it’s a major but, he’s a little fucked in the head. Maybe I’m being generous. He is fucked in the head. Period.

He is a very confused person, in general. He’s confused about his personality, what he wants in a relationship, his sexuality, me….I could go on and on.

In relation to his personality, he admits to fragmenting his personality and presenting each part to different people. With me his is “Proper Edward” and yes, while a well-spoken man is very attractive to me, it can come off as artificial and judgmental. I told him last night I would be happy with seeing his other sides as well. I think he would like to share them with me. He told me maybe I can show him how to unify his personality. (I feel this is a sign he truly wants to let me in. And I’m working on letting him in.)

He also admits he has concerns about his lack of long-term relationships and his ability to commit to another person. He has a lot of emotional boundaries. His only long relationship (a year) ended very badly and it left him very damaged when he already had intimacy issues. He said it took close to a year for him to feel he was truly opening up to her. And this was prior to her leaving him emotionally wrecked.

On this point though, I have to wonder what his intentions are with me. Does he want to be “just friends” ahem, friends with benefits? Does he want to seriously date me? He did insinuate he would like to get involved with me but he’s nervous because I “may cheat” on him. So that means he would want to be exclusive with me. I assured him I have no problem being faithful to someone.

Finally, He’s confused about himself in a major way – his sexuality. He is bisexual but he doesn’t feel he has gotten to explore himself in this area very well. I know he wants to. I cannot help him with this. Unless some male-female-male threesomes are in our future. One caveat: I do not want to be ignored! So, both men must be bisexual for me to agree to this.

But I don’t think one could call me the “normal” one.

I’m afraid to let him in. I’m afraid of falling for him and him hurting me very badly. So I play these games and act I don’t really care about him. I easily put up my defenses and spin his words.

Also, I have a mental block that doesn’t allow me to cum when we are being sexual. I think it has to do with the fact I have only orgasmed with my ex-fiance. He fingered and ate me out simultaneously and I must admit he made me feel crazy with desire. At that moment, I want his fingers inside of me for forever.

I also didn’t want to have sex with him because I fear I may fall in love with him. I’m really protective of myself around him. I feel on edge. Maybe it’s in response to his fears.

He later referred to us both as “headfucks.” And I must agree. We both put up a lot of walls. We get to this point where we’re both being pretty open and then bam! the wall is hit and we shut down and shut the other person out.

So what business do we have wanting to date the other?

One thing that we agreed on that may provide forshadowing and illuminate why we’re interested in one another: We both believe, on some level, that the greatest loves also torment.

Last night, after we were sexual, he stayed in my bed and held me, sweetly holding my hand as well. It made me feel like we were getting close to each other despite our walls. He announced he would be going home (he’s allergic to cats and I have one) but kept emphasizing he had a really great time with me. He asked me if I would like to hang out this weekend but I’m not sure if I can. But I do very much look forward to seeing him, holding him, kissing him, undressing him…..again.

I’m not sure what I’m doing here but it feels so good being around him. So I’m going to keep doing this. Even if I get hurt in the end.

Yep, maybe I’m crazy.

Gnarls Barkley – “Crazy”

August 23, 2007. casual sex, dating, Edward, everything but, Ex-fiance, Gnarls Barkley, love, making out, music, oral sex, relationship, sex, sexual guilt, single. 2 comments.

Hey I’ve been thinking of a new sensation…I’m picking up good vibration…Oh! She Bop!

Recently, I began reading Men in Love by Nancy Friday. This is a key book on men’s sexuality. Of course, women’s sexuality is discussed as well to compare and contrast.

In the chapter on masturbation, Friday writes, “Telling her [women in general] to masturbate now is like telling her to get used to substituting self-stimulation for the love of another person” (38). This reminds me of a blog I recently commented on: www.sexnlovebites.wordpress.com. The author muses that she wishes she could separate sex from love.  Often times, women feel they must be unlovable unsexy losers for masturbating. In fact, you’ll often hear women say, in reaction to many men’s defensiveness over vibrators (a whole discussion unto itself), that a vibrator cannot cuddle with them after they orgasm. Sexuality and affection is very tied for women. Therefore, sometimes, for some women, sex without a partner seems perverse.

Men, on the other hand, view jacking off as just another option in the realm of sexuality. It took me a long time but I now see masturbation as a viable, sometimes preferable, option.I never masturbated – not once – prior to losing my virginity. One can say that prior to “going all the way,” my “everything but” sexuality left me very stunted sexually.

However, after I began having sex, I wanted to explore my sexuality more. My ex-fiancé is far from sexually adventurous so well, that left with me with myself. Our sex life was very lacking, in my opinion, and usually sex with him just seemed like a chore.We literally had sex about once a month. My ex-fiancé thought he was dating a woman with absolutely no sex drive but, in reality, I simply preferred she-bopping to sex with him. He was incredibly threatened by the idea of me masturbating so I never revealed to him the truth. Of course, with my background of sexual guilt, his attitude didn’t help things but I pursued because masturbating was usually more fulfilling than sex with him. For a number of reasons. While I always came with him, sometimes it just seemed not worth the effort on my part. He always brought me to orgasm through oral sex but actual intercourse never lasted more than oh three MINUTES. So, it didn’t seem worth the mess, really.

Now, that I’m single, masturbation is usually preferable because sexuality with a partner involves emotional entanglement on some level, even if you don’t want it to. Additionally, an orgasm is simply a quick, easy means for relaxation. Finally, masturbation can be seen as a preventative measure for the single! Sometimes, I just want to get off. I would rather masturbate too then become so lustful that I end up hooking up with a less than savory guy.

Cindy Lauper – “She Bop”

August 22, 2007. casual sex, Cindy Lauper, dating, Ex-fiance, masturbation, music, oral sex, sex, sexual guilt, single, virginity. 4 comments.

I’ve been too long, I’m glad to be back

 I owe my apologies for not writing frequently this past week. I’ve been out of town. I went to Denver with my best friend to visit her sister.

Overall, the trip was fun. The was a bit of drama but I guess when you have three young women, too much alcohol and too little sleep things are bound to happen.

I expected a trip filled with lots and lots of boys (and kissing….). However, that was not to be the case. But let me tell you, Denver has many incredibly attractive men. Makes me kind of sad to be back to my city. I have a very specific physical type I go for and there’s many more men who fit the bill in Denver for me. A little eyecandy makes every day more enjoyable I say!

The first night I was there was very fun. We went to a place that makes margaritas with Everclear so needless to say, when we left that restaurant we were deliciously drunk. We headed over to this bar where a live band was playing Jimi Hendrix – they were really great. I couldn’t help but show my appreciation for the music by dancing seductively. The lead singer was obviously checking me out but then when they ended their set I ended up getting “married” to his brother.

It was so fun. My best friend even drew matching wedding bands with a sharpie on our fingers. Of course, we then had to kiss! Later, my friends and I went back to his apartment but I must say that this marriage was never consummated. I think it’s really for the best. While I was more attracted to him than I would like to admit I was not wanting to have sex or even go further than making out. I truly love making out for the sake of it. It’s not just an appetizer to me – it can be the full meal and I will still feel completely satisfied.

I guess I differ from a lot of people, especially men, on that one. Thoughts?

Of course, vacations are great for “everything but” and casual sex without feeling it necessary to pursue more…..I guess, I just really wasn’t it that mindset on this vacay. Besides – I was sharing a bed with two other ladies!

AC/DC – “Back in Black”

August 21, 2007. AC/DC, casual sex, dating, everything but, making out, music, sex, single. 4 comments.

Hey Jealousy, listen to my heart. There’s only one thing I couldn’t start.

Tonight, I feel sad.

Thinking too much about OGF and First Love.

Over the weekend, when I saw First Love, I confessed to him how I had slept with OGF. He was shocked. And jealous. But his jealousy was completely egotistical and had nothing to do with having genuine feelings for me. He was just jealous OGF got to “hit it” when he had not. But then, I asked First Love if he thought the sex was most likely meaningless to OGF who has numerous casual sex encounters.

First Love assured me that the sex probably meant a lot to OGF.

But then….I couldn’t help but ask why he never wanted to date me. I didn’t mean to ask my First Love this but I just blurted it out.

Why had I never been enough? Once, a year ago or so, I asked OGF what he sees in his girlfriend. I asked him because he doesn’t seem particularly into her. I don’t think he’s that attracted to her, sexually stimulated by her or overall engaged by her. So, I asked him what he saw in her. Maybe I just wasn’t seeing things clearly. He then told me that he liked her because “she is driven.” I then said that many girls are driven, myself included. He just agreed and kept silent for a moment until the subject was changed. So, now, I go back to wondering, like I have before….

 Why did OGF never see me in that way? My First Love told me that it took OGF’s moving across the country for him to finally get up the nerve to make a move on me. He continued that he’s sure OGF could see me as girlfriend material but the timing was just never right. (It’s true that at least one of us has been in a relationship during our friendship. Well, there were a brief few months where we were both single many years ago but at the time we were both broken hearted.) Part of me desperately wishes this were true – that OGF would have loved to date me but the timing was just off.

Trainer, who has worked closely with OGF, told me he thinks OGF dates her because she “looks good on paper.” And yes, I can see this. She has successful parents and is beginning a very good, stable career. But this can’t be all, can it?

I don’t know how or why but I’ve never really seen her as a “real” girlfriend to him. Probably due to his lack of perceived enthusiasm over her by all I’ve spoken to about his relationship. Additionally, I like to think that if OGF was really in love with someone he wouldn’t cheat on them. But maybe this as good as gets in a romantic relationship with OGF? I just feel he’s going through the motions without emotion.

I do feel bad for his girlfriend. However, I don’t feel guilty. His lack of commitment to her far extends the one night him and I spent together. In an ideal situation we both would’ve been single but it wasn’t that way.

I just feel slightly jealous – why her and not me? Why did he move to be near her for school if he doesn’t seem that into her? Why hasn’t he at least emailed me a “hello”?

I am filled with self doubt, currently.

Gin Blossoms – “Hey Jealousy”

August 14, 2007. casual sex, dating, first love, Gin Blossoms, love, music, Oldest Guy Friend, relationship, sex, single, trainer. Leave a comment.

So why did I kiss him so hard….

I’m either so sick in the head, I need to be bled dry to quit. Or I just really used to love him. I sure hope that’s it”

Saturday night, I hung out with the first man (boy?) I ever loved.

This was to be the first time him and I hung out, alone together, in years. We dated, on and off, for 3 years. We finally ended things for good when I was 19 and a few months later I met my ex-fiance and was with him for close to 4 years. Since I have been single I have realized this second relationship was ultimately, a very long rebound. It took me close to 3 years to really feel I was over my First Love. He has this uncanny ability of being able to just really get under my skin and make me crave him. It was a very unhealthy relationship but I feel (or felt?) that I was at a place where him and I could be “just friends.”

He met me at my place for dinner. We walked to a nearby restaurant chit-chatting about our dating lives since we were together years ago. He recently was broken up with and is feeling sad about this. I assured him it will be ok. He then confided in me that he compares ever girl he dates to me and wonders if he will ever have as good of a relationship that we had. I was hesitant when he said this because we had a very tumultuous relationship. It’s true. Him and I had some wonderful times together because when it was good between us it was great but when it was bad, it was horrible.

We then went back to my place and I started sharing some of my favorite new CDs with him (I recently bought Fiona Apple’s and Rhett Miller’s newest albums – highly recommend both). Our shared passion for music worked as a bonding glue for us. He then started calling me “babe” and “baby.” I felt resentful of this. I feel he may just be playing with my emotions and exploiting how much I used to love him. I told him that I didn’t want to do anything sexual with him. After all, I was scared. I did not want to fall back in love with him. And although, I know he’s not what I want at all, I fear I can’t control myself when it comes to him. I used to feel so desperate when it came to him and I just didn’t want to experience this pain again.

He then said that he thinks he could fall back in love with me too. I just looked at him. Distrustful. I really don’t believe him. Or if he did fall back in love with me it would be because he’s lonely and not because he truly cares for me. I think I always loved him a lot more than he loved me. And this is one of the most painful experiences one can go through.

 However, despite my better judgment, I began cuddling with him and pressing our bodies together. Instantly, I felt a shock from the sexual chemistry we share. I have rarely felt so sexually alive and I just wanted to never let him go. Again. When we first dated, he was the first guy I did “everything but” with. We never actually had sex. I wasn’t ready and was still filled with so much sexual guilt at that time.

We didn’t kiss yet. But we did shower together. It was so surprising to see his naked body (and how well endowed he is! I had forgotten….) after so many years apart but at the same time it felt like no time had really passed. I wanted to give into my desire for him so badly but this time it was emotions, not sexual guilt, holding me back. Emotionally, he is dangerous for me.

Later, he joined me in my bed to sleep. We finally kissed at this point. And I never wanted it to end. Never since him has someone made me feel like we were one simply from kissing. I felt stupid for kissing him. Letting him in again possibly. But truth be told, even in the morning, after we awoke I didn’t want him to leave. I wanted him to stay. And make up for all this lost time.

I know however, this cannot or should not be.

So, I let him leave in the morning.

Fiona Apple – “Tymps (The Sick in the Head Song)”

August 13, 2007. everything but, Ex, Ex-fiance, Fiona Apple, first love, Just friends, love, music, platonic, relationship, Rhett Miller, sex, sexual guilt, single. Leave a comment.

I am heaven sent, don’t you dare forget.

I spoke with Trainer last night. We made tentative plans for this weekend probably for Sunday. He seems to avoid commitment on so many levels he can’t even make real plans. I don’t feel frustrated because I don’t really like him. In fact, I wonder why I feel curious to hang out with him. Maybe for a story to tell? Maybe because he is attractive enough and funny enough for now?

I think he likes himself enough for the both of us.

He thinks I am so attracted to him, it’s very funny. He compliments himself many more times than I possibly ever could or want to. He even claims to be hotter than OGF (they look similar). I had to hold back laughter at this comment. He’s definitely attractive to me but in a take or leave it kind of way. I find him attractive but I am not lusting for him.

All the while, he calls me a “7” saying he doesn’t want to build up my ego. So it definitely sounds like he has issues.

He emphasized his desire to have sex with me numerous times in our lengthy phone conversation (we spoke for over an hour). He says he would like to start as friends but if two people have good sex together then that’s when they start dating more. I don’t know whether I should take this as harmless flirting or that he’s being far too presumptuous.

Truth be told: I’m quite suspicious of him. This is unsettling for me because I’m usually a very trusting person. He is not to be trusted I know though. Something tells me this. Perhaps it’s his overly large ego. Someone who thinks so highly of themselves cannot possibly be a caring loving partner. And I feel he really is just in it for the nookie as Limp Bizkit so eloquently put it.

Or maybe, just maybe, I feel incredibly uncomfortable dealing with someone who possesses equal flirting capabilities.

Brand New – “Ok, I believe you, but my Tommy gun won’t”

August 10, 2007. Brand New, casual sex, dating, Oldest Guy Friend, sex, single, trainer. Leave a comment.

Hey let’s do it like we’re friends….

There’s one guy I’ve been strictly platonic friends with since I was 16, so for 8 years we’ve been friends. He is my Oldest Guy Friend (OGF).

OGF and I have an incredible amount of sexual tension between us. So thick you really, truly could cut it with a knife. When we’re around each other, we flirt shamelessly. Our friendship has always been like this but it’s always been harmless fun.

Even after many drunken nights, we never even kissed although once in a great while one of us would try for something. The other one, the sober one, though would always be the “voice of reason.” After all, we have such a good friendship – why mess with it?

I have had numerous reasons for never hooking up with OGF despite the fact I truly do sexually desire him – more than I have desired most people, honestly.

These reasons included:

1. He is my Oldest Guy Friend. Strictly platonic too for years. He is someone I come to for advice on other men.

2. He has been quite the man-whore, hooking up with something like 90% of his female friends. I loved teasing him that he could never have this.

3. He once had sex with a good female friend of mine. And I actually saw them by accident! A mental image that has been burned in my head! And I love to tease him about this hookup relentlessly since he regrets it. He says he did it for me and my best friend. Wow – thanks! :p

4. He has issues with emotional intimacy, I believe.

5. I was afraid if I finally experienced him in such a way I would fall in love with him and it would break my heart that it would not be reciprocated. See above.

6. I didn’t want to take away this lust and wanting. Maybe, with him, the wanting would be better than the having and it would be better to never experience him than ruin my fantasy of him.

Reasons to hook up with him:

1. It would be so thrilling to finally experience him on a level we’ve joked about so often.

2. He is really sexy.

3. He thinks I’m really gorgeous – he has told me I have the face of a movie star. So there is mutual sexual desire and attraction.

4. I’ve always wanted to just give in to my desire for him. I have had countless sex dreams starring OGF.

 Well, on Saturday, he was out to celebrate his last night in our city – he’s moving across the country for school. And to live with his gf (he has cheated on her before). So I joined him and his friends. I was very excited to see him but sad about him leaving.

I had a very fun night flirting with OGF and his friends. OGF was bragging to everyone how I must have the skills sexually. He always does this when he’s drunk. So, I deduce, he has wondered how I am in the bedroom. And that curiosity is mutual. For sure. I spoke to one of his friends I’m supposed to go out with again (we went on a date once but there was miscommunication and he “bowed out” – he thought I said I had a boyfriend). Due to his profession, I will refer to him as Trainer. Also, I drunkenly madeout for the first time with another of his friends who I’ve known for almost as long. I didn’t tell OGF about this for some reason. He had make a joke about us taking a long time to go back to his house when I “jokingly” asked him for a peck on the lips – he said he wanted to make sure I hadn’t given his friend a BJ. I laughed and acted as if nothing happened.

When I got back to OGF’s house I was very drunk by this point. I was flirting with Trainer. Later, he offered to take me home but I declined – I wanted to spend more time with OGF because I didn’t know when I would get to hang out with him again. Trainer insisted he would not try anything sexual with me but I assured him this wasn’t my concern. I just wanted to talk to OGF.

Trainer left and OGF and I prepared for sleep. I have spent the night with him before and nothing but cuddling occurred so I didn’t feel any hesitation joining OGF in his bed. And changing down into my boyshorts and his t-shirt in front of him. It’s true – I wanted him to feel slightly turned on by me but I had no intentions of anything else.

We were lying in bed chit-chatting about some guy who I recently dated and all of sudden – he kissed me. Our first kiss, ever. After eight years. I was so confused and excited. I mean, I was laying there kissing my oldest guy friend. Someone I love (as a friend, it’s true). Someone I desire.

At this point, I thought the voice inside my head would be yelling, “Stop! What are you doing? This is crazy!” but nothing like that was being said. This also has nothing to do with my being drunk since because of my sexual guilt, this voice never shuts up usually during sexual encounters.

But honestly, it just felt right.

He then went down on me. I’ve never let someone do this to me before I’ve first given them head. It’s a boundary thing. I don’t like feeling so vulnerable in a beginning encounter. But, I just wanted it. And for the first time, I was just going with want I wanted.

Later, I reciprocated while he held my hand. I thought surely, I would get him off from this. I still had no intentions of having sex with him. I was sure this would go under the “everything but” category.

He then though moved me off and starting kissing me again. Passionately. I’m not surprised by how well we kiss together. I told him I felt he was getting too close to having sex with me. And he pleadingly said my name saying we didn’t have to do anything I didn’t want to. The way he said my voice was filled with so much emotion it made me feel assured I wasn’t making a mistake. This wasn’t a casual meaningless encounter even if we aren’t in love.

I asked him to put on a condom just so I felt safer with him being so close to me. He did so and we kissed a little more and then all of sudden with no words exchanged, he entered me.

And here I was, having sex with my #2, and it was with OGF. I thorougly enjoyed myself while we had lingering sex. It felt sweet but not romantic and that was all I needed to get me over my second person hump (pun definitely intended).

T. Rex – “Diamond Meadows”

August 8, 2007. casual sex, dating, Oldest Guy Friend, platonic, sex, sexual guilt, single, T. Rex, trainer, Uncategorized. 4 comments.

Next Page »