Another Sex Blog

Yup, *that* first time. C’mon, what else would I be talking about on this site, right?

So, someone asked me, over email, recently about how I lost my virginity. After writing it all out, I realized that I hadn’t written about it here and, well, I’m lazy. I don’t want to write something twice. So, with said email recipient’s permission, I’m copying and pasting for your reading pleasure. lol.

I lost my virginity at 17, a week before I turned 18. I wanted to lose it asap at college. There was this one guy, very very hot guy, who we all thought was gay, but he seemed to be a player instead. Anyway, one night, coming back from a club, he asked if I wanted to have no strings attached sex. I think that was the first time I heard that phrase come to think of it.

So, I said yes. No, I wasn’t drunk. We didn’t even go to his room because his roommates were there, so we went to a room of a friend of his that was empty. We started making out and then he got up to go get a condom. I realized that he had no idea I was a virgin and I didn’t know how to tell him. So, I up and disappeared.

A few weeks later, I did lose it (that’s when I was a week younger than 18. There was a guy that two of my friends sort of had crushes on. I called him pink-haired dude. Cuz he had pink hair and I could never remember his name. (Later to be green and then black.) One of my friends didn’t really have a crush on him so much as she really enjoyed being a tease to him. So he’s chatting with me about that. And we talked about sex and I told him about really wanting to lose my virginity, but to someone who was more experienced than me and someone I wouldn’t necessarily be seeing much of again — that last part because I thought my inexperience would be embarrassing.

The night after that conversation, he and I and a bunch of other freshman were lounging around a room all leaning on one another, massaging each other, petting each others heads, etc. Yeah, we were a goofy group.

Anyway, it got to be late and we all separated. He asked if I still wanted to hang out in his room and maybe watch a movie. So, I said sure. We hung out on his roommate’s bed because that’s where the tv was. We watched The Muppet Movie. Started making out. When he started to take my jeans off, he asked “are you sure?” Thinking he was asking about if I was sure about being fully undressed — yes, I was *that* inexperienced — I said “sure.” Then he grabbed a condom and started fucking me. Oh! lol.

I liked that he already knew I was a virgin and what my ideal post-relationship with that person was going to be. It didn’t hurt. Afterwards, when he went to the bathroom to clean up, he grabbed my purse and took it with him. He said later that he didn’t want me up and disappearing while he was in the bathroom. He came back and let me know that, uhm, there was a lot of blood. Oops! Remember, we were in his roommate’s bed!

We dated for about a year. A little more than six months after that first kiss, he told me he’d been a virgin, too. Oh well, the best laid plans…

Oh oh, and the guy who I *almost* lost it to? Came out of the closet not long after that.

This is a question I posted on AdultFriendFinder recently:

So, I often go out by myself. I go to restaurants alone. I
go to movies alone. I go shopping alone. I’m totally
comfortable being alone.

But what about going to a bar? Is it really weird to see a woman
alone at a bar?

Also, any suggestions for bars (or restaurants with bars)
in the Chicagoland area where a single woman could go alone,
people watch, and not be either in danger or seem like a complete
weirdo?

Thanks for any input.

Wow, some of the responses.  Geesh.  A lot of them were warning me about the danger of going out alone as a woman.  Some people included going to restaurants or movies alone along with that.  WTF?  I go LOTS of place all by my lonesome.  There are really people who are afraid to do that?

Second, I’m not some naive bumpkin.  Yes, I realize there *are* dangers out there, but I’m not an idiot.  Argh.  Anyway, that wasn’t at all what my question was about.  I’m just irritated by some of the responses I got.

I did get a few helpful answers.  Upscale hotel bars.  Restaurants with bars.

Thinking about trying it tonight.

I’ve been thinking about much younger guys lately.

Ok, I’m 33. I know, I’m *certain*, that I look younger. I’m not a mother, so I can’t technically be a MILF. Cougars seem to be defined as over 40, which I can’t even fake, I don’t think.

So what am I?

The 2nd guy I was ever in love with AND the 1st guy I ever had really *good* sex with (2 different guys in case that’s not clear), both had early experiences with women much older than they were. So, guys, even if you’re not interested in ME personally, really, think about some of the women who are older than you. Just a suggestion.

Me? I’ve met up with a guy who is around 24 or 25, I forget exactly. What an ego boost! (Not like the *entire* experience of being on Adult FriendFinder isn’t one too!)

So, I’ve gotten it in my head that I’d like a few sessions with a guy who’s around that age or younger. To “teach” him. Older guys, IMO, aren’t as open to the idea that they do NOT know everything already.

Anyway, any suggestions for a term for a woman who isn’t technically a MILF, but is too young to be a Cougar?

I just had an epiphany. Ok, that’s exaggerating, but it was an interesting realization for me.

My ideal for a romantic/sexual relationship is the same as how I feel about food. I don’t think I put that quite right…

See, I really like trying new foods. There’s not all that many foods I actively dislike. Though, some, once I’ve tried I probably wouldn’t seek out again. And I like trying foods that are unusual or that most people don’t like. But, I like having my standby favorites to go back to. And it’s not like those foods are just comfort foods. I really really like them. Love ‘em. They make me happy and give me enjoyment. But, I wouldn’t want to never try anything new ever again even if I could have ALL my favorites as much as I wanted any time I wanted.

It’s the same, kind of, you know, in a metaphorical way, for relationships.

I just haven’t found my favorite yet.