I remember a few years ago I had this fuck buddy (a girl this time, usually my fuck buddies are guys).  It was fun and she was going overseas for work so we knew when it would end and it was a lot of fun while it lasted.

One night when we were talking about our sexual fantasies she said that she had always wanted to fuck a guy with a strap on.  This was news to me but I was turned on immediately.  She told me she had once brought it up with a boyfriend and he was so freaked out about about it she had never mentioned it to anyone ever again.  She must have had a hint that I am very open minded.

She admitted to me that she often watches strap on/pegging porn.

After I let her fully explain her fantasy I told her I’d love for her to fuck me with a strap on.  She couldn’t believe it.

Since she was so shocked I thought I’d throw in a little bit of a condition… I told her she could fuck me with a strap on, if she let me watch her fuck another girl with a strap on?  She thought that sounded like a fair trade.

Unfortunately we never got to do either thing but we remain friends.  She has a long term boyfriend now and I wonder if she has had the strap on conversation with him?

Do you know what the word ‘pegging’ means?

I have to admit that it is kind of new to my vocabulary.  Over the weekend a bunch of us were playing Cards Against Humanity and one of the girls there had a card with ‘pegging’ on it.  She had no idea and actually I’m not sure anyone had an idea.

I had to explain it….. here is the urban dictionary definition:

anal sex reversed. instead of the man sticking his penis up the womans butt, the woman wears a strap-on and sticks it up the mans butt.

Did you know what it means?

Years ago I knew a girl who loved fucking me with a strap on.  We never had a threesome with an extra guy but she loved the fact that I would let her fuck me.

It came up in conversation one night after a few drinks and we were talking about our fantasies and she mentioned it.  Staight up I told her I’d be OK with that and she was shocked – happy shocked, not sad shocked.

The next day I ordered her a strap on and a week later she was pounding my arse and loving it!!!

What was the point of this post?  Ow yeah, I was talking to her on facebook yesterday and she mentioned that she got to use her strap on again.  After months of asking she finally got her new boyfriend to let her fuck him.  She took it really slow with him and although it doesn’t sound like he is a huge fan of being fucked just yet, it is good to hear of a str8 guy being OK with it.

Since I started celebrating Thong Thursday (click here to see all the Thong Thursday blog posts) I’ve been enjoying it by trying to wear a thong on Thursday.  You guys know I prefer speedos but I have ordered a new thong just because of this new tradition.

Last weekend I saw that a fellow blogger had talked about Strap on Sunday!!!

I’ve never been fucked with a strap on but it is something I’d love to try, and I think from the amount of cock I’ve taken I should be able to handle (and enjoy) it.  New tradition?

Today I’ve got a date with Surfer Chick.  She has the entire day off and she is all mine.

It is kind of grey and cold out right now but might get sunny later.  So I’m going to pick her up, go out west a little bit to some winery that Alex’s girlfriend told me does a good lunch.

Then I think we’ll head back here and go for a surf if the weather is good or at least go for a walk along the beach and then I’ll make dinner.  What do you guys think?  Chance of getting her in the sack?

Before I go I’ve got some work to get done and I have to tidy the house up just a little bit.  Not really sure what to do with my sex drawer.  I could just keep it and if she finds it good on her or maybe she isn’t quite ready for it.

There isn’t anything too crazy in there, butt plugs, lots of lube and lots of condoms (you can buy condoms in packs of 100).  There are handcuffs and a wicked weasel bikini that I bought for a girl once but she decided she didn’t like me before I could give it to her.  Then there is my speedo drawer with probably about 40 pairs of speedos.

I’m not sure what I’m going to do, I’ll keep you posted though.

My collection isn’t this ‘big’.

Is a girl fucking a guy with a strap on gay?

I’m pretty sure my str8 mates would say it is gay having anything put in your butt, but, saying that I’ve spoken with str8 guys about being fingered during oral sex and they like it and understand that guys have some nerve endings back there which feel really good.

What if you told a str8 guy he would be fucked with a strap on but with 2 girls, is that still too gay?

I had a chick fuck buddy years ago and during a drunken sex driven conversation one night she mentioned that she’d love to fuck a guy with a strapon and I told her that I was keen.  She fucked me with it maybe half a dozen times and it was great.  I’m not sure it is a topic that would bring up with a conservative or anti-gay/bi chick I was dating.

A little off topic from our usual speedo talk but I was writing about it over on www.BisexualDave.com and thought I’d ask you guys what you think.