Did you feel akward the first time you had sexual intercourse ?

[Bbucko]

My fist sex was oral-only and frustrated me, because it wasn't really all that. The first time I topped was in a porn theater (back when they still existed) and loved it. The first time I bottomed I hated it, felt violated and raped. I bled for at least an hour afterward.

 

[surferboy]

everyone feels awkward their first time. everyone. if you say you weren't, you're either still a virgin, or a liar

 

[D_Gunther Snotpole]

My fist sex was oral-only ...

That's a neat trick.

everyone feels awkward their first time. everyone. if you say you weren't, you're either still a virgin, or a liar

Well, I only felt very slightly awkward.
Things went swimmingly ... and at the end, when I told the other person that I had just had my first sexual experience, he essentially told me I was lying.
And I didn't insist ....

 

[Bbucko]

That's a neat trick.

:redface: Caught a typo, but an oddly appropriate one, all things considered

Well, I only felt very slightly awkward.
Things went swimmingly ... and at the end, when I told the other person that I had just had my first sexual experience, he essentially told me I was lying.
And I didn't insist ....

My first was also unbelieving of me when I told him: he came twice, though I didn't cum at all.

 

[D_Gunther Snotpole]

:redface: Caught a typo, but an oddly appropriate one, all things considered

That's why, considering the source, I wasn't quite sure it was a typo.

 

[Bbucko]

That's why, considering the source, I wasn't quite sure it was a typo.

I wasn't introduced to "handball" until the ripe old age of 22, five years into it all :biggrin1:

 

[DavidXL]

I didn't feel awkward, but I didn't really enjoy it, either, and was just glad it was over and I wasn't a virgin anymore.

 

[noirman]

First time with a woman, I was only a boy, and I was nervous at first till I realized it wasn't rocket science. First time with a man, however, I was both nervous and excited while confronting all those years of pent up feelings.

 

[mikeramrod]

Yes awkward and embrassed. My first time I slipped my throbbing anxious cock in her young wet cunt. I pumped her about 3 times shot a load and it went flaccid really quickly. Her response was 'is it over already? Your brother fucks better'.
Next time I fucked her I lasted 4 pumps...I miss those youthful days

 

[Tee&A]

I would say I felt more terrified then awkward. I was in my first year of undergrad and he was a Junior at the time. I felt very comfortable with him and cared for him deeply (he later ended up being my fiancee), so I didn't have to worry about any awkwardness, but my terror came from him being huge. We'd done our fair share of heavy petting (and some oral) before "the deed", but I was still terrified he was going to really hurt me.

Eventually, I decided he would be "the one" and didn't care about his size so we planned " my "lose my virginity" night for a week after my birthday. Eh, didn't work, lol. One night we took a walk in this large park (that is like Central Park, but on a smaller scale) and we made a pit stop in a gazebo by the water to neck, and I got so hot I basically pulled him down on me and made him give it to me, lmao. Yes, it hurt, but it wasn't as bad as I thought it'd be.

 

[D_Jared Padalicki]

everyone feels awkward their first time. everyone. if you say you weren't, you're either still a virgin, or a liar

I disagree.
It wasn't awkward, it was new, but not awkward. We were both naked, so nothing to be awkward about for me because we both were in the same situation.
Overwhelmed would be a better word to discribe my first time. But I felt comfortable because of the person.
And I'm not a virgin or a liar

 

[D_Logistam Twigwilly]

I would say I felt more terrified then awkward. I was in my first year of undergrad and he was a Junior at the time. I felt very comfortable with him and cared for him deeply (he later ended up being my fiancee), so I didn't have to worry about any awkwardness, but my terror came from him being huge. We'd done our fair share of heavy petting (and some oral) before "the deed", but I was still terrified he was going to really hurt me.

Eventually, I decided he would be "the one" and didn't care about his size so we planned " my "lose my virginity" night for a week after my birthday. Eh, didn't work, lol. One night we took a walk in this large park (that is like Central Park, but on a smaller scale) and we made a pit stop in a gazebo by the water to neck, and I got so hot I basically pulled him down on me and made him give it to me, lmao. Yes, it hurt, but it wasn't as bad as I thought it'd be.

how big was he that it frightened you?

 

[scottredleter]

I was at a adult book store looking at the stuff on the racks when this guy with a big trench coat walked behind me and just reached out and grabbed my ass with both hands and squeezed. I was really nervous, but really horny too. So horny and nervous that my knees almost buckled. I was about 20 at the time.

He followed me out to my car and got in. He gave me a couple left and rights and we parked. He pulled out a big dick (how I remember anyway) and he gently moved my head towards it. It was everything I was looking to do, but I needed some guiding.

He pumped my mouth for a while and then all of a sudden he just blew a huge load in my mouth. That's when I remember figuring out what they meant about the three big lies: The checks in the mail, I only want to put the head in a little, and I wont cum n your mouth.

All and all it was an awesome first (adult) gay encounter. It's funny how completely I remember what this guy looks like when I think about how long ago it was.

 

[Tee&A]

how big was he that it frightened you?

Looking back, probably at or damned close to 9 inches. I think that is a pretty dead-on estimation and not looking at it with "virgin" eyes (because to a virgin I think any substantially-sized penis would seem gargantuan, lol).

 

[Harold81]

My first time wasn't awkward but exciting in that we were both horny and inexperienced. Though it consisted of frot and oral only and neither of us finished because his mom came home early interrupting everything, it was fulfilling.

However, the next day at work (worked in the same place) I was feeling awkward because I didn't know how he would react to me, considering he was "straight". I didn't know if he would ignore me or what. Suddenly he walked up behind me unexpectedly and whispered in my ear, "we will have to do that again". I turned and he was walking away. I smiled and said "yeah". For a insecure 19 year old, that made me feel like I was on top of the world.

 

[deleted3782]

First time with a woman was kinda rushed. She was an older women I had met professionally and was a bit of a nympho by her own admission. I just wanted to get rid of my virginity that I still had at the age of 23. I was unsure of what I was doing or how to do it. She gave lots of pointers but I felt like a spectator to really really bad porn more than a participant. I still wince thinking about it. Man I was awful.

First time with a guy was less awkward and a few years later. I met him in a bar in Sydney on Oxford Street, we engaged in a few awkward comments, he convinced me to go with him to another place...and on the way whispered that he wanted to suck my dick. Fast-forward to an ally doorway pulling each other's clothes off, kissing and sucking...fast forward to a bathhouse. You get the picture. The first time with a guy was a lot more fun than with a woman, but it was just oral...so less anxiety.

 

[D_Hammond Happydipper]

Can not tell you as I have not done it yet.


Can not get turn on by women or men.
I should change it to "unsure" huh?

 

[Over-reaching]

No, not beforehand or while we were doing it. It felt very natural and unbelievably good. However, I came really quickly (as is common), certainly after less than a minute. That made me feel awkward, because I knew she'd been with guys before and there were the inevitable questions of comparisons... and whether or not I'd satisfied her at all (even though she had come beforehand, during foreplay, I believe). However, we did it again after a few minutes and I managed to last a bit longer this second time.

 

[schwulboy1989]

My first time was brilliant!

I got my first time topping and bottoming out on the same night.

I was with my first real boyfriend, new at college, and it finally came around to having sex. I knew he was huge, and he'd bottomed before, so he let me top first. I remember as soon as I slid it in I was overwhelmed by a feeling of....apathy. It was anticlimactic. I don't know if it was being nervous or what, but it really didn't feel terribly different from masturbating. (In later sessions, though, I grew to really enjoy it!)

Once that was over, it was my turn to bottom. He had never topped before because none of his partners before me could/were willing to take his size. I was strangely at ease (probably because I had just cum not 10 minutes before) but he put me on my back, ankles on his shoulders, lubed himself up and put a little on me, and started to slowly push himself in...but I wanted to get it over with, so I told him to just slide it all the way in and hold it.

I nearly came right then and there! It was the most amazing feeling!!! Much better than topping I was clearly doing something right, though, 'cause he converted from being a bottom to being a top right then and there!!! Needless to say, I'm still a bottom (although I still enjoy putting it in other guys' butts from time to time, too).

So awkward? Not at all! (although cleanup after was awkward...there was lube and cum everywhere, and neither of us knew what to say )

*****

A friend of mine (technically an ex, but it never turned into anything serious) asked me last summer if I'd take his virginity, since I had experience and he trusted me. I agreed, and we got a hotel room, and it was SUPER awkward from the minute we started making out. He was SOOOO uncomfortable, and NOTHING I said or did would calm him down. It FINALLY got around to fucking him- I told him it would be best if he lowered himself on so he was in control, but he said that was skanky and that he wanted to be on his back facing me...I had barely put the head in, and he freaked out and left!!! I now have a strict policy of NOT taking Visa (if you know what I mean).

 

[schwulboy1989]

Also, I've never had sex with a woman, and I likely never will.

In my drawing classes, I've seen enough vagina that I can DEFINITELY say that I can't possibly imagine being anywhere near one and enjoying it.