Older Girlfriend Wants To Explore A "Gentleman's Club". It Ends Up A Threesome.

Jill was about 20-years older than me and a “Big-Shot” in my company.  We were traveling on business, staying in the nicest hotels, and exploring sex.  Jill said she liked being a “Naughty Girl.”  A “Gentleman’s Club” was in a town we did not have clients.  Jill wanted to “check it out.”

In the club, we had a few drinks.  Jill bought me a lap dance.  The dancer teased me and took off her top.  After my lap dance, a guy in the club bought us each a drink and offered to buy Jill a lap dance.  Jill agreed.  The dancer was all over Jill and feeling her breasts.  Jill did not object and also felt the dancer’s breasts.  The dancer took off her top and also Jill’s top.  Both Jill and the dancer were topless.  The dancer and Jill were feeling each other up and kissing each other on their necks.

When the lap dance ended, Jill did not put her top back on.  She walked boldly around the club topless.  The guy who bought Jill a lap dance bought us another drink.  The three of us talked.  Jill stayed topless.

The guy said he would pay us $100 if we would go back to our hotel room, and he could watch us having sex.  I whispered to Jill, “Does the Naughty Girl want to do this?”  Jill agreed.

The three of us left the club.  Jill was topless under her coat.  He followed us back to our hotel in his car.  We first stopped at a liquor store and the three of us went in.  The clerk at the liquor store was staring at Jill’s cleavage under her coat.  Before leaving, Jill flashed him her tits.

In our hotel room, our friend paid Jill the $100.  The man sat down in a chair.  He took out his cock and started playing with himself as Jill and I undressed in bed and moved between different positions.

Jill said she wanted to be really naughty.  I said OK, not knowing what she wanted to do.  She went over to “our friend,” and took his pants and shirt all the way off.  Kneeling in front of him, Jill sucked his cock.  I got behind Jill and ran my hands all over her naked body.

Jill said she wanted to suck two cocks.  Earlier we visited a Porn Theater, and this was in a movie.  Jill had our friend stand up so she could get both our cocks in her mouth.  The man and I put our arms around each other, holding each other so our two cocks would be even closer.  As our cocks were going in-and-out of Jill’s mouth, she was also rubbing them together.

With Jill on her knees, sucking and playing with both our cocks, our friend started to play with my nipples.  It felt good and I pinched his nipples.

He grabbed my cock, and I grabbed his.  This was the first time a guy touched me and the first time I touched a guy.  Jill stopped sucking and watched us play with each other.

Then he tentatively kissed me on my neck and then on my lips, putting his tongue in my mouth.  This was the first time I kissed a man.  It was different and exciting.

Our friend got on his knees.  Both he and Jill were sucking my cock.

Jill stood up and then our friend.  The three of us kissed while everyone felt everyone else’s crotches.

Jill pushed me down on my shoulders and head until I was kneeling in front of our friend’s cock.  Holding my head with one hand and his cock with her other hand, Jill put his cock into my mouth.

For the first time in my life, I was sucking a man.  I enjoyed the sensation, but I was nervous about how far I wanted to go.

We all moved to the bed.  Somehow, I was at the “Center-of-Attention.”  Our friend got on top of me.  He was kissing me and rubbing his cock against mine.  Jill was kissing and running her hands over the both of us.

Our friend moved down my body and again was sucking my cock.  He started to rub my asshole with his finger.  Jill liked anal sex and we both liked a vibrator in our ass.  I wasn’t ready for where we might go.  I rearranged everyone on the bed.  Our friend laid down on his back.  While Jill was sucking him, I fucked her doggy style.  I came in Jill’s pussy and our friend came in her mouth.

Our friend left.  Jill told him she had a great time and gave him back his $100.

After he left, Jill and I talked.  Jill thanked me and told me she enjoyed the evening.  She told me she wanted to experiment more with a woman.  However, she wanted me to participate because if it was just her and another woman, she would feel too much like a Lesbian.