She Rocked My Ass

When I was near my later 20's I used to go out with other 20-somethings from work.  There were about 7 or 8 of us--a few men, a few women.  We'd hit the bars and clubs downtown and swashbuckle.  Sometimes we'd make it back to our own apartments, sometimes we'd just crash at someone else's.  

   One of the women in our group was Laura.  Laura was a couple of years younger than me (I think she was primarily a lesbian???--it was a little shady) and we were getting to be pretty good friends.  We had a similar sense of humor, musical tastes, and we were both pretty chill.  

   Just friends though.  I had run into to her one night at the local movie theater and she was on a date with another young woman--so I think that helped us develop this friendship vibe.  

   Anyway, I liked Laura--we had an easy way between us and it always felt pretty platonic between us--with the exception of one night and morning (you know how these stories go...).

    So, anyway--one night we were out with a bunch of people from work and we all got quite drunk.  So, the night ended up with me at Laura's place for a completely unnecessary night cap with the understanding I would be crashing on her couch.  Of course, we started talking about sex which led to talking about how we masturbate. Then she said, "Let's do a one-timer..."  And suddenly, there we are masturbating in front of each other.  She was on the couch holding her purple vibrating dildo to her clit beneath her ample pussy hair and I was standing right before her with my pants down jacking off dry in front of her.  Now, sadly, she still had her shirt on.  I say sadly, because Laura had huge tits.  Great tits.  World class breasts.  And I was too much of a gentleman to just demand she completely disrobe while we masturbated together.  

   She orgasmed, big time.  She just kept the vibrating dildo on her clit the whole time.  The room smelled strongly of her pussy.  It drove me insane.  But I was too drunk to orgasm.  So when she came I just stopped.  I knew it was going to be too much effort.  She pulled her pants back on and went back to her bedroom and went to sleep and I passed out on her couch.  

   The next morning she made coffee and we talked about anything but masturbating the night before.  Then, finally, she brought it up.  "That was nuts last night, huh?"

  I laughed an awkward laugh.  "Yeah, uh--heck of a one-timer."

  She looked at me.  "You want to do it one more time and then never talk about it again?"

  "Hell, yes," I said.  

  Again, she got her vibrator and sat on the couch.  I suggested we both get completely naked and she agreed.  HER TITS WERE AMAZING!  I have never again seen areolas like that--sunburn brown, expansive over the whole of the breast.  Worship-worthy.

 Excited I was no longer drunk, I was ready to cum.  I stripped naked and was already rock-hard seeing Laura's nipples.  I was not thrilled to jack  totally dry, but whatever at this point.  Laura put the vibe to her clit again and came in like a minute--it was ridiculous.  

   So, probably feeling bored and finished, she asked, "Do you think you can cum just with anal stimulation?" 

   I stopped my stroking assault on my dick and said, "Uh--I have never tried."

   "Come here, let me do it to you.  It'll be hot," she said.

    I told her that the vibrator would have to be lubed if she wanted to shove it up my ass, so she plunged it all the way up the lumen of her pussy then beckoned me to her.  I stood before her on the couch, my super-erect penis inches from her face.  I spread my legs and she teased my asshole a bit with her moist dildo vibrator.  She probed my O-ring a bit and then just rammed it hard up my ass.  It hurt.  But my penis started throbbing uncontrollably.  

   "Do you want me to stop?" she asked.

   Even though it hurt, I told her to keep going.  She turned the vibration on and my anus came alive with both pain and thrill.  Laura completely fucked me over and over and over with her vibrator.  She was really getting into it.  My penis kept throbbing and jerking every which way.  I was determined not to stroke it to see if I could cum from this.  But it totally hurt!  But it also felt very good!  

   Now, I have been masturbated by men and sucked off by men.  But never fucked up the anus by a man.  So this is my only experience with super-deep anal play.  And I still can't say if I really liked it.  

   Anyway, this went on forever with Laura fucking me up the ass.  Her ramming wrist would sometimes hit my ball sac and I could feel my semen start to rise within me.  Finally I focused on her tits while she rammed me un-fucking forgivably up my anus and while focusing on her nipples and areolas my penis finally ejaculated in a thin dribble down the length of my straining shaft to my pubic hair.  

  Weird experience. And the only time Laura and I did anything like this.  Don't even know where she's at now.