by Will

Gender: Male
Age: 34
Race/ethnicity: Caucasian
Current location: Texas
Highest education received: Some college (not currently in college)
Occupation: Sales
Relationship status: Single
How religious are you? Somewhat
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 100+
How many hookup stories have you here posted before? None

Taking Her Virginity The Right Way

How long ago did this hookup happen? Last fall

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? One nighter

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? I dont remember her name.  She was a hispanic girl. 20 years old.  Pretty, big breasts, long black hair, .  I met her online through a dating site.  Played it pretty cool because of the age gap but while driving late on the way home from Tennese she took the texting to a new level and made it plain what she wanted

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? We met for dinner at a lake side resturant.  After we took a walk.  The sexual tension was thick in the air and I could tell she was nervous and didnt know what to do or say.  But she wanted to have sex just didnt knw what to do.  So, I told her ” Hey no presure, when you are ready you just tell me when”.  So as I walked her back to her truck she squeezed my hand and said, “When.”.  Literealy thats how she let me know.  So we went close by to a nice hotel

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We got in the room and started kissing and making out pretty hot.  Every time i went to pull her shirt up she would shy away because the lights were on.  So i told her i was going to the bathroom and she could undress and turn the lights out.  When i came out she was down to panties and bra under the covers lights out.  Now, I did the usual of undressing and touching and went down on her and made her cum.  Then I got on top and she was TIGHT.  I made a joking comment that “Your tight enough to be a virgin”  and she froze and started to cry.  Thats when  i know she was.  And I knew i had to do this right so it wouldnt be another horror like alot of girls have.  So for the next 6 hours or so we had sex in every position, I went down on her, she got to go down on me and back and forth and on and on it went.  Usualy after about 2 good orgasms she would have to stop so It was a all night session of oral, catnaps, fucking, catnap oral catnap….you get the idea.   I held it all night and never came myself.  She was so suprised wen i told her that the privilage of loving her for the night and being her first was better than cumming.

Did you have an orgasm? Did your partner(s)? No I did not.  She had quite a few

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? None

What were your REASONS for having this hookup? In the begining to get laid.  In the end to give a innocent young girl a wonderful experience to becoming more of a woman

Were alcohol or drugs involved? If so, how much? Nope.  We were sober

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? The next mornig we went our seperate ways.  We talked for a while but it dwindled.  We both koew that that night was all it would ever be

To whom did you talk about the hookup? How did they react? Not a soul till now.  To special to brag

Was this a consensual and/or wanted experience for you? For your partner? Yes on both accounts

Do you regret this hookup? If so, why? Not a bit

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? The best thing was that the next mornig she was smiling and laughing.  Her first time was great and I do belive i set the bar high for whomever follows me

All things considered, how POSITIVE was this experience? Very positive

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