Current location: U.S.
Highest education received: College degree (eg., BA, BS)
Occupation: Self Employed
Relationship status: In an LTR, Common Law
Religious affiliation: None – raised Mormon
How religious are you? Not at all
Sexual orientation: Mostly heterosexual
Any other term(s) that describe your sexual orientation/sexuality better/best? Mostly men but I do love women
How many sexual partners have you had in your life (including oral sex)? 40+
How many hookup stories have you here posted before? 2
First Lesbian Experience
How long ago did this hookup happen? 1996
How would you best classify this hookup? friends with benefits
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? Mandi.
Mandi. Mandi. Mandi. Damn. I still think about her. She was stunning. 5’9″, long blonde hair, lightly tanned skin, perky tits, a beautiful round ass that looked stupendous in a mini skirt and legs that made me dizzy. She was truly gorgeous. She was also a 10-gallon bucket of crazy; but gorgeous.
Me, I’m more of an acquired taste. 5’8″, curvy redhead with grey/blue eyes and DDD cups. I’ve been called buxom, vampish, sultry, but I’ve never achieved “perfect 10” status. I usually attract those who have a healthy dose of “Ginger Fever” or like big tits.
Anyway, Mandi & I met during a low point in my life and I was working my way out of it. We both worked in the same retail store & quickly became friends. She was engaged at the time, but I soon found out that she was also dating this other guy on the side. That was before she started coming on to me…. I had recently discovered my bi-curiosity and was interested in exploring it, but I truly did not have an ounce of nerve. It was still very taboo in my “Still-can’t-quite-shake-my-religious-roots” mentality. But man, if anyone could convince me, Mandi could.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? Shortly after we met, Mandi would drop comments about how much she wanted to see my tits. She even brushed up against them casually a few times. But I was totally unprepared for the first time she kissed me. We were sitting on my bed and she was telling me how she used to make out with one of her friends a lot and asked me if I wanted to make out. I was speechless, my mixture of curiosity and naivety clamped my mouth shut. Mandi didn’t seem to care, because next thing I knew, she was kissing me anyway.
Fuck. It was sooooo good. I had never kissed a girl before, but I was immediately hooked and I wanted more and more and more. Her lips were incredibly soft and she tasted like her strawberry lipgloss. It was like she lit a blowtorch between my legs. I wanted her so badly. Problem – I was still scared out of my mind. I’d been raised to believe that sex before marriage was a sin next to murder; and gay sex? Whoa. Even worse. Deep down I knew these beliefs were very flawed, but when you’ve been programmed for 21 years to believe that 1+1=2 and suddenly someone tells you that it might equal 3, it takes a while to de-program yourself.
So when Mandi broke away from that breathtaking first kiss, I wanted to reach out. I wanted to grab her and kiss her back and rub up against her amazing tits and spread her round ass cheeks and plant myself firmly between her succulent thighs; but instead, I was a deer in headlights. I froze. So she stopped.
Thank God she didn’t give up. 🙂
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? Mandi kept hinting that she wanted me. She would purposefully put us in situations that made me hot for her. We’d go dancing and grind on each other song after song, we’d spend the night at each other’s house and sleep naked in the same bed, we even rented a hotel room and had sex with our boyfriends in front of each other one time, but I was still just too shy to admit how much I wanted her.
It finally happened a few months later. We were both out of town doing god knows what, and as was typical for us, we went to a bar. Normally, when the two of us would walk into a bar, the guys would immediately notice Mandi. Then she’d open her mouth and say something to indicate she wasn’t the brightest crayon in the box, so the guys looking for a little more substance would see I was there, too. Call it sloppy seconds, call it whatever you want. But when you’re hanging out with a 10 and you’re an 8.5 at best, you take what you can get sometimes.
Anyway, one of those guys looking for “substance” had since moved on to me and we hit it off nicely. He was hot & I was horny. Mandi didn’t meet anyone she liked (remember, she was still engaged and also dating someone else….) so she came back with the guy and me to our hotel.
Once in the hotel room, I immediately started making out with the guy. I was in such a hurry to get his pants off that I forgot Mandi was in the room, watching us. She coyly came over to the bed and said “Hey. I wanna play too.” By this time, my crush on this girl had had plenty of time to balloon to the size of Ohio, but I was still incredibly nervous about admitting it. If the guy hadn’t agreed to have her join us (DUH!) I might not have had the nerve again.
Our threesome quickly became a twosome. Once I finally started to let go, I couldn’t keep my hands off of her. I loved how her nipples felt in my mouth, I loved sucking on her tongue and nibbling her bottom lip. I loved rubbing our tits together and I love love loved how she tasted. We did try scissor kicking and it was a tad awkward, but I didn’t care, all I could think about was that our pussies were occasionally smacking each other and that was enough for me.
Did you have an orgasm? Did your partner(s)? No. I still needed mass quantities of therapy before I could get rid of the mental block that prevented me from orgasming with a girl. She claims that she did.
What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? No discussion, the guy didn’t wear a condom either because he quickly became an observer and not a participant.
What were your REASONS for having this hookup? We had both wanted it for so long. I was really curious.
Were alcohol or drugs involved? If so, how much? We had had several drinks at the bar. Probably vodka. Mandi may have smoked a joint? Not sure.
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? Mandi & I continued to be friends, but we did eventually lose touch. She broke up with her boyfriend, married her fiancee, and I think moved to Vegas to become an exotic dancer. I’ve since lost touch, something I’m torn about. On the one hand, I still wish we could reconnect, mostly because I want to have her again. But on the other hand, I also know she’s a bit messed up in the head and I don’t think I’m up for the drama that could potentially come with having her back in my life.
To whom did you talk about the hookup? How did they react? I’ve told a couple guys about it, but I usually omit the part about how incredibly scared I was to act because of my past. They reacted like any hotblooded male would react. 😉
I’ve also told a couple girl friends who I knew would be cool about it. They thought it was hot.
Was this a consensual and/or wanted experience for you? For your partner? Yes. Definitely.
Do you regret this hookup? If so, why? I regret that I didn’t kiss her back that first day. Imagine all the amazing sex we could have had if I’d been able to get past my mental block sooner. I really would have loved to 69 into bliss with her, and thrust my fingers inside of her to feel her spasm. Sigh.
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 I broke through a huge hurdle that night. I began to see how sexual women are, and that it was perfectly fine to be attracted to them.
The worst? That it didn’t happen again.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? A little negative
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