Cindy and Lisa Experiment with Boys

By Cindy Manning

Published on May 1, 2024

Bisexual

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Cindy and Lisa Experiment with Boys

Hello Dear Readers. This part of the tale departs from the main narrative, and moves to the Bisexual section, because it is our heroine's one experience of sex with guys. For those just joining the story, hello! This is a rather long story, under the title A Girl's Story, the rest of which is in the Lesbian section; starting in the Young Friends area, continuing in the High School area, and now in the College area. While this is a work of fiction, it is inspired by actual events in my own life; after all they always say "Write what you know." The story is based on my life, if my life had been much more exciting than it actually was. The events in this part of the story did actually happen, but I have embellished it a bit. This story contains lots of joyously consensual sex between male and female college students, including several who enjoy wrestling and catfighting as a form of foreplay.

Our Dramatis Personae, for those who are just joining us

Cindy -- Our main character, she is a tall girl (5'10") and, by her own admission, "stocky." She has known she is a lesbian since the 6th grade and she became sexually active in the 8th grade. She met her current girlfriend, Lisa, in 10th grade and they have been together ever since. Cindy is finishing her second year of college. All of Cindy's sexual partners have been women.

Lisa -- Cindy's beautiful girlfriend. She is an amazingly talented singer and actress and she is studying theater and music in college. She is also a tall girl (5'8") and her most distinctive characteristic is her hair, which is pure white (it has been since elementary school, and all her hair is white). Lisa also does not have any sexual experience with guys, apart from watching porn videos, other than some clumsy fumbling during games of Truth or Dare in junior high school.

Rita -- One of Cindy and Lisa's best friends from high school. She is a very talented artist and she is in her second year in art school. She comes from a wealthy family; her parents are both high-powered attorneys, she also had a very intimidating former nanny/bodyguard named Katherine who is now an attorney. She went from being a somewhat chubby, mousy girl in high school to a beautiful woman with truly epic breasts. Rita is bisexual, though she has a definite preference for girls.

Jan (pronounced in the Dutch manner as "Yan" with a long `a' sound) -- Rita's boyfriend. He is in his final undergraduate year studying business. He is originally from the Netherlands and his family is unbelievably wealthy, more than any of the girls really know; despite this he is a truly nice guy. One thing Cindy and Lisa know about him, from being on a nude beach on the island of St. Maarten for spring break, is that Jan has a porn-star quality cock; in fact if he wasn't so shy he could be a porn star. It is well known he is bisexual.

Greg & Zara -- Two of Jan's friends from school. They aren't really a couple, but they are more than just fuck-buddies. Greg is an average looking guy with shoulder length brown hair. Zara is a striking young woman whose family comes from Bahrain. These two have a complicated sexual relationship with Jan and Rita, not quite a quad but more than just a random hookup.

All clear? Then let us begin.

We arrived at Jan's townhouse after dinner. Lisa and I watched Rita and Jan, so when they began to strip so did we and it wasn't long before we were all naked. Lisa and I were in a nice, large chair with Lisa in my lap, my fingers idly playing with her white bush. Rita immediately went to work on Jan's cock, sucking with a certain greedy abandon. We both watched with a certain academic interest as she took almost his entire cock into her mouth (she did gag a little); Jan's head was flopped back and his fingers were dug into Rita's dark hair. I slid two fingers into Lisa's very wet pussy as we watched Rita trap Jan's erect cock between her massive breasts (she was way bigger than either of us), sliding her tits up and down, driving Jan right up to the edge of coming before she would back off. Rita is a lovely girl but she has a definite sexual sadism streak to her.

Greg and Zara arrived and, seeing the rest of us where already naked, got out of their clothes. Greg was somewhat muscular, Rita considered him pretty cute, with what (to my limited knowledge) appeared to be a nice, average sized cock; getting all your information from porn videos does skew your perspective on things a bit. Rita was clearly admiring his cock as it began to stiffen in the presence of four naked girls. Lisa and I were much more interested in Zara; she was rather chubby, with a nice, soft belly and breasts that hung down much like our friend Clarissa's. Her nipples were quite small but almost jet-black and she had a lovely, quite dense, black bush.

"I want to thank you for introducing Rita to wrestling as a prelude to fucking. We've had a lot of fun watching the boys try to grab each other's cocks."

I pulled Zara down by her silky hair so that both of us could kiss her; Zara was a good kisser. She went over and knelt in front of Greg and began vigorously sucking his cock, taking its entire length into her mouth; Rita did the same. When both guy's cocks were standing fully erect the girls got out of the way, Zara sitting in Lisa's lap, Rita in mine. Zara and Lisa were fascinated with each other's hair and bush, I was enjoying squeezing and kneading Rita's glorious tits.

The guys went at it hard, Rita told me she had introduced Jan to wrestling and since she liked it rough so did he. There was an unspoken agreement of no punches to the head and no kicks to the nuts, but apart from that everything was allowed. It was obvious to me that both of them wanted to grab the others cock and it was here that Jan was at a disadvantage because he had so much to be grabbed.

Jan got Greg on the floor and trapped him between his legs, allowing him to grab Greg's nut sack and squeeze; Greg countered by reaching around and grabbing Jan's massive cock and twisting it hard. Both guys rolled on the floor, punching wildly at each other, both probably close to shooting massive loads when Greg reached the point that he could not take the pressure on his swollen balls anymore and he submitted. Jan got on top of him, straddling his chest and pushing his cock into Greg's open mouth and Greg started sucking on the massive shaft hungrily.

After a few minutes Jan got off Greg and got him on his hands and knees, his cock spasmodically jerking under him. Rita handed Jan the lube and, after greasing up his cock and Greg's anus he started slowly pushing his penis into his friend's ass. Greg closed his eyes, moaning with pleasure, as the massive organ filled his guts. Rita got up from my lap and got under Greg so she could suck his cock as her boyfriend plowed his tight ass. Greg moaned loudly and when Rita emerge I could see her wiping jizz from her face, just like the porn girls do in the videos. Jan was pumping faster and fast and finally, with a drawn out Fuuuuuuuuuuuuck!" he shot his load into his friend's ass. As he pulled out his cock, Lisa and I could see Greg's butthole puckering in and out, with white jizz dripping from it. Jan flopped onto the couch with Rita greedily cleaning off his softening cock with her mouth.

Zara had been clear she wanted to fight (and fuck Lisa) so they went next. I was sure Rita had let Zara know how sensitive Lisa's nipples were; Lisa was several inches taller than the sexy Arab girl but Zara had some weight on her. Lisa's libido was definitely in overdrive, she often gets really revved up when there's a new girl for us to fuck. She and Zara went at it, grabbing at each other's hair and slapping their tits together. Lisa was caught by surprise when Zara delivered a good punch into her tight belly but she came right back, twisting Zara's lovely breasts and pushed her knee hard into her thick black bush. I looked over at Rita, Jan, and Greg; they were fucking each other like mad. Jan had impaled himself on Greg's hard cock and Rita was doing her best to suck Jan's bouncing cock. I noticed with some interest that Jan definitely liked the feeling if teeth along the hard shaft of his manhood (Can you tell I have read some bodice-ripper romances Dear Reader?).

Lisa got her legs wrapped around Zara's waist, her soft belly being squeezed without mercy. Lisa grabbed Zara's long, black hair and in a quick smooth motion wrapped it around the pretty girl's outstretched neck, pulling it tight. Lisa kept up the pressure on Zara's neck and her pretty face was getting darker, Lisa asked if Zara was ready to submit but I heard her hiss, "Tighter." We had definitely found a kindred spirit in Zara. She finally submitted when she was right on the verge of passing out. I could see a large wet spot on the carpet under her and Lisa had made her own puddle. Lisa pushed Zara down on her back and sat on her face, grinding her drenched white bush against Zara's eager tongue. I didn't want to be left out so I spread Zara's thick legs and went to work on her pussy. Her vulva was well hidden in her black bush but I was well rewarded for my search with a very thick, meaty pussy and, as I discovered, a very sensitive clit. Zara's big body was shaking with pleasure as she reached orgasm, she squirted a little on me but Lisa, whose orgasm came seconds later, practically drowned the poor girl. Zara loved it.

Now it was my turn. I had known for over a year that Jan was attracted to me and I was going to be a good sport about this. I still didn't feel any sort of chemistry with him (or Greg to be fair) but he was my friend and besides, I was curious what all the fuss was about. As we circled each other he reached our, grabbing my quite wet pussy. Smiling I grabbed his hard cock, digging my short nails into the warm meat. Jan had clearly been practicing because he got me a good standing headlock but thanks to my working with Dennis I was in better shape now and I was able to sweep his legs form under him. We went down on the floor with my hip landing hard on his ribs. We rolled over and over, twisting hard on each other's nipples (Why do guys have those?), both of us sometimes getting in some good punches. I did feel one moment of electricity when I wound up sitting on Jan and realized his cock was up in my pussy. He was ready to start fucking me but he was so big the head of his penis was hitting my cervix (I had this explained to me later by Rita) and that really hurt to I rolled off of him.

Now it was time get dirty, I grabbed his swaying nut sack and squeezed as I maneuvered his head between my thighs. I started to squeeze, distracted a bit by the feeling of his tongue in my pussy, he was eager but it was clear Rita needed to help him with his technique. I was pumping his cock with my hand, like I had watched Rita and Zara do, and once it reached maximum hardness I started slapping it like some sort of kid's toy. Finally, Jan submitted and I let him go.

"One your hands and knees big boy, and get that nice ass up in the air." Lisa was practically leering as she handed me our dildo and the lube. I greased up the dildo, pushed on end up into my pussy, grabbed Jan's hips and pushed the entire length of the dildo into his pink butthole. I probably went to fast but he took it all. I pumped for a while and then grabbed his arms, pulling him upright so he back was bent, forcing his massive erection to jut out in front of him. Greg and Rita both pounced on him, tonguing his cock while I kept pounding his butt. Lisa and Zara were in a tight 69, repeatedly orgasming as they devoured each other's pussy and butthole.

I pushed Jan down on his back, his massive cock still rock-hard, while leaving our dildo plunged into his ass. The time had come to see if I agreed with friends like Rita and Ellie about having a cock inside of me. I lowered my big ass down, slowly letting his hard cock enter me. I have to admit, it didn't feel unpleasant, at least not at first. It kind of felt like when Lisa fucked me with our dildo, just bigger and warmer. I was thankful for the leg exercises Dennis had shown me, it meant I didn't have to take the entire cock in me, because when his cock was almost all inside me it really started to hurt. I got off Jan's cock when he warned me that he was about to shoot his load. I let Rita take my place and I sat on his face, might as well give the dear boy some pussy eating practice. I experienced what, for me, was a very mild orgasm which meant I needed a girl to push me over the edge. I went over to Zara and Lisa, who were taking turns sucking Greg's cock. I tried sucking it a little but, as many a dental assistant had learned, I have a very sensitive gag reflex so sucking a guy's cock was not fun for me.

Lisa took charge, ordering me onto my hands and knees, my big butt up in the air (Dennis' exercises hadn't really helped there. Lisa spread her legs, opening her pink pussy to me, which I filled with my tongue. Zara began eating my pussy and butt from behind and my orgasm did not take long. Zara moaned happily when I kicked hard right into her swaying tits, Lisa mashed her mouth tight to my pussy to catch my juices.

Worn out we sat on the floor, the guys' cocks were too sensitive to even be touched, I had all three girls trying to hold on to me so I was getting pretty warm. I couldn't even bear to touch my pussy, it was way too sensitive right now.

Rita was next to me, playing with my boobs (they were pretty sensitive too), "So Cindy, how was it."

I thought for a moment before answering, "It was OK. I mean; Jan, Greg, you two are good guys and I certainly love hanging out with you, but there's just no chemistry between us. I don't feel anything bordering on romance with either of you but if I was going to experience fucking a guy I'm glad it was you Jan. Rita loves you, and that's good enough for me to give it a try."

Lisa had her head in my lap, occasionally pulling Zara in so that she could chew on a hard nipple, "I think I may have enjoyed the sex a bit more than my sweetie but like her I don't feel any sort of emotional attachment with either of you; our experiences with guys are pretty limited, and we've had even fewer good experiences, but you two are some of the good ones. I hope someday you'll all come visit us and Cindy can stuff you full of Cajun food."

Jan was still gently playing with Greg's balls, "Now that is an invitation I will accept." He looked over at Greg and Zara, "You might not think some butch biker girl like Cindy would be the Queen of the Kitchen but I can assure you that she is. You two will have to come with us." I smiled, I liked being called a "Butch biker girl."

Zara had the last word, she had been teasing the tips of the boy's penises with her tongue, just to torture them, "Rita, I hope you invite me over the next time these two lovelies are in town." She looked at both guys, "No offense boys, but sometimes I need my girl-time."

And there we are, the story of my one time with a guy, well, two guys. It was fun, I mean when you do it right all sex is fun, but there just wasn't any emotional attachment; certainly nothing approaching love. Lisa and I are still close with Jan and Rita (they eventually got married) but over the years we lost contact with Zara. The story of our two adorable lovers will continue in the College part of the Lesbian section, I hope you will give those stories a try. I love hearing from my readers (cattingcindy@yahoo.com) and, as always, contributions to keep Nifty going are always appreciated (https://donate.nifty.org)

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