I’m Wendy. This story is about the first time I was out on a boat with a friend’s dad and his close friend. I was a young lady, ripe for picking, and both those men took my virginity that day. My first thought afterwards was, “Damn, I’m glad that I turned eighteen last month.”
My friend, Crystal, invited me to go out on her father’s boat for a day. Sounded like fun. Jerry, her father, picked me up on the day we were supposed to go out. In the car, Jerry’s friend, Tom, a black man, was also in the car. Jerry informed me that Crystal would not be joining us because she was called in unexpectedly for her part-time job.
At the port, we boarded Jerry’s small cruiser and headed out. After we were away from shore, Jerry said I could relax if I wanted to get a good all-over tan. He explained to me that only he and Tom could see me. Jerry had a huge smile on his face when he told me that. That made me wonder if he was suggesting something else.
Jerry was a handsome man in his mid-forties and of a nice build and tall. His muscled body looked almost like he was ready for an athletic competition. His bathing suit showed a nice bulge that I thought nothing about, because he was my friend’s father.
Tom was also a beautiful man who looked like he could be Jerry’s partner in the competition. He was slightly taller than Jerry and had a skin that was a beautiful brown tone, and his cutoffs had an intriguingly big lump that made my mind wander.
Afterwards, I removed my blouse to reveal my bikini top underneath. I had well-developed breasts, and as soon as I felt air on my chest, both men immediately focused their eyes on them. That made me feel somewhat uncomfortable. The sun was hot, but I quickly adapted to the cool breeze as the boat continued to cut through the water. In a few minutes, as I was enjoying the sun’s warmth on my skin, Jerry said I should use sunscreen, or I could get a painful burn.
Jerry stopped the boat, and we could barely see shore from our location. He dropped anchor, and we waited for him to return to where Tom and I were standing.
I rummaged through my bag to find the sunscreen, and Jerry offered to assist me. I assumed he was only being helpful to protect me from the sun. I stepped in close, handing him the lotion.
“Hey, Wendy, if you unhook your top, you wouldn’t have a white mark on your back,” Jerry suggested.
“Okay,” I said without much thought.
Jerry released the catch on the bra, and I put both hands over my breasts to hold the top up. Tom was looking at the scene the whole time. I decided to tease him by letting him see some nipple.
Acting a little careless, I let one nipple show. Tom’s eyes stared at it. That began to excite me a bit. One of my favorite themes for masturbation was being with a black guy. I smiled back at Tom.
Meanwhile, Jerry was letting his hands roam, saying he needed to spread the lotion. I felt his hands under my arms close to my tits. I didn’t say anything because his hands on me felt good. I was standing as Jerry applied the sunscreen, and I had the impression that Jerry was trying to have me kneel in the way he was applying the lotion.
Tom was still looking at my tits, smiling. Tom came closer, stood right in front of me as Jerry pushed on my shoulders, making me kneel. Tom had lowered his cutoffs down around his knees. Tom’s black snake was semi-hard and very big. Dropping one hand from covering one of my tits, I reached out and touched it; his cock jerked up a few times. The up and down motion of his member made me giggle.
“Hey Wendy, that’s a sign that Tom’s cock wants you to jerk it,” Jerry joked.
“Tom, your cock is huge, but I am not sure, because that’s the biggest cock I’ve touched,” I answered.
“Don’t worry, Wendy, no problem if you want to do it more. You won’t see us complaining,” Tom said.
By then Jerry had his hands groping both my bare tits, tweaking my nipples. As Jerry was doing that, I was watching Tom’s cock bouncing.
Jerry was behind me and rubbed the head of his cock on my bare leg below my shorts. I felt that his cock was wet with his precum, making my leg and me wet. I spread my legs a little as Jerry slipped a finger into the leg of my shorts and sent a wave of electricity as he found my pussy wet for him.
Jerry reached around and unbuttoned my shorts, taking them and my bikini bottoms down to my knees. Once my shorts and swimsuit were around my ankles, Jerry found that my cunt was sopping wet and he finger fucked me as I moaned. His fingers would pump in and out. Wet from my juice, he would then gently touch my clit, and I would give him a long groan of pleasure. The tension between the three of us was mounting.
“Wendy, I need to have your sweet, sweet virgin cunt. My black snake will let you enjoy it the first time you fuck,” Tom leaned over and softly whispered in my ear.
Tom turned me around, and Jerry bent me over on all fours. Tom rubbed his massive meat on my slit, and I was ready to take my first cock. He slipped his monster into my wet waiting pussy. At first, it hurt because he shoved it in deep. He had punctured me, and I was bleeding a little when I touched my pussy.
“Don’t worry, it’s normal for the first time. Soon, you are going to love it,” Jerry spoke up.
Within a minute, Tom’s cock felt good in my love tunnel.

“This bitch likes my snake in her cunt deep,” Tom laughed. “She’s humping me back now.
“You want more black dick,” Tom asked.
“Yes, please, Mr. Tom. I want you deep, please,” I answered with a moan at the end.
The next movement was a concerted effort from the two men. Jerry moved in front of me, and Tom moved his pleasure stick, just with the head inside my cunt.
“Suck my dick, bitch, as that black cock fucks you senseless,” Jerry said.
“Give me cock,” I said as Tom pushed me forward with his rod.
Tom pushed my head down to Jerry’s cock. Jerry’s hard shaft was in my face. I opened my mouth and took Jerry in. With Tom’s amazing dick forcing me forward, I welcomed Jerry’s cock deeper.
“Keep that up, and I’ll shoot my load down your throat,” Jerry said.
“Okay, Jerry, I am ready for you, fuck my mouth please,” I greedily said, as I licked his cockhead before diving again on his marvelous white meat.
Almost simultaneously, Tom pushed the full length of his beautiful cock deep.
“Fucking take my seed. I’m gonna fill your fucking virgin cunt,” Tom cried.
I could feel his cock twitch and felt his warm man milk inside me. I groaned and made unintelligible noises on Jerry’s cock. The low-frequency moans and my tonguing made Jerry shoot his load down my throat. I swallowed all of Jerry’s sperm and smiled up at him.
Tom was pulling up his cutoffs with a big smile.
“Thank you, Wendy. Your cunt is very tight. The tightest I have had in all my years. Believe me!” Tom said.
“I didn’t think that you would swallow all my sperm,” Jerry said in a surprised tone.
“In the past, my boyfriends asked me to swallow, so I thought that was what I was supposed to do,” I told them, smiling.
The slow flow of Tom’s semen from my cunt excited me, and I could still taste Jerry in my mouth. I was very turned on, but I didn’t have an orgasm because I was too nervous.
“That was so exciting, but I didn’t cum, because I was so nervous,” I said.
“Don’t worry, honey, we will reduce your tension,” both Jerry and Tom reassured me.
“One thing, Wendy. Just don’t tell anyone,” Jerry asked.
“I won’t say a thing, because I enjoyed it so much,” I stated.
Jerry was concerned that I might let it slip to a girlfriend.
“Don’t worry, I promise not to tell a soul, cross my heart,” I assured them to put them more at ease.
“In that case, would you want to go out on the boat with us again next weekend?” Jerry asked.
“Let me get back to you in a couple of days because I may have a friend who wants to visit on the weekend,” I responded.
We waited out on the water, relaxing and taking in the early afternoon air. After a brief lunch, Tom raised the anchor, and Jerry started the boat.
“We all better get dressed for our return to the dock,” Jerry said.
“I was hoping for another round of sex,” I moaned as I started dressing.
Tom was already dressed. Jerry asked me to take the helm of the boat as he finished dressing. He explained how, and I took over the boat as he dressed.
Once Jerry was dressed, Tom looked at me plaintively.
“Wendy, I hate to ask, but would it be possible for you to suck me off on the way back?” Tom managed to blurt out.
“Tom, take out that magic appendage; I would be glad,” I responded.
“Wendy, please swallow my load, as you did for Jerry. No woman has ever swallowed willingly,” he intimated.
“No problem, just please don’t force your big cock way down my throat,” I asked.
He opened his shorts, and I helped him take them off. When I was on my knees between Tom’s thighs, I started jerking and sucking his monster snake again. I tasted pre-cum; he must have been getting excited talking. I could taste a little of my cunt sauce mixed from our coupling.
Jerry was at the helm and watched me giving Tom an erotic blow job, sucking on his shaft and taking him as deep as possible. Tom’s cock glistened as my saliva built up and I played with his balls, cupping them lovingly.
Jerry’s patience wore off.
“Fuck this, I need some pussy,” Jerry exclaimed and put the boat on auto.
I heard and felt him remove my bikini bottoms to my knees.
I moved my ass back and stopped sucking Tom for a second.
“Here is my pussy. Jerry, take me deep,” I said, going back to Tom’s monster cock to finish him off.
I tickled his balls, as Jerry was getting a good rhythm in my cunt and I felt my orgasm approaching. “Fuck, Jerry, your dick is gonna make me cum. Keep fucking,” I said hurriedly fucking back on Jerry as I jerked Tom.
“Wendy, I’m so close. I’m gonna cum big,” Tom interjected.
I gripped his dick at the base so he couldn’t force it too far into my mouth. He shot the load straight down my throat as Jerry had before, and I swallowed it all. Jerry grabbed my hips and rammed his cock in deep as he was spurting his semen; I felt his cum spray inside me.
“Oooh, so wonderful to be filled at both ends,” I moaned.
We all got dressed. Shortly thereafter, we entered the harbor and returned to the dock ramp to load the boat on the trailer. As the men put the boat onto the trailer, I was thinking how good it felt to have a real cock in my pussy instead of a plastic dildo vibrator and how wonderful it felt to have two men’s semen dripping slowly from me. The next weekend was still a week away.
