This is part 2 of the eighth story of my series about my post-marital sexual journey. Read the first story (Babysitter Lauren) or my profile, for any background needed. You may see references to prior stories/people, but for the most part each story stands on its own.
Outer Banks Fishing Trip With Kelly
Over many years of friendship since high school, a group of guys go once or twice a year to my friend Mitch's vacation house in the Outer Banks for a few days of golf, fishing, drinking, whatever. I went to both high school and college with Mitch, and though he lives in New York, he travels everywhere all the time.
Mitch is absolutely loaded. A lifetime bachelor, never married, no kids. He works in finance, working for a successful hedge fund.
His OBX house is huge, and he has a big boat that he uses for taking out in the sound, and an even bigger boat for the ocean.
Mitch switches girlfriends every few months, and his flavor of the month typically comes along on these trips, although Mitch doesn't pay much attention to her as he's busy running the show. A few of the group might bring along a wife or girlfriend as well.
On one such Outer Banks trip, Kelly came along with me, as did Mitch's latest, Emma. There were 4 other guys there and two of their wives.
The first day we all got on the "small" boat around mid-morning and took it out in the sound, drinking, getting some sun, along with some shallow water fishing being done by the more serious fishermen.
I spent my time ogling my Kelly, who was built like a brick shithouse and was showing it off in a skimpy bikini. My thoughts drifted to earlier that morning, when I had come her mouth after a wonderful wake up blowjob, and then came in her pussy about thirty minutes later.
I also spent time checking out Emma. We had all gotten to the house the night before, and I had only met her that night. I didn't really expect to see her again after this trip given the short life span of many of Mitch's relationships. Who was I to judge -- I was the same way.
Emma was a short red head with shorter, curly rust-colored hair. Kind of a compact body, nice sized tits with lots of freckles on her chest, and nice round ass, just a bit on the bigger side. Not real pretty but she had a great body and carried herself in a very sexy way. She also wore a bikini and flaunted those big tits and perfect ass.
Kelly and I were sunning on the front of the boat while the others fished off the back. I got up to hit the bathroom and grab a drink, then went up a level to catch the view from up there.
As I looked down upon Kelly in her white bikini, half asleep with her earbuds in, I sensed a presence next to me, then a voice.
"She's fuckin' hot," Emma said as she sidled up next to me. "Great legs, sweet tits. You must be thrilled."
"Couldn't agree more," I said. "I'm lucky. At my age, getting a chick twelve years younger is a jackpot."
I was about 43 at this time, Kelly was 31, and I guessed Emma to be MAYBE thirty, more likely mid-twenty's knowing Mitch (we learned later she was 28).
"I watched you fucking her this morning," Emma said out of the blue. "It was hot!"
"Really?" I asked. "How did you pull that off?"
"The bathroom you use down there isn't private, it's a shared bath, there's an entrance from the hallway. I went down to the lower level early to get something out of the extra fridge. When I walked past the hall bathroom door, I could see the bathroom door to your room was cracked. I went into the bathroom and pushed your door open a bit more and saw you pounding her. The light wasn't great because it was barely sunrise, but I could see you on top of her. You had her legs pinned back over her head and were working her pretty good."
"I'm glad you approve," I replied.
"Do you always fuck that early?"
"All the time," I answered. "I love morning sex. In fact, twenty minutes before that, she sucked me off and swallowed my load. The sex you saw was round two!"
"Impressive!" she said, and we laughed. "Will you be fucking her again today?"
"Oh, for sure. We don't get much time together so when we do, we take advantage. Plus, she's leaving early tomorrow morning so I'm sure we'll get after it again when we get back this afternoon, and probably tonight and tomorrow morning again. Should I make sure the door is open for you?"
"Yes please!" She exclaimed. "Did you come in her?"
"Absolutely. I had a vasectomy years ago so bare back is the only way I roll. Why do you ask?"
"No one has ever come in me. I can't take any birth control pills, and no one I've ever been with has been fixed. So, it's always been condoms. And Mitch hates condoms so we mostly have oral. I've always wanted to know what it feels like."
I was surprised at how much private information we were sharing about our sex lives, being that we had just met. But if she was comfortable talking about this stuff with a stranger, then so was I.
Then she really surprised me with, "The next time you fuck her, do you think she'd mind if I joined in?"
I didn't know how to answer, though I was pretty sure that Kelly didn't have any interest in women. And we'd only been together three months at that point, so I sure as heck wasn't going to suggest a three-way with someone we had just met.
So, I said, "I doubt she'd go for that. She's not into chicks, and sharing me isn't something she'd probably go for. But you never know I guess, I'm just not sure how to ask her. What did you have in mind anyway. Do you want me, or her?"
"Both," she answered. "I'm bi- I love dick and pussy equally. So, I'd throw myself right in the middle of you two and get my mouth on whatever I found first."
It was a delicious sounding proposition and made my cock stir. I just didn't think I could pull it off, and told her so. We ended the conversation with that, and I went back to Kelly with half a hard-on in my shorts.
We got back to the house later that afternoon, and everyone disappeared to their rooms to clean up, maybe take a nap. Kelly and I hit the outdoor shower together, soaping each other up, then disappeared into our bedroom. Our bedroom was on the bottom level of the house, the only bedroom there, along with a small mini-kitchen and a game room. Our bathroom indeed had another door that led into the hallway.
Kelly and I were so hot to fuck that she again didn't notice that our bathroom door was open about a foot or so, or maybe didn't care, thinking that the rest of the floor was unoccupied. I was sure Emma was there or would be soon.
Kelly got between my legs and started licking my cock and balls. Out of the corner of my eye, I saw movement in the bathroom, so I looked over. Emma was watching us, and her eyes locked on mine.
Emma motioned with her hands to force Kelly's head down, and I did as she asked. Kelly loved when I forced my cock down her throat, and made an audible, appreciative groan as I throat fucked her.
Kelly worked me expertly while I kept my eyes on Emma, and eventually Emma made a V with her fingers and brought them to her mouth, sticking her tongue through her fingers, signaling that she wanted me to eat Kelly's pussy, then motioned with her hands, imitating cupping Kelly's ass. I interpreted this to mean she wanted Kelly to sit on my face.
I grabbed Kelly by the hair and roughly pulled her mouth off of my cock.
"Sit on my face, I want to eat your sweet pussy," I said, loud enough for Emma to hear.
Before Kelly smothered me, I took another glance over to Emma and could see that she had pulled her bikini top down, exposing both of those sweet freckled tits, and she was rubbing a nipple with one hand.
Kelly rode my face through an orgasm, and as she did so, I stroked my cock so that Emma could get a good look at it.
After she got off, Kelly slid down my body and impaled herself on my dick, sitting up straight and rubbing her own nipples as she grinded on me.
Another glance over to Emma, and I could see that she was signaling for me to fuck Kelly from behind, using her arms and hands to simulate this, then turning around to show me her round ass.
"On your hands and knees, I want to fuck you from behind," I ordered Kelly.
She immediately complied, doggy style being her favorite way to get fucked. I slipped back inside her wet pussy and continued my assault on her, my arousal heightened tenfold by the voyeurism of Emma just a few feet away.
Looking back over my shoulder for further instruction, Emma pulled on her own hair and mimicked an ass slap, and I immediately got the message. Reaching into Kelly's beautiful blonde hair, I grabbed her by the scalp and yanked her head back, then slapped her on the ass.
"I'm gonna come babe," I told her. "Get ready for my cum, I'm going to fill your pussy right now."
Kelly reached back and grabbed my balls as I let loose inside her with a groan. I had turned my head to look at Emma, who was licking her lips and fingering her pussy as she watched me come.
As Kelly and I laid back on the bed out of breath, Emma disappeared, and Kelly and I fell asleep from a long day of sun and drinking.
The rest of the night was pretty quiet, the group having a feast of fish that was caught during the day as well as a huge steamer pot of crabs, shrimp and clams. I saw Emma and Kelly talking quite a bit as they sipped wine, and they took a walk on the beach together while the men played poker. Lots of wine, beer and bourbon later, and everyone crashed somewhat early, Kelly and myself included as we skipped sex that night.
The plan for the next day was deep sea fishing on the big boat. I was not planning to go - I get anxious when I can't see the land, so I planned to hit some golf balls and enjoy the beach alone.
The fishing crew got up well before sunrise so that they could "shove off" at first light, and Kelly and I did too, though for a different reason. She had to head back home early for work, so while the rest of the group ate breakfast and got ready for fishing, Kelly and I were busy feasting on each other. First, she sucked me to hardness, then spun around and 69'd me, planting that sweet pussy on my face. Even first thing in the morning, she was fresh as a daisy, and I devoured her.
Kelly was never much of a dirty talker, and though I had encouraged it over the prior few months, since I'm into the dirty talk, she hadn't gotten into it as I had hoped. But that morning she was really into it.
As she ground her pussy on my face and humped my mouth, she released my cock from her own mouth to say, "yes, eat my pussy, I love your tongue in my cunt, I'm gonna fuck you so good as soon as I come, and I want your hot cum deep inside me."
True to her word, Kelly got off, then spun around and immediately impaled herself on my dick, taking it all the way in one motion and sitting up straight, grabbing her tits and pinching her nipples as she rode me.
