I'm invited by my husband's boss for a weekend sailing adventure to help him close a contract while my husband was out of town.
I received a phone call today from my husband's (Tim) boss (Scott). I had met Scott at his birthday party, but had not seen or heard from him since then (about 4 months). Somehow Scott had heard that I had fucked some black men while Tim was working out of town and coerced me into fucking him and a couple of his managers after Tim had passed out from drinking too much. (Ref: Dealer6)
Scott was down on Tim for poor job performance and was giving Tim the less popular out-of-town job assignments. Tim was working out of town currently. My conversation with Scott started out with the usual social questions of how I was doing with Tim being away along with a few innuendos. I think he was trying to get me to talk about them; but I sidestepped that subject.
Eventually, he got to the reason for his call. He said that he was trying to negotiate a construction contract with a manufacturing company and needed my help to close the deal. He said that he was invited to a weekend outing on the owner's yacht and had been asked to bring a female friend. Since he was divorced, he thought of me.
Well, I'm not stupid! And I can read between the lines. I wasn't concerned about my safety; but I knew that sex would be involved. Also, I understood the power that Scott had over Tim's job and our lifestyle. Also, I had fucked a lot of strangers since Tim had traded me to his drug dealer for cocaine; and I no longer felt like I was cheating. Tim would be away that weekend, and I had no other plans. I asked if other women would be going; and Scott responded that he hadn't asked. He said that Tim wouldn't find out unless I told him. I thought that it was a good idea to keep my options open by socializing with wealthy men; so, I agreed to go.
It was the middle of summer and the daytime temperatures were in the high 80s. Scott asked if I had a bikini and offered to buy me one if I didn't. I told him that I had several. "Good" he said, "bring them all". I asked if I should bring a dress; Scott replied that we would be leaving the dock early, so casual clothing was enough. He told me to be at his house for dinner by 7 pm Friday evening and that we would leave for the Yacht Club early Saturday morning.
That night, I tried on my bikinis to make sure they fit properly. I already had the makings of a nice suntan from laying out in the yard. One bikini was skimpier than the others and exposed my tan lines; but, I decided to take it anyway in case I needed an extra. I set them aside with a couple pairs of shorts and tops.
The thought of unknown sex and going yachting made me excited for different reasons. I got my Ben-wa balls and enjoyed them for the rest of the day.
Friday afternoon, I packed the clothes I was taking and drove to Scott's home. I wore a light summer dress for the evening, uncertain if we were going out or eating in. A housekeeper let me in and ushered me to the library where Scott was talking on his phone. He smiled and pointed to a chair. I was impressed again hearing his masterful voice on the phone.
When his call ended, he leaned down and gave me a kiss on the forehead. Then, he made two Old Fashioned cocktails for us to drink. He looked down the top of my dress as he handed one to me and commented how sexy I looked. He said that dinner would be ready soon. He asked me how the real estate business was going, saying that he had heard the housing market was in a slump. Probably to remind me that Tim needed his job. I admitted that sales were slow and that I was only working half-days because of that.
Before long, the housekeeper came to the door and asked if she could serve dinner. Scott said yes and we finished what was left of our cocktails. He went to a wine rack off the dining room and ***********ed and opened a bottle of red wine for dinner. The housekeeper served us a steak dinner with mashed potatoes and asparagus. It was excellent and we finished the bottle of wine.
Then we adjourned to the library for another cocktail. I usually drink just wine at home and hard liquor and drugs turn me into a nymphomaniac. The combination of the wine and cocktails was doing that to me. I asked Scott to tell me more about the boat trip, and he said he wasn't sure where we were going. But, that we would be back on Sunday. He said that it was a sailing yacht about 50 feet long. "How cool" I said!
After making another cocktail, Scott made his move. We were sitting next to each other on a couch and he leaned towards me and kissed my lips. During the kiss, I felt his hand on my thigh sliding under the hem of my mid-thigh dress until his fingertips brushed against my pussy. The drinks and my understanding of the inevitable led me to open my legs to his caress.
He pulled back when the housekeeper came to the door and said she was leaving for the night. Then, he resumed the long kiss and slid his hand all the way up my thigh and rubbed his fingers across my thong-covered pussy. I reached up and ran my fingers through his hair and stuck my tongue in his mouth. He responded by moving his hand from my pussy to slide inside the top of my dress and bra and squeeze my bare tit.
I was ready then; and I stood, pulled off my dress, and started walking towards his bedroom. Scott happily followed and gave me a slap on my ass as we entered the bedroom. He undressed as I pulled back the comforter and sheet. Scott was in his 50s but was still in shape for that age and showing a little gray hair. I peeled off my thong and shoes and sat on the edge of the bed waiting for him.
He approached the bed with his cock semi-hard and bouncing as he walked. I took it in my hand and leaned forward to lick the tip, caressing his leg with my other hand. He leaked a little pre-cum, which I licked off before sucking the head of his cock in my mouth. His cock was thick and maybe 8" long; enough to drive me crazy! I sucked him a few times and then licked down his shaft to his nuts, giving them a tongue bath.
Scott stopped me so that he could get into the bed and get his hands on me. He began kissing me again with deep kisses and massaging my tits. Then sucking my tits and nipples until my pussy was leaking. He wanted to taste me then and kissed down my stomach to my pussy. Getting between my legs, he licked my pussy from my clit to my vagina and tongued my vagina until my hips began to undulate.
Then, he crawled over me and rubbed his cock through my pussy lips before inserting the tip in my vagina. The thickness of his cock excited me as it entered and pushed up against my g-spot with its tip bumping my cervix. Bump... owch... bump... owch... bump... aaah as my cervix contracted and he filled me with his cock. I said "fuck me baby", "fuck me good" as I wrapped my legs around his waist.
He did fuck me good with slow, long strokes. My moans were muted by our tongues dancing in each other's mouths. I hadn't had exciting sex in over a week; and Scott was making up for that. I had a very vocal orgasm that shook my legs and rolled back my eyes. That set him off and he coated my insides with loads of his cum.
We laid there until I caught my breath; then I leaned down to lick and suck his cock again. The taste of our combined cum intoxicated me; and I sucked him like he was my last supper. When I got him hard again, he wanted anal and I rolled onto my tummy. He used the cum leaking from my pussy to lubricate my ass and slowly inserted his cock. I knew his thickness would be painful and I wasn't disappointed. However, I was relaxed enough to endure the pain and take all he had to give me.
I could hear his panting as he pistoned in and out; and it pleased me to know how much pleasure I was giving him. I got lost in the moment until his movements became shorter and more urgent and he shot another load of cum in me. I almost had another orgasm myself. After that, we fell into blissful sleep.
The alarm woke us at 6 am. We got up then, took a shower, and got dressed. I wore shorts and a top with a sweatshirt because it was a cool morning. We ate some peanut butter and toast before leaving for the Yacht Club. The gate guard at the Club checked his approved list before letting us enter and directed Scott where to park. An attendant took our bags and led us down the dock with rows of large boats to where the boat was moored. The owner and his son greeted us and welcomed us aboard.
The owner (Peter) was a man about Scott's age, and his son (Anthony) was about 30, closer to my age (26). Anthony took our bags and led me below deck to show me the state rooms and cabin. Then, we went back up and got ready to cast off. Peter explained that the boat was equipped to almost sail itself, and that there wasn't much for us to do but enjoy the trip. Anthony untied the mooring ropes, while Peter started the engine.
We motored out of the harbor into the rising sun. Then, Peter started an electric winch to hoist the sails and turned off the engine. It was very quiet and serene as the wind tilted the boat slightly to one side as it sliced through the calm morning water. The four of us sat in the large cockpit drinking coffee. Peter inquired how Scott "had met such an attractive young woman". Scott said that he met me at a party; and didn't mention that I was married to his employee (I had left my wedding rings at home). When the rising sun had taken the chill off the air, I took off my sweatshirt.
All of my tops show some cleavage; and, their eyes were quick to notice that and my long tanned legs. Scott and Peter had a few business-related discussions, while Anthoney listened and I wandered along the deck to stand on the bow and watch it cut through the water. Peter had ordered pre-prepared meals for the trip and we ate a box lunch around noon. The temperature had risen to almost 80 by then, and Scott suggested that I might want to change into a swimsuit to lay in the sun. I agreed and went down to my cabin to change.
I put on one of my bikinis and brought a bottle of sunscreen as I climbed the ladder back onto the deck. My bikini showed half of my D-cup tits and most of my ass; and their conversation stopped short when they saw me from above as I climbed the ladder onto the deck. Their sunglasses didn't hide the fact that they were staring. Anthony handed me a bottle of water and went below deck to change into his suit. Peter flattered me saying that "I looked so good, that I might give him a heart attack". Scott laughed and said, "She might."
When Anthony returned, he took some cushions from a locker in the deck, and, we went to the bow where he positioned them for us to lie in the sun. We applied some sunblock and made small talk asking where I went to school and what my job was. Anthony had gotten an MBA and then went to work at his father's company. He wasn't married. Then, he opened a pouch and took out a joint. After taking a long drag, he passed it to me. I accepted it and took a shorter drag. I was about to give it back to him when he lit up another joint.
The joint was potent; and I began to feel it quickly. Peter called out and asked if we wanted a beer. Anthony said sure and Peter brought one for each of us. He commented that they could smell the pot from the cockpit, as his eyes drank in my glistening sun-blocked body. Peter and Scott couldn't really see us from the cockpit because the cabin roof was in the way. As we neared the end of our joints, Anthony asked me if I ever sunbathed in the nude. And, I was just high enough to confess that I liked being naked and sometimes did.
He said that my tits looked fabulous and that he'd love to see them. I laughed and said jokingly, "Give me another joint and I'll show you more". With that, he reached into his pouch and lit two more. I thought to myself (you dummy); but, being a good sport, I untied my top and took it off. He handed me the joint and we drank the beer and got high.
Anthony commented that my tits would get sunburned; so, he poured some sunblock in his hand and began rubbing it over my tits. My nipples were getting hard from his stimulation, and pot always makes me horny. I reached down and untied the sides of my bikini bottom and set it aside. I told him to put some on my pussy so it wouldn't burn. He delighted in rubbing it into my shaved pussy and let his fingers slide inside. I invited him to take his trunks off and he did to reveal a nice size very white cock. I laughed saying that it hadn't seen the sun in a while.
I took some sunblock and began coating his cock and nuts with it. About that time, Peter came up to the bow with two more beers. He almost dropped the beer when he saw me naked and rubbing his son's cock. I was too high to care or try to cover up; and, I just smiled and kept massaging Anthony's already hard cock. Peter reluctantly went back to the cockpit; and, Anthony put his fingers back in my pussy. He sucked on my tits and licked my pussy a little until I spread my legs wide. Then he put his cock in me and fucked me without mercy.
Pot causes my the nerve endings in my vagina to be more sensitive; and, my moans and sounds were heard in the cockpit. Scott and Peter came to the bow to see what was happening. Peter was amazed that I was fucking his son so wantonly. Scott told him that I was a hot number and would fuck all night if they got me drunk. I had a vocal orgasm while they were standing there and Anthony pulled out and shot his cum on my tummy.
Scott walked over and picked up my bikini, saying that I wouldn't be needing it for the rest of the day. He helped me stand and squeezed my tit with his free hand. He invited Peter to do the same. Peter took both of my tits in his hands and admired them as he fondled them. He reached for my pussy and his fingers came away coated with my cum. He took a taste and put them in my mouth. I just smiled and licked my lips. Then, they walked me back to the cockpit.
Scott dropped his shorts and sat me on his lap facing away from him. He coated his cock with lotion and squeezed it into my ass. His hands held my tits; and, he said, "Fuck me, baby." I did my best to rise and fall on his cock until he coated my insides with cum.
Then, Scott handed me off to Peter, who dropped his shorts and pulled me onto his lap. He put his cock in my pussy and played with my tits like Scott had done. So much cock had my senses on overload, and an orgasm hit me like a freight train. I spasmed on Peter's lap moaning and screaming as wave after wave washed over me. I almost passed out.
When I recovered, they sat me between them and gave me another beer. Anthony's cock was hard as a rock; and, he stuck it in my face to suck. He held my head in his hands and fucked my mouth until he coated my tonsils with his sweet-tasting cum. Then, he gave me another joint. They both took the liberty to fondle my tits and pussy as I sat there half-conscious. Scott encouraged Peter to take me to my cabin and do whatever he wanted. Peter needed no convincing and led me to his cabin with a big bed.
He crawled next to my head and put his cock on my lips. Instinctively, I began to suck. I'm not sure I was conscious enough to know who it was; but cock is cock. I sucked his warm cock until he got between my legs and fucked me. He squeezed my tits and sucked my nipples while he stuffed my pussy. Even though my mind was lost, my senses were conscious; and, I fucked him like a wild woman. I had a trembling orgasm that pushed him to shoot his cum in my pussy.
He left me lying there and went back on deck to share his experience with Scott. I fell asleep until Scott brought me back on deck, still naked. The beer and pot had worn off a little and I was more aware of things. Scott shared with Peter and Anthony that I liked anal and suggested that they indulge themselves.
We anchored off of a small island for the evening, which gave me the chance for a swim. I dove off the boat naked into water that was over my head deep. Anthony dropped his trucks and followed me in. We splashed around for a while, until he got close; and I wrapped my legs around his waist. He reached down and guided his cock into my awaiting vagina. It was awkward fucking while he treaded water; but we loved it.
Back in the boat, we ate dinner. It was actually very good for being preprepared; and I needed the nourishment. I was beginning to sober up when Peter brought out some hard liquor after dinner. He poured it neat. It was premium liquor and tasted smooth and went down easily. After a couple of shots, I was back in the mood. I was still naked; and they passed me around taking many liberties to feel my tits and pussy and spank my ass.
Anthony was the first to take me down to my cabin and fuck my ass. He squeezed inside me slowly; but, he was high again and slapped my ass like a cowboy riding a pony. This time he pumped his cum in my behind. When he left, his father joined me and mauled my tits before shoving his cock in my stretched asshole.
They weren't gentle, just took what they wanted. Peter used a condom and pounded my ass and pussy until he came. Then he drained his condom into my mouth. That excited him and he slapped my ass and sucked on my tits trying to get hard again but to no avail.
Peter liked fingering my vagina and pressed to see how many fingers he could get in me. I was loosened from the fucking and my vagina was lubricated with cum and stretched to accept his whole hand. It felt like a hot log inside me; and I felt the pain and the ecstasy in all of my nerve endings. He fisted me, pushing his hand as far into me as he could and wiggling his fingers, which drove me from moaning to screaming; and I squirted all over his arm.
Next, Scott came in to check on me, saying that I was screaming so loud that he was worried about me. I told him I was OK. So, he spread my ass with his thick cock and pounded my ass until he erupted inside me. I felt so weak that I couldn't hold myself up with my arms and had just my ass sticking up.
Anthony finishing me off for the evening, fucking my pussy in the missionary position. I was still able to wrap my legs around him and enjoy his energetic fuck. He took long enough to make me cum for the umpteenth time. They let me sleep after that.
I awakened with a throbbing headache and the sun shining through the hatch in my cabin. I stumbled to the galley and made a cup of coffee. My skin was pink from the sun, my tits were bruised from all the mauling, and my ass had red hand prints.
Scott woke up and walked up behind me and cupped and squeezed my tits with his hands and pinched my ass. We went up on deck to drink our coffee. I shivered a little from the cool morning air making my nipples harden. I was lucid now and rationalized what I had done as saving Tim's job, even though I enjoyed every minute. Scott was in a good mood and acted appreciative of my submissiveness.
Peter and Anthony came on deck a half-hour later with coffee in hand. They were aggressive in the sexual desires and asked me straight up for a blowjob. I looked at Scott; but quickly realized what he expected of me and dropped to my knees in front of Peter. I licked him and sucked his balls before taking all of his cock in my mouth. He held my head and fucked my mouth until he exploded.
Then, Anthony pulled me onto his cock by my blonde hair and pumped his morning wood into my mouth until he coated my throat with his sweet cum. Then they sat down and finished their coffee. To them, I was just a whore to use as they pleased.
After breakfast, we started our return journey to the Yacht Club. I was still naked and Anthony gave me another joint to smoke along the way. He asked me for my phone number, and I happily gave it to him. Apparently, they were satisfied and didn't require any sex after that. I got dressed as we neared the Yacht Club.
On the drive back to Scott's house, he thanked me, saying that Peter had verbally agreed to their contract. He quizzed me on my liking for pot and if I enjoyed the boat trip. I told him that I did and that the sex was great. He asked me if I would be interested in helping him again, and I said sure.
Before I left for home, Scott handed me a check for $1,000 with the notation "for services rendered".