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Donna’s Vacation with the Guys - Pantyhose, Dominant, Gangbang

8 months ago I met Randy through work. Randy and his wife, Jane, and Donna and I went out a number of times and enjoyed ourselves. About 3 months ago Randy told me that he and his wife were into kinky sex, swapping, etc. I told Randy of my fantasy of Donna screwing other guys. He had a plan. The 4 of us would plan a trip to St Maarten. Randy has a house in a secluded area that he rents each year. Just before we go on the trip I would cancel out due to business, but I would encourage Donna to go and have a good time with Randy and Jane. Since we live in separate cities, Donna would travel alone. When she arrived there she would find out that Jane had to cancel at the last minute as well. Randy will be there with a friend, Tim, who took Jane’s place since they didn’t want to waste the airfare. Randy and/or Tim would have 4 days to get into Donna’s pants. Randy would video all the action with 3-4 hidden cameras and I would have it all on tape. I agreed with a few conditions. First, they had to use condoms for all sex and second, Donna had to wear pantyhose and high heels for all sex, no panties. The part about they nylons really turned Randy on.

Donna was excited about the trip. Randy told Jane what was going on. Everything was set. Donna left Wednesday mid-morning. She would be back Sunday evening. I could hardly wait to see the videos. I knew Donna would take a few pairs of nylons, but I also told Randy what she wears so he could have them on hand when she got there. Hanes Silk Reflection Pantyhose, the color is Barely There (suntan).

I would later find out that Randy changed a few things. For one, it wasn’t just him and Tim. He added two other friends: Juan and Mike. When Donna arrived at the airport Randy was there to pick her up. He explained the situation about Jane. They had a few drinks at the airport and headed to the house. Randy didn’t tell her about the other guys. Donna had on a white dress with nylons and tan high heels. The dress was made of a sheer material and buttoned down the front. They got to the house and there was no sign of life. Randy had the others hide in Mike’s bedroom. He took Donna to his bedroom to put down her things. He told her he was glad she had come and then he put his arm around her and began kissing her. She protested. The others came in. They held her on the bed. One held her hands over her head while the other 2 each took an ankle and spread her legs. Randy pushed the dress up to her waist. He then put his hand down the front of her nylons and ripped her panties off. He put his head between her legs and began kissing and licking her thighs. Next, he buried his face into Donna’s nylon covered cunt and ate her out. This last for 15-20 minutes. For the first few minutes Tim and Juan rubbed her nylon covered thighs while holding her ankles. After that there was no need to hold her. It was obvious she was turned on the way she was rotating her hips. Randy continued to work her hot pussy. He chewed the nylon material covering her juicy snatch. He knew if he could make a hole he would have easy entry later. Mission accomplished. The others left as they had been instructed. Randy moved up and began kissing Donna’s neck while he rubbed the nylons into her hot pussy. He then began to tongue kiss her. She responded with her tongue in his mouth. He then mounted her and rubbed his cock against her nylon-covered cunt and thighs. This was definitely making her hot. She pumped back against him. She didn’t realize he had made a hole in the crotch of her pantyhose. He positioned the head of his dick at the opening of her soaking wet cunt. Not wanting to miss the opportunity he thrust his 8’ member deep into her pussy. She let out scream of ecstasy as he began to plow the shit out of her. She bucked back like a wild animal. I couldn’t believe it! After a few minutes she said, “Please, put on a condom. I’m not on anything.” Randy responded by fucking her faster and harder until he said, “Take my load bitch!” With that he filled her with his sperm and brought her to orgasm as well.

Through out the night Randy fucked Donna two more times in just her nylons and high heels. He had her in every position imaginable. It became obvious that Randy had thought about this for a long time. I think Donna probably had fantasized about Randy as well. The next morning Randy explained the situation. Randy told Donna she would sleep with a different guy each night. Four guys, four nights. Early mornings and early evenings would be for group sex. She would wear nylons and high heels all the time. No panties. The nylons would have a slight tear in the crotch. The only time she didn’t have to wear pantyhose was when she had her bikini bottoms (no top!) on by the pool. “No rubbers, we’re fucking you bare back.” Randy said. Donna protested, “You’ll get me pregnant!” He handed her an assortment of birth control pills he had gotten through Jane. “Take these and enjoy yourself.” He said. It was 5am. “Get some rest. The others will be in in a few hours. And if I were you, I’d start taking those pills right away” he said.

It must have been about 7 when Donna awoke to find Tim and Mike in bed with her. They were both naked and their cocks stiff. Donna had only her nylons and high heels on from the night before. Tim kissed Donna passionately while Mike sucked her tits and rubbed her nylon-covered pussy. They quickly got her onto all fours on the bed. Mike stood in front of her and slipped his stiff prick into her mouth. Tim wasted no time in mounting her from behind and sliding his rod into her wet pussy. They were balling her from both ends at the same time! Donna was loving it! The way they were going she knew they weren’t going to last long. Mike was first. Donna knew he was getting ready to blow his load so she pulled his cock out of her mouth and started licking his shaft and balls. Donna has never swallowed before. Mike shot cum all over Donna’s face and hair. When Tim saw this he let out a yell and rammed his cock in her as far as it would go. Donna came as Mike filled her with his seed.

She noticed that Juan had been standing there taking in all the action. He was stroking his cock with his right hand. He had no clothes on. When Tim and Mike finished they quickly moved away from the bed and Juan moved into place. He had Donna lie on her stomach and spread her legs. He mounted her from behind and placed the head of his cock against the nylons covering her ass. He slowly began to try and pump the nylons up her ass. He didn’t fully penetrate her, but she could feel the head of his large, stiff dick begin to slide in. She protested, “No, I can’t do that. You’re too big. I’ve never done it back there before!” He stopped and said; “OK, but I need to shoot my load. I can do it in your pussy or mouth.” Donna flipped over. As Juan came close she slipped her tongue deep into his mouth. She laid on her back, spread her legs and stroked Juan’s cock. She was still hot and wanted Juan to fuck her good. He positioned the head of his prick against her well-lubricated pussy. It slid right in. He immediately gave her all of his stiff dick. He fucked the crap out of her for 15 minutes. He rubbed the nylons covering her ass while he filled her with his load of jism. Donna had another orgasm.

Thursday afternoon Randy and Juan took Donna shopping. They helped her pick out 3 very short skirts, 2 pairs of high heels – mules, some red lipstick and K-Y Jelly. Juan talked to Donna about how to perform oral sex which included how to deep throat and swallow without gagging.

Thursday night the 5 of them went out to dinner and dancing. At dinner, Mike and Randy sat next to Donna first. They went up her skirt and rubbed her nylon-covered thighs under the table, eventually working their way up to her pussy. Half way through the meal they switched and Tim and Juan sat next to her. Each of them took turns fingering her nylons into her cunt. Needless to say, Donna didn’t get to eat much of her meal.

After dinner they went to a club. They sat at a high table with high stools. The skirt Donna was wearing was so short that you could see the thigh-band tops of her control-top pantyhose. When she sat and crossed her legs it looked like she didn’t even have a skirt on! The guys were constantly rubbing Donna’s nylon-covered thighs and kissing her neck. They took turns dancing with her especially on slow songs. Each of them would rub her ass and dry hump her in front of everyone. Everybody in the place was turned on while they watched the guys work Donna’s body. They all knew she would end up fucking for these guys. A couple of guys approached Mike and Randy to see if they could join in. Randy told them it was a private party.

Before they left the club Randy had Donna go into the bathroom to apply some lipstick. Donna spent the ride back to the house in the back seat, sucking each guys cock. Nobody squirted, but everybody was ready to fuck. When they got back to the house they took Donna in every position they could think of. After an hour of group sex they left her alone with Tim for the night.

Friday was more of the same. Friday night it was Juan’s turn. Juan wanted to have anal sex with Donna. He had been trying to get into her ass since the first group encounter. Donna pleaded with him not to. She had never had anal. She offered to do anything else Juan wanted. As a result this turned out to be one of the best video segments. Juan loved the bright red lipstick on Donna. He was going to teach her how to deep throat. Donna also admitted to Juan that she had never swallowed before. This turned Juan on. The first time she sucked his cock he had her get on her knees. She deep-throated Juan until he shot his load. She swallowed every drop. Next, he removed her skirt and had her sit on the bed and cross her legs. She went down on him again. This time he squirted some of his load in her mouth and the rest all over her nylons. Donna blew Juan two more times that night. Each time he came in her mouth. Each time she swallowed.

Saturday morning was spent out by the pool. Randy had Donna wear only a thong bikini bottom. After they applied some suntan lotion to her they took turns eating her out. They brought her close, but wouldn’t let her orgasm. After a couple of hours of this they had her shower and get dressed. Randy made her wear the shortest skirt she had, a pair of Silk Reflection pantyhose, mules, and a silky sheer white blouse with no bra. Randy and Tim took her to a section of the island where the natives live. They told her on the way over that she was to walk around for a while, pick-up one of the locals, and take him back to the house for sex. Donna was nervous, but she agreed.

They dropped her off on a main street. She quickly noticed that she was the only white. Everyone stared. In addition to being too tight the skirt was so short she was afraid to walk, if her steps were too long she would be exposing herself to the world. The thigh bands to her control top pantyhose were visible to all. A couple of guys stood on the corner and whistled. Donna smiled nervously. She found a bus stop bench to sit at. She crossed her legs and put her hand in her lap to cover her pussy and show some modesty. A black man approached her within a couple of minutes. His name was Bob. He was 6’0 tall and must have weighed about 230 lbs. He sat down on the bench next to her. He asked her what she was doing in this area. She told him she was looking to party! He put his hand on her thigh and told her there was a party back at his place. Donna told Bob she couldn’t go back to his place, but she did invite him to visit her. (She told me later that she got very hot thinking about what might have happened if she went back to his place.) They hoped in a cab an headed for the house. Bob started feeling Donna up as soon as the cab took off. He went straight to her tits and pinched the nipple through the sheer material of the blouse. Then he went down on her and began licking her wet bush through the nylons. She moaned loudly and pumped into his face as the cab driver looked on. When they got to the house the cab driver offered a free ride if he could come in and join in on the festivities. Bob told him no. Once inside, Donna introduced Bob to the other guys. At first, he was taken back by the situation, but after a few beers he didn’t seem to mind. Randy encouraged Bob to take Donna into the bedroom. He said they might be more comfortable there.

Once inside Bob was like an animal. He got Donna in bed and ripped her skirt and blouse off completely. He then picked up where he left off in the cab, eating her cunt through the nylons. When he finally came up for air, Donna unzipped his pants and pulled his dick out. It was huge. The biggest one she had ever seen. She took it in her mouth, but it was stiff and she couldn’t get much past the head of it. After a couple of minutes Bob couldn’t wait anymore. He rubbed the nylons into her hot bush and found the small tear. He then ripped the crotch of her nylons wide open. She had never been with a black man before and the thought of having sex with him had her out of control. Donna begged Bob to fuck her. “Put your big black cock in me and fuck my brains out!” she said. With that he mounted her and slipped his crank into her waiting pussy. She wrapped her legs around him and pulled him deeper while he fucked the crap out of her. She dug her high heels into his ass as she begged him to fuck her harder. Finally, he let out a yell as he filled her with his hot sperm. She came for the third time. This went on for what seemed like forever.

Sunday had finally arrived. Donna was alone in bed for the first time since she had arrived. At 7am the four men came into her room. They didn’t have a stitch of cloths on. Randy, Tim, and Mike moved into bed with Donna. As usual, she only had on her nylons and high heels from the night before. They made her get on all fours. Randy laid underneath her with Tim and Mike on each side. Randy and Donna exchanged deep tongue kisses while Tim and Mike worked her pussy and tits. Suddenly, Donna felt a hand slide down the back of her pantyhose. It was Juan. He began fingering her ass. He had the tube of K-Y Jelly in his other hand. She knew what was happening and what he wanted. Juan said, “I’ve waited all week for your hot, virgin ass and now it’s time!” Donna knew this would eventually happen. She turned to Juan, kissed him passionately, and asked him to be gentle. He worked the K-Y Jelly up her tight ass. Donna rotated her hips slightly while the others rubbed her silky nylons. Juan then inserted a finger into the hole in the crotch of her nylons and ripped them in back exposing her anal opening. He quickly positioned the head of his unprotected cock at the opening of her well-lubricated ass. The others watched as Juan slowly slid his fuck stick up Donna tight butt. She moaned loudly experiencing both pain and pleasure. In no time, they found a rhythm and Juan began giving Donna the full length of his cock. The others sucked her tits and rubbed her pussy as she continued to climb to another orgasm. Juan started to pump harder and faster. Tim and Mike had to support Donna to keep her from collapsing. Juan began slapping her nylon-covered ass and finally said, “I’m filling this hot slut’s ass with my cream!” He blew a load in Donna’s virgin ass as she came from being finger-fucked! She was spent. The guys left her alone and she fell asleep.

At 9:30 Randy woke Donna up and instructed her to shower and get dressed. He told her to wear a short skirt and nylons, as usual. Donna’s flight was leaving at noon. The guys had flights later in the day. Randy, Tim, and Mike would drive her to the airport. Mike drove and Tim also sat in front. Randy rode in back with Donna. Randy wasted no time in rubbing the nylon material covering Donna’s thighs and pushing her skirt up. They exchanged deep tongue kisses as Randy positioned her on her back. He stuck a finger in the small hole in her nylons and ripped it open. Donna unzipped his pants and pulled his stiff prick out and placed the head of it at the slick entrance to her pussy. He slid it in and she wrapped her legs around him tightly as Tim and Mike watched. As Randy fucked her, he reached for a bag on the floor. In the bag was a pair of new Silk Reflection pantyhose. Randy laid them across her stomach as he continued to fuck her brains out. When he was ready to cum he pulled out of her and squirted his load into the crotch of the new nylons. Randy placed the nylons back on Donna’s stomach and he switched places with Tim. Tim already had his cock out of his pants and quickly slipped it into Donna’s juicy pussy. He rammed his stiff dick all the way into her. She fucked back hard. She begged Tim to cum in her pussy, but when he was ready to shoot his load he also pulled out and came in the crotch of her new pantyhose. Mike switched places with Tim and he took his turn. Like the other 2 when he was done he deposited his load of jism into the crotch of the new nylons. Randy then had Tim stop the car. He got in the backseat with Donna. He pulled her nylons down her legs to her ankles. He removed her mules and pulled the pantyhose the rest of the way off. He then instructed her to put on the new pair of nylons that were filled with cum. They watched her slip the new nylons on, adjust them and put her shoes back on. Randy had Donna spread her legs, then he initiated a deep tongue kiss. The white cum-stained crotch against her bush was visible to all. Randy began to finger the 3 loads of cream in the nylons up Donna’s hot cunt. Randy told her that he wanted her to travel home like this so she could remember what a good time everyone had.