ChicagoTwo's Blog

Fantasy Vacation (Part #1)


As we head towards summer it seems like it would be fun to talk about our fantasy vacation. The weather has got to get warmer at some point so...
We've been chatting on IM and here on FetLife with some really hot guys and girls about the possibility of really getting our freak on once it warms up. One of the men came up with a really great idea that if we could make the arrangements that we all schedule a one week vacation at the same time and find a place where we could all meet for the week to really have some fun. We liked the idea so we shared it with the other five guys and three women. There was a lot of back and forth e-mails about when we could all schedule time off and where would be the best place to have our own "freak-fest". Finally we decided that the last week of June would work for most of us and we decided on an "adults only" nudist resort where you can rent mobile homes in a secluded area of their property.
When we made our reservation, we actually had the first day scheduled one day before we had told everyone else except one very hot bisexual black woman by the name of Tonya. Tonya liked the idea of spending the first day hanging out with us because she and i had been teasing each other in e-mails about what it would be like for me to have her first female/female experience. Since Tonya lives in Chicago like us, we agreed that Kevin would drive her there with us so we could get to know each other on the trip.
On Friday morning... we loaded up the car with lawn chairs, a cooler full of brew, towels, sun screen and our favorite sex toys. When we pulled up to the address in the Bronzeville neighborhood of Chicago, Tonya was standing in the doorway waiting for us. She was stunning--about 5'7",fairly thin at what looked like about 165 pounds, beautiful face that was framed by her dreadlocks. We exchanged greetings then loaded her stuff into the car and took off. Kevin was driving while Tonya and i were in the back seat. i wasn't aware at the time that Kevin and Tonya had some private conversations about my needs so i was surprised when after some small talk she abruptly told Kevin to roll up the windows and turn the air conditioning on. Kevin did as requested and then Tonya ordered me to take off my shirt. i was taken my surprise and made the mistake of asking her why. As soon as i asked the question Tonya said that she wanted to see my tits and that she wasn't going to waste her time playing games with a "submissive white bitch" unless she could follow simple commands. i was so stunned that i did as she said without another word. Once my top was off she complimented me on the size of my tits and said she wanted to "interview" me while we drove. Since i'm really shy unless i'm high it was really difficult for me to respond to all of her questions. She started with questions about how Kevin and i met, what we have done sexually and finally she started asking about my sexual fantasies. i admitted that i've always wanted to be with another woman but since i was submissive the other woman would have to be Dominant. As soon as i said that she smiled and said that "starting this moment you will learn to serve a black goddess and you will not question any command given to you for this week!" The next thing that came out of my mouth was.."Yes Mistress Tonya" which made her smile...
When we finally arrived at the nudist park, Kevin and Mistress Tonya told me to stay in the car while they went in to register. They were gone for about 10 minutes so i spent the time watching nude people of every age, color and shape walking around the grounds. Once they returned to the car i noticed they had a map of the grounds with the area circled where the trailers were at.

Although the trailers were about 200 feet apart i got confused when Kevin started both our stuff and Tonya's into the same trailer so i asked him what was going on. Tonya turned around and said there was a change of plans and now the three of us were now staying in the same trailer!

Once everything was unloaded, we all started undressing so we could enjoy the nudist resort. i couldn't believe how hot Tonya looked and she caught me watching her ass. Kevin suggested we all head to the pool area and we put some cold brew in a cooler with the sun screen.Once we got to the pool area Tonya and Kevin found three lawn chairs located between two couples that were sunning themselves. Kevin started putting his sun tan lotion on so i started to do the same for myself when i heard Tonya say "bitch--get your white ass over here now!" i was shocked because i knew the two couples near us heard her. i walked over to her and she handed me her tube of sunscreen. She said it was my job to rub it on her as she laid down in the chair. i did as ordered while Kevin and the two couples watched. i was excited because it was the first time i had ever touched another woman and although it was nonsexual--i was starting to get wet! Once i was finished applying the lotion to Tonya she told me that now i needed to put some on myself so i didn't burn. After i had slathered myself with lotion, i laid down in my lawn chair to enjoy the warmth of the sun. i feel asleep after just a few minutes. At some point i was awaken by laughing and rolled over to see Kevin and Tonya sitting with the younger couple that was on the right side of us. As soon as they noticed that i was awake, Tonya stood up and excused herself saying "I'll see you all later but now i have to begin training amy. She walked over to me and told me we were going back to the trailer for a few hours without Kevin.

Once we were back at the trailer (actually it was more of a mobile home) Tonya said that i should go shower to wash off the sunscreen which i did. While i was in the shower Tonya appeared a few minutes later and stepped in. She said that i needed to wash the sunscreen off of her and that i'd better do a good job. As i was washing her, she asked me if i was ready to start learning how to please another woman and i said yes. Once we were finished showering we toweled down and then she took my hand leading me to the bedroom. As soon as i laid down, Tonya rolled next to me and started kissing me. It was the first time that i've ever kissed another woman and it felt good. Tonya told me to start licking and sucking on her nipples which i did without question. After several minutes Tonya ordered me to lay flat on my back which i also did without questioning her. As soon as i had done as ordered Tonya straddled my face saying "I'm going to give you what you need now---eat my pussy bitch!" As i started licking, Tonya began giving instructions...lick...nibble...suck my clit while grinding her sweet pussy on my mouth. Her pussy tasted so good and was so wet that i couldn't believe it. Finally Tonya gripped the back of my head and pulled my face into her pussy as she came violently. i continued to kiss her wet pussy as she removed herself from my face and rolled next to me again. She began kissing me again which i loved. She then said it was time for my second lesson and asked me if i ever ate Kevin's ass when we played. i answered yes and she immediately rolled over into the doggy position."OK-cunt worship my ass now!" was all i remember her saying as i began to kiss and lick her ass. After what seemed like 5 minutes she ordered me to start tongue-fucking her asshole which i did. Tonya kept ordering me to go deeper as she opened her ass as much as possible while she fingered her pussy. Finally she came for the second time. As i rolled over she said that i did good but that i should take a nap now because she was going to rejoin Kevin at the pool. She said that they would call me on the cell phone before they were going to return but that i was to stay there...

i must have fallen asleep really hard because when the cell phone went off i was really startled. Mistress Tonya said that i had one hour to take a nice hot shower and make myself presentable because she and Kevin would be back soon. i said OK and started getting ready to prepare myself for them since i guessed they'd both want to use me. As soon as i stepped out of the shower, i heard the cell phone ringing again. When i answered Mistress Tonya instructed me to lube the medium size butt plug in her toy bag after i had made myself up to look as much like a slut as possible and then place it in my ass so it would be relaxed by the time they returned. As i was telling her that i'd do as instructed i could hear people laughing in the background.

i finished preparing my hair and make-up so i'd look as slutty as possible for them and then inserted the medium size butt plug in my ass. It really felt good sliding it in to by ass but then i love all things anal!

i put on some good music to get in the mood and turned up the air conditioning to stay cool while i waited for them.

It was just about one hour when the door to the trailer opened and Mistress Tonya walked in. She smiled at me and told be that my make-up made me look like a cheap whore! i must have looked like i was going to cry because she sat down next to me and kissed me. She explained that she was happy that i followed her instructions because it was a necessary part of my training for the week ahead. As soon as i thanked her she went to the door and said "the slut is prepared." i thought she was talking to Kevin. The next thing i knew Kevin walked in the door followed by one of the couples from the pool area!

Mistress Tonya explained that Bill and Roberta were so interested in me after listening to her explain my training that she had invited them to participate in it!!! As she had been talking to me i kept glancing over at Bill and Roberta wondering what would happen next. Both of them were white and appeared to be in their mid-20's. Roberta looked like she could play pro basketball because she appeared to be over 6'5" and Bill was almost as tall as Roberta. The other two things that stuck me was that both were totally shaved and Bill's cock which was only semi-hard looked to be about 9".

Mistress Tonya asked me if i was ready to learn how to serve the sexual needs of others as only a true slut could. i made the mistake of saying that i wasn't sure since i didn't know our guests. As soon as i said it Mistress Tonya slapped me really hard across the face and said "Look bitch-you will do everything that I or Kevin tell you this week without question! Do you fucking understand?" As soon as i could utter the word yes, Mistress Tonya said that i was now to start sucking Kevin and Bill off. As i moved over to where they were sitting, Roberta got up and sat where i had been next to Tonya. Kevin then said i should get on my knees and start with Bill since he was our guest. As soon as i knelled in front of Bill his cock which had been semi-hard up to this point looked like it grew another inch and was rock hard! As i started licking and sucking his cock i could here noise in the background but dared not look because i was afraid of being slapped again. As i sucked Bill, Kevin began to direct me...."lick it for awhile...you don't want him to cum yet so suck or lick his balls" and i followed his verbal leads. i had a really hard time getting his hard cock into my mouth so i was happy to lick or suck his balls. At some point Kevin ordered me to eat Bills asshole and as soon as he said that Bill lifted his legs offering me his ass. i started to lick and slurp his ass until Kevin said "a good fucking whore would tongue-fuck it!!" i knew that there was no choice but to drive my tongue as far as i could up his ass which i did. i really didn't mind all that much since i eat Kevin's asshole on command. As i probed his ass with my tongue Mistress Tonya asked Bill if he was ready to fuck the whore. Bill responded yes and i was instructed to remove the butt plug from my ass. As i stood up to pull it out i could see that Roberta and Mistress Tonya had been playing with each other on the other sofa. Once the butt plug had been removed, Tonya instructed me to assume the doggy position so Bill had easy access to me. i positioned myself so i was facing Roberta and Tonya. As i was positioned on all fours--Bill moved behind me and started working my still open ass with his fingers..first one...then two and finally three fingers in my ass as far as possible. As soon as i started to moan he withdrew his fingers and started to enter my ass with his cock. i honestly thought he was going to rip my asshole apart as the head of his cock started pushing in...as i began to relax it felt like he had gotten about 2" of it in me and i started to moan which was a mistake because Mistress Tonya then said " Bill--don't go easy on the fucking cunt-she's here to be used hard!" Upon hearing that Bill rammed all of that hard cock balls deep in my ass and i let out a really loud scream! Mistress Tonya jumped up off of the sofa and said "We have to keep this whore quiet or people will be knocking at the door!" She then asked Roberta is her pussy could use some loving. All i really recall is that Roberta laid down in front of me and spread those really long legs. As Bill had a death grip on my hips and pounded my asshole without mercy...Roberta used my hair to direct me in eating her sweet pussy.

At some point i glanced up to see Mistress Tonya and Kevin fucking like animals on the sofa! i could tell that while Bill was pounding my ass, Kevin had also been buried balls deep in Mistress Tonya's sweet black ass!

All of a sudden Roberta started to quiver and put my head in a a scissors hold with her long powerful legs. She pulled by face deep into her pussy as she came! No sooner than she came Bill yelled "make her eat you ass now!" Roberta immediately got on all fours in front of me offering me her asshole which i began to tongue-fuck as Bill became continued to pound away in my ass!

It seemed like it was only about 5 minutes when Bill let out a grunt and shot a load of hot cum deep in my shithole. Roberta rolled over and began fingering her clit while Bill withdrew his cock from my ass which must have been gaping wide open. After he withdrew the first words said where "Mistress Tonya said you'd suck it after I came..." and he offered me his cock which had just been at least 10" up by ass. At this point i was in heat so i started licking and sucking his cock as ordered. At some point i heard Kevin let out his noise that he makes when he cums. All of a sudden i could feel myself being grabbed by the hair and thrown on my back. When i looked up Mistress Tonya was standing over me. All i remember her saying was "OK whore now it's time to suck Kevin's cum out of my ass!' and as soon as she said it she squatted on my mouth. As i started to lick his cum from her asshole she expelled a load of it into my mouth as i fingered my own pussy.

Once Tonya decided her ass was cleaned she lifted herself off of my face. As i laid there trying to recover from the most powerful sexual experience i've ever had Mistress Tonya said i needed to get my "slut ass in gear" and serve everyone some beer while they chilled out. i was drained at this point but followed instructions.

Mistress Tonya, Roberta, Bill, Kevin and i must have had 4-5 beers in a very short time frame while we chatted. i really needed to pee so i asked Mistress Tonya if i could be excused to relieve myself. "Are you sure you need to piss?" was her response. As soon as i said "Yes Mistress" she said "Let's all go out behind the trailer so we can watch our slut piss!" i knew better than to object so we walked outside behind the mobile home where nobody else could see us. Once we were out there Mistress Tonya gave permission to relive my bladder. As i started to squat all four of them surrounded me to watch me piss in the grass. As i was just about finished pissing Mistress Toyna asked "Does anyone else need to pee?" Almost at the same time--everyone said yes. Mistress Tonya then said "lay down you fucking whore and open your mouth!" i was so drained that i knew it would do no good to argue so i did as ordered. Bill and Kevin started to move towards me when Tonya said "Sorry guys--ladies first!" The guys backed away and Mistress Tonya squatted about a foot above my mouth and let loose with load of piss all over my face and in my mouth. As soon as she finished Roberta straddled my face and emptied her load of sweet piss directly into my mouth. Once she finished the guys moved forward and began pissing in my mouth at the same time!

Mistress Tonya then told me that i should go inside to take a long hot shower before it was time to sleep. i said goodbye to Roberta and Bill then went inside to shower. It seem like i was in the shower for 10 minutes at least washing the cum and piss off of myself. As i entered the front room with a towel wrapped around me i saw Kevin and Mistress Tonya counting a stack of money. "What's that" i asked. Tonya then said "Well whore--you earned $500.00 today!"