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New Years Eve at my gf Amy’s house. Part 5. My gf Amy tells me a story about her hot past. (M40,F20) [age gap] [brat] [teasing]

My gf, Amy, just got finished telling me that she used to have a sugar daddy.

I said, “Well, that was surprising, but also kind of a hot story. It sort of turns me on thinking of you just being a hot piece of ass on this older, rich guy’s arm and teasing him like that. He must have loved it.”

Amy said, “I am glad you think it is hot. He did love it, he used to just grope my ass constantly in public. We would be walking down the street and he would have a hand on my ass, sometimes even sliding his hand down into my pants and underwear to touch my bare ass cheek.”

I said, “I can’t really blame him there, it’s a perfect ass, I think I do the same thing.”

Amy laughed and said, “You do, I like it.”

I said, “How else did you tease him, Amy?” Read more »

New Years Eve at my gf Amy’s house. Part 4. My gf Amy tells me a story about her hot past. (M40,F20) [age gap] [brat]

Continued from part 3:

Amy said, “He picked up the phone and called room service and demanded a bottle of Dom Perignon be delivered immediately and I laughed my ass off at him. He said, ‘What the fuck is so funny.’ I said, ‘That’s just overpriced champagne for rubes who know nothing about Champagne, you’re only confirming my suspicions about your taste.’ He was embarrassed. He told me to order and I asked room service for a specific vintage I knew was very good. They did not have it. I said I didn’t want any then just to be a brat. So my sugar daddy called the concierge and arranged for him to get us a bottle and bring it to the room.”

I said, “please don’t expect me to know anything about wine or champagne.”

Amy laughed and said, “I can order for us, Jack. So, I pulled the bottle out of the wine chiller and had him get on his knees in front of me as I sat there. I poured a tiny bit of champagne on my pussy and let him lick it off. I said to him, ‘doesn’t that taste good?’ He said, ‘Fuck yes.’ I set down the bottle and he carried me to the bed and he ate me out for a long time.” Read more »

New Years Eve at my gf Amy’s house. Part 3. My gf Amy tells me a story about her hot past. (M40,F20) [age gap] [brat]

My gf, Amy, told me that she had something to tell me about her past.

I said, “What is it, Amy?”

Amy said, “Jack, I am really nervous telling you this one…it’s kind of…”

I said, “Amy, you’ve told me about being with multiple dudes at once, I was not freaked out. What could it be?”

Amy quickly blurted out, “I had a sugar daddy, I was almost like an escort…maybe exactly like an escort…”

I was quiet on the phone.

Amy said, “Shit, Jack…don’t just go quiet…”

I said, “Amy, I’m like pretty shocked obviously, but I want to hear it. I love you.”

Amy said, “Okay…I love you too.”

I said, “I’m just confused because, no offense, but your actual dad is rich is as fuck correct?”

Amy said, “You’re right, I didn’t do it for the money.”

I said, “Why?”

Amy said, “I had a friend who had a sugar daddy. I thought it sounded sexy, it turned me on to get paid for sex. I didn’t need the money, I just liked the idea.”

I said, “Holy smokes, Amy…you have to tell me about this.” Read more »

New Years Eve at my gf Amy’s house. Part 2. My gf Amy tells me a story about her hot past. (MMMMFF 19)

Amy said, “my friend’s name is Ella, by the way. She’s petite – maybe 5’1”. She’s thin, but she’s got some decent sized boobs on that frame. Nice ass and legs. She’s got a pretty rocking body. She has dark hair, dark brown eyes, kind of pale skin, very pretty.”

I said, “She sounds pretty hot.”

Amy giggled and said, “She is. Anyway, she is an extrovert and she is fun at a party. She instigates some fun times. We were in the hot tub and the heated pool, goofing around. There was a lot of touching, guys finding excuses to grab us or put us on their shoulders. Clearly with 4 guys and 2 girls, the guys were competing a bit for our attention.”

I said, “4 guys and 2 very hot girls. I’m sure there was competition.”

Amy said, “honestly Jack, I was going to hook up with someone. The guys were all decent looking, I was horny, and frankly I knew I was going to be having sex with someone that night, sorry. So, we were in the hot tub and Ella went inside and came back out with some whipped cream.” Read more »

New Years Eve at my gf Amy’s house. Part 1. My gf Amy tells me a story about her hot past. (MMMMFF 19)

I called my gf, Amy after my interesting threesome with Mary and Josie and told Amy all about it. Amy said, “Do you want me to dress like a kitty?”

I said, “um…holy shit…maybe…yes..”

Amy laughed and said, “I can’t wait to see you on Friday at my New Year’s Eve party. What time are you guys driving up?”

I said, “I think Mary and Josie said we could leave early. They want to get up to your house and claim a good bedroom.”

Amy said, “There’s enough bedrooms for everyone. It’s not going to be that many people.”

I said, “Who is coming?”

Amy said, “It’s just you, me, Mary, Josie, Sarah, Hyun and a friend of mine from high school.”

I said, “Am I the only guy at this party?”

Amy chuckled and said, “You are indeed. I thought it would be weird bringing in other people when all of us have sex together.”

I said, “But, what about your high school friend?”

Amy nervously said, “Well, she kind of invited herself. Don’t get me wrong she is a good friend. I just don’t know what she will think of all of us girls fooling around and I don’t know there’s some other things.” Read more »

Winter break fun with my ex gf, Josie [MFF 21] part 21, Josie’s submissive gf Mary (Kitten) comes to visit and we have an interesting role play. [humiliation] [gentle domination]

Later in the day we said goodbye to Amy, as she drove off to be home with her parents for the holidays. I ended up spending a few days with my family, so I did not get to see Josie at all. The day after Christmas, Josie called me and said. “Mary is getting to my house this afternoon and she wants some dick.”

I said, “Well that’s good, because I have a dick and I have not cum in days.”

Josie said, “I think you’re going to like what I have in mind…”

I nervously said, “What is it?”

Josie said, “Nevermind, just get here around 2pm,” and she hung up the phone.

I showed up at Josie’s house and Josie gave me a hug and kiss. Josie said, “Mary should be here any minute, I can’t wait to see her.”

Mary showed up at the door and Josie gave her a big hug and they kissed a long time. I could not help but notice that Mary was wearing cat ears and her face was painted with whiskers and a black nose.

I said, “Um, is it Halloween?” Read more »

Winter break fun with my ex gf, Josie [MFF 21] part 20, punishing my gf Amy and ex gf Josie. [light bondage] [CNC]

The next morning, after dinner at Josie’s, I woke up to the sound of Josie and Amy making out. I said, “Hey, where did Amy get that tshirt she slept in, Josie? I’ve been looking for that shirt.”

Josie grinned and nervously said, “uh…I think you left it here one time.”

I said, “I didn’t leave it here. What did I leave your house without a shirt on? You stole it,” and I started pulling it off Amy. Amy was giggling and she held the shirt down so I could not pull it off and said, “No, Jack…stop, you’ll tear it.”

Josie said, “Fine, I stole it at your house”

I said, “I don’t think you guys get how serious this is…you are in real trouble.”

More laughing from the girls.

I said, “Alright, I have had enough. I’m going to have to teach you guys a lesson.” I climbed out of bed and grabbed Amy by the leg, pulling her toward the foot of the bed. Amy squealed and Josie grabbed her arm to help her. Read more »

Winter break fun with my ex gf, Josie [MFF 21] part 19, taking a bath with Josie and Amy.

Josie went out to her patio and started the heat lamp to warm the air around the tub on her patio and ran some water. Once the tub filled, Amy said, “Take off my clothes, Josie.” Josie knelt and untied and pulled off Amy’s boots, she pulled off her socks, she unzipped Amy’s jeans and pulled them down. Amy put her hand on Josie’s head for balance as Josie pulled Amy’s jeans all the way off.

Josie pulled down Amy’s panties and lifted each foot as she pulled them off her completely. Josie stood and lifted Amy’s sweater, Amy lifted her arms and Josie peeled it off her. Then Josie went behind her and unclasped her bra. Amy said, “Is my bath ready?”

Josie said, “Yes.”

Amy said, “I’m getting in the bath, bring me some wine.”

Amy walked outside naked and climbed into the enormous tub on Josie’s back patio. Josie came out there naked and handed her a glass
of wine. Amy invited her in the tub and Josie climbed in with her. I was still dressed and came out onto the patio with my winter coat on, carrying a beer and I swept the snow off an Adirondack chair with my hand. Read more »

Winter break fun with my ex gf, Josie [MFF 21] part 18 [public nudity, anal]

Josie, Amy and I finished Christmas
Shopping at the mall. Josie was still totally naked under her big winter coat. As we were leaving the mall, Josie said, “I need to stop in the ladies room on the way out.”

Amy said, “No, let’s go.”

Josie said, “But I really have to pee.”

Amy said, “I’ll tell you when you can pee.”

We got in the car and Josie asked me to drive her big ass station wagon. Josie said, “I have to pee too bad, I can’t drive.” She sat in the middle of the big couch like front seat, with Amy in the passenger side. Josie’s leg was bouncing up and down rapidly as she held in her pee.

Amy unbuttoned Josie’s coat and helped her take it off, so Josie was sitting there naked between us as we drove on some back country roads. Josie said, “The cold air is really not helping.”

Finally, we came to a large, empty field and Amy said, “Come on,” and she opened the car door and got out. So Josie was completely naked, except boots, jogging behind Amy, as Amy walked quickly across the snowy field. Read more »

Winter break fun with my ex gf, Josie [MFF 21] part 17 [public nudity]

Amy and Josie were laying naked, snuggled up together on my bed after our morning threesome.

They kissed for awhile and were touching each other.

Then Amy said, “Jack, what are we doing today?”

I said, “I actually have to buy some Christmas presents for my parents. It would be great if you guys could help me.”

Josie said, “I know a sex shop where we can get your mom a big fat dildo.”

I said, “Very funny.”

Amy hopped out of bed and said, “I want a shower.”

After the three of us showered together, Josie said, “I don’t have any clean clothes here, we need to stop by my house.”

Amy said, “Sluts don’t need clothes.”

Josie said, “But we are going out in public.”

Amy said, “You have a winter coat.”

Josie blushed and said, “I don’t know, that is maybe a little too crazy Amy.”

Amy said, “And I don’t remember asking. I said that little sluts who fuck my boyfriend don’t need any clothes. What happened to you doing anything I want?” Read more »