Blackmailing my gf Amy (Part 3) (MFF 21) [blackmail role play]

My gf, Amy, and I were enjoying a little game, where I was pretending to be a guy named Jason, who was blackmailing her with naughty nude pictures of her. In order to get the pictures back, without her boyfriend Jack (me), seeing them, she had to do whatever Jason told her to do. She told me she wanted me to push the limits and make her uncomfortable. She said that if she was calling me Jason, I could do what I wanted, even if she said no, but if she did not like what we were doing, she would call me by my real name and that I should stop.

Amy and I were both biology majors at our small college and we were working on a project that involved photography with an electron microscope, so we would often spend time in a little dark room. One day, Amy went to the dark room before me and was working with our hot lab partner, Hyun. For anyone who has not read the earlier stories, Hyun, Amy and I had sex together and Amy said that I could let Hyun in on the blackmail game.

Blackmailing my gf Amy (Part 2). [M/F 21], [blackmail role play]

The night after Josie and I masturbated to Amy’s dirty masturbation video, I talked to Amy on the phone. Amy nervously said, “What did you think of the tape?”

I said, “What tape?”

Amy said, “Jack, I love the blackmail thing, but let’s just talk about this for real for a minute.”

I said, “Okay, I fucking loved that tape…so hot. I hope you don’t mind that I included Josie in the blackmail thing.”

Amy said, “I don’t mind…it turned me on that I knew she was going to watch it too.”

I said, “She and I masturbated next to each other while we watched it.”

Amy said, “that’s so fucking hot. Um…I have to be honest that I watched it a few times and I masturbated before I put it in the mail…giggle.”

I said, “Amy that was just ridiculously hot. You’re basically the hottest girl ever – not sure how I got you.”

Amy said, “Thanks…giggle…I guess you’re just lucky. Um, what did you think of me…giggle…fingering my ass? I can’t believe Josie asked me to do that. ”

‘Blackmailing’ my gf Amy (Part 1). [M/F 21], [CNC], [masturbation], [blackmail role play]

After I ‘blackmailed’ Amy, pretending to be a male masseuse with nude pictures of her, I went into the bathroom attached to her bedroom to take a shower. Amy came in as I got in the shower and I could see she was washing my cum (Jason’s cum) off her face in the sink.

Amy joined me in shower and said, “Can I join you? Jack?” She seemed to be checking to be sure I was Jack now and not my alter ego, Jason, who was blackmailing her.

I cheerily said, “Of course, babe.” I enjoyed soaping up her perfect tits and her ass while we kissed. I reached down and touched her pussy, fingering her a bit. I said, “Your pussy is like really wet and swollen. Honestly, it feels like we just fucked, but we didn’t.”

Amy pretended to be nervous and said, “I don’t know, I’m just…just turned on to shower with you.”

I said, “I’m not even all the way hard yet and I think I could slip it right in there.”

Amy broke character and said, “Jack, I am so fucking horny from earlier…I think you are too, already getting hard again,” she was stroking my dick while it was all slick with soap.

New Years Eve at my gf Amy’s house, the party continues. Part 7. [MFFFFFF 21] The girls return the favor to Jack. Introduction to Amy gets ‘blackmailed’ at the end. CNC/blackmail role play (M/F 21).

I was finally released from my collar, after performing oral on the six girls in the house and I was down in the basement bedroom with Josie. We were both naked and I had an erection. Josie said, “So, now that you are free, what are you planning to do? How are you going to bust that nut? You’ve got 6 girls at your disposal.”

I said, “Honestly, Josie, it’s pretty hard…I did not intend that pun…but I definitely would like to get my dick sucked and fuck as much as I can. I’m thinking, you and I are already naked, let’s get everyone to go skinny dipping. I like the pool and the hot tub.”

Josie said, “Sounds fun to me,” so we went upstairs, totally naked, and I said to the other girls, “We’re going to the pool,” as Josie and I went out the back door. The other girls laughed hysterically seeing us naked with me having a boner.

We went out into the cold, outside air and then ran and jumped into the heated pool. Josie and I were in chest deep water and started making out, she reached down and slowly stroked my dick, then grinned at me and put her head underwater. I felt her mouth on my dick, as she briefly sucked it underwater.

New Years Eve at my gf Amy’s house, the party continues. Part 6. [MFFFFFF 21] Josie gives Jack a quest.

I came back upstairs from the basement after having sex with Hyun, Mary and Josie. When I got to the main floor, Ella, Sarah, and Amy were where I left them, hanging out in a room just off the kitchen. Amy saw me first, she laughed hysterically and said, “What’s going on there, Jack?”

I said, “Josie tricked me. After we had sex, she told me to try on this collar she found in your parents’ guest room. She locked it on me and she will not take it off.”

Josie came up the stairs after me, chuckling and said, “I told you I would take it off…once you’ve finished your quest…tell them.”

I sighed and said, “Josie said she will take it off me after I have made every girl in this house orgasm from oral.”

Amy laughed and said, “But you love that, why do you sound bummed.”

Josie said, “Because I told him that as long as he had that collar on, no one is giving him a blowjob, or fucking him, or even giving him a handjob and no masturbating.”

New Years Eve at my gf Amy’s house, the party continues. Part 5. [MFFFFFF 21]

After our games in the house and out in the hot tub and pool, we moved the party back inside. We played a lot of games and had a good time, eventually everyone was ready for bed. Sarah had too much to drink and passed out on a couch before everyone else, so we tucked her in and left her glass of water. Josie finally said, “Mary and Hyun, my little kittens, time for bed,” and they followed her downstairs to the basement guest room.

Ella looked at us quizzically and Amy said, “Uh…that’s kind of how Josie is…” It got sort of awkward with the three of us as the last three up. There was thick sexual tension in the air and finally Amy said, “I’d like to go to bed.” Ella and I both quickly agreed that was a good idea.

The three of us walked upstairs and hesitated in a hallway, Amy quietly said, “Uh…you know the bedroom situation Ella…you can pick one…or like…stay with Jack and me if you’d prefer,” and she looked down at the floor, nervously.

Ella quietly said, “Well, it’s sort of too quiet up here…is it really okay if I stay with you?”

Published
Categorized as Erotica

New Years Eve at my gf Amy’s house, the party begins. Part 4. Hide and go strip and games in the hot tub [MFFFFFF 21] [ENF/CFNM]

Amy said, “Before we go out to the hot tub, I have an idea for a game. It’s called hide and go strip.”

Mary said, “Oh, your house is so big, this is going to be hard. How does it work?”

Amy said, “Since there are six girls and Jack, Jack is it. When he finds one of you, you have to take off your clothes for him. The last girl found gets to keep her clothes on.”

Most of the girls giggled at this, since I’d seen them naked before, but Ella looked nervous, she’d just met me. Amy said, “You look nervous Ella, you in?”

Ella said, “Yes,” and shot me a nervous look.

The girls hid, while I waited in the sitting room having a beer. There was a lot of giggling and running around. Finally the time expired and I yelled that I was going to start looking. I heard Ella say, “shit,” from somewhere on the main level of the house. So, I focused on the main level, which was still huge and took me a long time, but as I approached a large window, I saw feet under a curtain.

New Years Eve at my gf Amy’s house, the party begins. Part 3, There’s a very graphic video of Amy and her friend Ella’s wild New Year’s Eve [MMMMFF 19] from her hot past [MFFFFFF 21].

Amy and I got dressed and joined our friends Josie, Mary, Sarah, and Hyun downstairs, where they were having some drinks in a beautiful sitting room with a roaring fire. When we came in, they all giggled and Sarah said, “I think walking in on you two fucking was the highlight of the tour of your house, Amy.”

Amy giggled and said, “Jack was super horny…apparently he walked in on my mom in her underwear, before they left.”

Josie said, “Jack, that’s not fair, she’s so hot, what did she look like?”

Amy said, “Look, I don’t want to relive this, but I am flattered you guys find my mom hot.”

Just then, we heard the front door and a girls voice saying, “Hello? Amy?”

Amy said, “It’s Ella!” She went to get her and brought her in to meet all of us.

Ella was as hot as Amy had described her. She was much shorter than Amy, about 5’1” and thin. She had nice, medium sized tits on that frame, and great legs and ass. She had dark hair and dark brown eyes with somewhat pale skin and a very pretty face.

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Categorized as Erotica Tagged

New Years Eve at my gf Amy’s house, the party begins. Part 2, Amy’s mom has got it going on. [MFFFFFF 21] [teasing] [MILF][swinging]

I went upstairs to Amy’s bedroom and when I went into her room, she was standing there in a black thong and matching bra, as I had requested. And, the front of the thong was see through, so I could see her little bit of manicured bush through the mesh. She looked just like her mom looked earlier, when I accidentally walked in on her.

Amy was smiling at me and said, “Is this what you had in mind?”

I said, “fuck, yes. Now turn around for me.” She turned slowly around for me and there was her magnificent ass. I moved over to her and we started making out and my hands were all over her bare ass cheeks.

Amy slowly got on her knees, smiling up at me, unbuttoning and unzipping my jeans. She pulled down my pants and underwear and my dick sprang out. She licked the head and then all the way up the shaft. I could see us in a full length mirror on the back of her bedroom door. She put it in her warm, wet mouth and sucked it. She said, “You have a nice dick, Jack,” as she stroked it slowly and smiled up at me.

New Years Eve at my gf Amy’s house, the party begins. Part 1, Amy’s mom has got it going on. [MFFFFFF 21] [teasing] [MILF]

Josie, Mary and I drove together up the highway, to get to Amy’s house, about 4 hours away, for her New Years Eve party. Josie was driving, with Mary in the passenger seat and me in the back of her ridiculous old station wagon.

Amy told me that I could tell Josie and Mary her stories from her hot past, about her New Year’s Eve party from a couple of years ago and about her sugar daddy. It made the time pass quickly and both Mary and Josie were stunned.

Josie said, “Jack, Amy surprises me all the time. I think I might have been a pretty vanilla girlfriend compared to her.”

I said, “Josie, you are not vanilla.”

Josie said, “Well, I never had some older sugar daddy and I didn’t have some crazy dick sucking party.”

Mary giggled and said, “That dick sucking party sounded fun…I would do that. Jack, it’s too bad Amy told you not to have any sex until we get to her house or I would suck your dick right now..”

I said, “You’re killing me Mary..”