Vinnie
- 3 years ago
- 24
- 0
Gayle and I were relaxing naked on her bed. She was having a drink and smoking a cigarette while I was just enjoying the buzz that I had from having consumed nearly two full glasses of Jack after having had anal sex for the first time.
The next thing that I know, the doorbell rang and Gayle scurried off the bed putting on her nightgown. In walks Vinnie with this good looking broad. Normally, I would have been embarrassed that I was naked in front of a woman, especially a good looking woman such as this, who I have never met before, but I was drunk.
‘I’m not too late, am I?’
‘I’ve already popped his cherry, Vinnie,’ said Gayle. ‘But you can have a turn with me, if you’d like,’ she said bending over, lifting up her nightgown, and wiggling her naked ass at Vinnie.
‘No, thank you, Gayle, I’m good. Actually, I was hoping me and my friend can party here. My wife is having a Tupperware party at the house and my girlfriend is out with her husband.’
‘Yeah, sure, four makes for a better party than just the two of us. Besides, Freddie looks like he’s about ready for a nap.’ With that, she whipped off her nightgown and jumped in bed beside me.
Upon closer inspection, the woman who Vinnied accompanied intrigued me.
‘Psst, Vinnie, come here.’
‘What is it, Freddie,’ said Vinnie leaning down over me.
Meanwhile, I kept staring up at Vinnie’s friend. I could have sworn she had an Adam’s apple. There, she does have an Adam’s apple.
‘Did you know that your woman friend is a guy?’
‘Yeah, I know,’ he said turning to look at James, smiling, and waving at him. ‘That’s my friend, James, my cellmate from prison who I told you about.’ He nudged me with an elbow in the ribs. ‘We were close, you know, tight, if you know what I mean.’ He inserted his index finger in the hole he made with his thumb and index finger on his other hand.
‘Oh, gees, Vinnie, that’s another image that I could have done without.’
‘Say hello to my friend, James.’
I covered my nakedness with a pillow.
‘Hi, James,’ I said with an exaggerated wave, ‘how you doin’?’
‘I’m doing well,’ said James. Gees, he had the voice down pat. He sounded just like a woman.
‘I’m Freddie,’ I said sticking out my hand.
‘Nice to meet you Freddie. Vinnie has told me a lot about you.’
‘So, why were you in prison?’
‘Manslaughter. It was self-defense really. I was with a man who was very nice until he discovered that I was a he and not a she. He started beating me, so I shot him with my derringer.’
‘Do you still have the gun?’
‘No, the police confiscated it.
‘You’re drunk, Freddie,’ said Vinnie laughing.
‘Yeah, I had to get drunk to fuck Gayle up the ass. So, what are you doin’ here?’
‘I was hoping to see you in action, buddy on your first time having anal sex. No matter it’s not all for nothing, James gets off having someone watch.’ Vinnie leaned down and whispered. ‘He still feels like he’s in prison. We had no privacy in our cell.’
‘So, what are you going to fuck him up the ass, Vinnie?’
‘Yeah, you know, for old time’s sake. I’ll probably have him blow me first. He’s going back in the joint for a parole violation and I thought I’d give him a bang before he left.’
‘That’s big of you, Vinnie.’ I had trouble trying to compose my thoughts. ‘You’re not going to blow him are you?’
‘Nah, I told you already. I’m not gay.’ Vinnie looked down at me. ‘Gees, Freddie, you really are shitfaced, aren’t you?’
‘Jack and I had a good time,’ I said slurring my words while drinking the last of my drink. ‘Let me know when you two are done. You can give me a ride home. In the meantime, I’m just going to close my eyes and take a nap.
Meanwhile, James was already topless.
‘You have tits! Jesus Christ. I’m so sorry, Miss. Fuck. I thought you were a man,’ I said apologizing all over the place. Vinnie said you were James.’
‘I am a man,’ said James as he pulled down his pants and exposed his erection. ‘I am James.’
‘Holy shit. He’s got a bigger cock than me,’ I said looking to Vinnie and back to him. ‘You’re one of those, one of those…’
‘Transsexuals.’
‘No, that’s not it. You’re a hermaphrodite.’
‘Freddie, you really are drunk. James is a pre-op transsexual.’
‘Can I feel your tits, James?’ James walked closer to me and allowed me to feel his tits.
‘Go ahead, you can suck my nipples.’
‘Nah, that’s okay. Thanks anyway. That’s kind of creepy.’ I closed my eyes to the sounds of Vinnie having sex with his transsexual friend.
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Wife LoversThere weren’t many people in Andee’s day-to-day life that knew about her naughty little secret. Even though she had been posing on an adult website for over twelve years, she had managed to keep it under wraps for the most part; and the people to whom she did disclose the information fell into two categories: intimate friends and persons of seductive interest.Her good friend Bella – a wild one in her own right – was someone Andee had entrusted with the knowledge. In fact, Bella had often played...
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Wife LoversI had just finished my first year of college and my mom and dad insisted that I go with them on a quick summer trip to visit one of mom’s old college buddies in Austin, Texas. Normally, I don’t mind such gatherings, but for some reason or another, Austin just didn’t appeal to me. I had been there many years before and didn’t find the city attractive. When we arrived, there were the customary hugs and greetings- since our family is Hispanic. (You have to love a culture that embraces hugging!) I...
First TimeAndee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been … interesting. It was a...
Andee smiled as she read the text message on her phone. Before breakfast, she had sent a somewhat vague note to her friend from the night before about wanting to try Roulette again, wondering if he might interpret the suggested sexual undertones – especially after the enthusiastic round of sex from the night before. She thought for a moment, wondering just how acquainted she wanted to get with Connor. It seemed her “one-night stands” in her sexual adventure were more like weekend-long affairs,...
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