Deep Pleasures (2 page)

“
Wow, you made me cum so quick.” I said when I opened my eyes.

“
We're just getting started. I have some other things in mind.” She sat up and pulled off her dress, showing off her retro black and white trim bra, with matching sheer panties. The panties glistened from the moisture growing between her legs.

I sat up and pulled down the straps off her bra so I could have access to her tits. I went straight for her brown nipples and they hardened between my lips.

My dress came off and we rolled around the bed, more and more naked flesh pressed together as the remainder of our clothes found the way off our tender bodies and onto the floor.

Our lips, our hands explored each other, exploring our soft, sensitive skin, teasing each others sensitive locations.

I rolled on top of her and made my way down her chest, her heavy breathing underneath my lips. I was nervous as I slid my tongue down her body. I wanted to make her feel the way she made me feel.

I wanted to tease her, but it felt like I was just teasing myself. I craved to go down on her and couldn't stop myself from going straight to her waiting lips.

I kissed them at first, enjoying the soft, wetness against my lips. Then I pushed my tongue between them and tasted her sweet flavor. I wanted more of her delicious taste and submerged my tongue inside of her.

I looked up and she her face was blank. I wasn't sure if she was enjoying it, I wanted to do something that would make her moan the way I moaned.

My next target was her clit, I found the sensitive spot and ran circles around it with my tongue. She let out a soft moan, but I wanted more of a reaction.

I slid my tongue up and down her clit. She moaned again, this time from deeper inside of her. It sounded more animal than human.

I moved tongue faster and her breathing became loud enough for me to hear, punctuated with growing moans.

She pushed her body against my mouth. I moved my tongue as fast as I could, her moans filled the room. I slid two fingers inside of her, feeling her wetness, exploring her tight pussy and her body shook.

I didn't know how much longer I could go with my tongue, it was getting a workout and I was about ready to collapse.

Right as I was starting to debate giving up and switching to something else, she spoke. “Amy, stop.”

“
What?” I pulled my lips away. “What did I do wrong?”

“
Nothing. It's just that there's something else that I want to try.”

“
Like what?” I had no clue what she had in mind. I watched as she climbed off the bed and dug into her suitcase.

She pulled out a red, rubber dildo and I grinned. Then came the leather straps and my grin grew even bigger. “You told me that you've used a strap on before,” I said, “but I didn't think we would use it together.”

“
Of course I had to pack it, just on the off chance that something like this happened. I want you to use it on me. I want you to fuck my ass, show me how good anal can feel.”

I felt the wetness between my legs grow, my heart started beating hard again. “I would love to.”

She helped me into the harness and I pulled it on. I reached out and stroked my new cock. The soft, rubber felt almost like human skin. The cock between my legs excited me, but it felt awkward and I was nervous that I wouldn't be able to use it right on her.

“
Amy, I want you inside of me.” She said as she took out her bottle of lube for the fake cock.

I took the bottle from her and she turned away from me. She got on her hands and knees, her ass pointed towards me. It was weird, I should've been in her position. It was the position I was used to when someone was about to get fucked in the ass. I was used to being the one taking the cock.

“
I need you now.” She said before she buried her head into the pillows. On her blog, she wrote that she had tried anal with her ex. It was okay, but it hurt a lot. I wanted to give her a different experience. I wanted her to enjoy it and want to do it again.

I positioned myself between her smooth legs, the fake but very thick and long cock between me and her.

So this is what it was like to be behind me right before anal. It was a beautiful view, her round ass inviting me in, her bare back that I wanted to kiss and her long brown hair flowing past her shoulders.

Nervous and wanting everything to be perfect, I poured the lube on to the edge of a finger. I touched her tight asshole and her body jumped away. “Don't worry, I'm going to be very careful.”

I poured more lube on to her asshole, I knew exactly what the cold lube felt like as it dripped on to her.

I put my finger tip against her asshole and waited for her to tell me to stop. She didn't and I slid my finger tip inside of her tight ass. She didn't scream or cry out, so I pushed it deeper inside of her. She was so tight, but the one finger slid easily into her.

“
Ready for more?” I said as I slowly slid it out of her.

“
Yeah, just be gentle.”

I poured more lube onto two of my fingers. I pushed them against her back entrance and inside of her. She resisted and I went extremely slow.

“
How does that feel?” I asked as I slowly started to finger fuck her. “It's my first time being on the giving end of this, let me know if it doesn't feel good.”

“
It feels fucking good. Please don't stop.”

I increased the speed. She didn't complain, so I added more force. Her asshole wasn't feeling as tight anymore.

“
I'm going to use the dildo now.” I warned her, then rubbed a thick layer of lube on the fake cock.

“
I'm ready.”

“
Okay.” I positioned the head of the fake cock against her asshole and imagined what she was thinking right then. I knew what I would be thinking, praying that it wouldn't hurt too much and that we could skip to the part where it feels nothing but good.

I held onto the cock with one hand and her hip with the other. I pushed it against her asshole and stopped when I felt resistance. I slid a finger into her and fought back that resistance.

I tried again and this time I was able to slide the head into her. Her asshole opened up and the bright red cock started to disappear inside of her. I knew how this part felt. If there was too little lube, it hurt like hell. If there was enough, it hurt only a little and felt really good.

I pushed the cock deeper inside of her until her asshole was stretched as wide as it needed to go. “How does it feel?”

“
More.”

I slid my cock deeper inside of her, jealous because I knew how good it felt. I shook as I felt a phantom cock inside of my ass.

The cock was half in and I started to fuck her. I went slow at first, letting her get used to it. Each gentle thrust caused her to moan. Her sounds were muffled by the pillow, but it was clear that she was enjoying it.

I pushed deeper until the cock was almost completely inside of her. Fucking her was a little awkward at first. I wasn't exactly sure how to move, but it quickly became second nature and I could focus on other things.

I reached around her soft legs and found her extra sensitive clit waiting for my attention. I pressed two fingers against it and began to rub it.

“
Fuck me harder.”

I did and felt her body shake with each hard thrust.

“
I'm so close.”

I stopped holding back and fucked her with everything I had. The bed shook underneath us. The only sounds I heard were our bodies impacting and her never stopping moans.

Her moans turned into cries and I knew she was there. I pushed the dildo deep inside of her and wrapped my arms around her, holding my body close to hers, feeling her heat, her sweat and her orgasm.

“
I didn't know it could feel like that.” She said after I had pulled out of her and we had collapsed onto the bed next to each other.

“
I'm glad to hear that you enjoyed it.”

“
I've never had anal like that before.”

“
Me neither.” I laughed, the fake cock resting on my bare skin between my hips.

“
Let me clean him up, then it's your turn.”

She came out of the bathroom wearing the fake cock. I was ready to get fucked in the ass, but she had other plans. She tackled me on to my back and started kissing me again. Her lips were soft, feminine but filled with power. I could reach up to caress her tits, I could feel her long hair in my face as we rolled around, and could smell her sweet, perfume. She pressed the rubber cock against my stomach, making sure that I could feel it there.

She pushed my legs apart and pressed the rubber cock against my pussy. My wet lips opened up for her, but she didn't give me what I wanted.

She rolled off of me and stood next to the bed. “Can you give me a blowjob?”

“
I would love to.”

“
I've read your blog. I know how much you like giving blowjobs. I can't give you a facial, but I want to see you go down on me.”

I had given more than my fair share of blowjobs, but this one was going to be different. I crawled in between her legs and started kissing her soft, smooth thighs. I didn't miss the hair on a guy's leg at all. I kissed further up her thighs and hoped that she was as turned on by this as I was. My lips touched the black leather straps, the leather was tough and strong. I kissed my way up the shaft and felt the soft rubber against my lips. The texture reminded me of a real cock.

I looked up at her and she was watching me closely as I opened my mouth and took her inside of me. Since this cock didn't have a sensitive head to tease, I slid my lips further down and let it fill my mouth. I didn't taste a cock, it tasted like rubber, but still felt delicious in my mouth.

“
Faster.” I knew that she couldn't feel my lips on the cock, but her looks told me that she was enjoying it.

My lips raced up and down the cock, if it had been a real cock, it would've been a blowjob that she would've never forgotten.

She put her hands on the back of my head and made me work faster on her. She grabbed the back of my head like a guy and forced me down on her cock. I couldn't breathe and gagged, until she let me up. I went down on the cock again and she did it again, this time thrusting the cock into my throat; I gagged and coughed. She finally let me go again and I fell off of her.

“
You're such an amazing cock sucker. I wish I was a guy.”

“
I'm glad you're not.”

“
Are you ready for more of my cock?”

I nodded my head yes and smiled.

“
Good. Even if you had said you weren't, I was going to use it on you.”

The room felt hot now, both of us were sweating despite the A/C.

She climbed on top of me and felt her body pressed against mine. It didn't seem real, and I wished that we had been able to get together even sooner.

I opened my legs further and she took over. She guided her fake cock to my pussy lips. It was still warm and wet from my mouth.

“
I've wanted to do this for so long.” She said as she pushed the dildo inside of me. The thick rubber dildo stretched my walls and pushed far into me, making me moan.

This was nothing like the awkward lesbian adventures in high school. The curious attempts in college couldn't compare. My mouth just hung open as louder and louder moans filled me. No guy had ever fucked me like this before.

She was so full of energy. Her thrusts were quick, but powerful. She pushed my legs further apart and buried the dildo deeper into me.

She fucked me doggy style and slapped my ass until it was red.

She let me ride on top of her when she started to get tired and it wasn't long before I was moaning loud enough to wake up other guests in surrounding rooms. My moans turned into cries and I wondered if anyone could hear me and if they could, did they think a guy was fucking me?

I rode her like it was the hardest cock I had ever rode. I bounced up and down on her as the sweat came pouring off of me, as I struggled to breathe.

I kept going as fast as I could until my body told me that it needed a break.

“
Did you orgasm?”

“
I came close, but I couldn't get it.”

“
Hmm, I have another idea. Turn over again.”

Reluctantly, I got into the doggy style position again. I wasn't excited about it. It felt good, but it wasn't one of those positions that could put me over the edge.

She slid the dildo inside of my cunt again, but only for a few thrusts. Then she pulled out and I felt the head of the cock against my asshole.

“
The lube is on the night stand.” I gasped.

Her response was to push the head harder against my asshole.

“
Wait.”

She didn't. She pushed the thick cock into my un-lubricated asshole. I let out a cry and it wasn't because of overwhelming pleasure. She pushed the dildo into my ass, inch by inch. It felt like I was being torn apart. My eyes filled with tears.

“
Please stop.”

“
You don't really want me to do that.” She pushed all eight inches of the dildo into my ass and I started to cry.

She pulled back until just the head was inside of me, then pushed back deep into me. I bit the pillow and held back from screaming into it.

“
That's for putting the idea into my ex's head that we should try anal. He loved reading me your blog and re-enacting the scenes with me. My ass hurt for days.”

“
I'm sorry. Please stop. Let me get the lube.”

She didn't stop, instead she kept fucking my ass. She soft, smooth strokes became harder and faster. My asshole was still sore, but the pain started to fade away.

“
You're such a slut. I'd love to fuck you all of the time.”

I couldn't believe she was fucking my ass. I couldn't believe she was fucking my ass so hard. I never imagined our night out was going to end up like this.

She reached forward and started to play with my tits. She squeezed them painfully. She pinched my nipples until I had to push her hands away.

“
You'll let me do whatever I want.” She said. I couldn't see her face, but I knew there was a grin on it.

“
I can't believe you're enjoying it this much.”

“
Don't act like you're not enjoying it.”

“
It hurts.” Her fake cock drove deep into me and I couldn't speak until she pulled it back. “But I like it.”

“
Do you want to cum?”

“
Yeah.” I moaned.

“
Why should I let you cum?”

“
I don't know.” I mumbled as the cock plowed deep into me.

“
You have to come up with a better answer than that.”

“
I don't know. I made you orgasm. It's only fair. Please.”

“
I will, but only since you now know what it's like to be on the receiving end of an ass fucking from hell.”

“
I thought I knew before, but now I really know.”

Her hand reached around my leg and found my clit. She pushed her fingers against it with too much force, but it made me moan again. She pinched it between her fingers, pushed hard against it and hot tears starts to flow down my cheeks into the pillow.

It didn't take long with the rubber cock pounding my ass and her fingers working my clit. I had never felt so much pain or pleasure. My moaning hit a plateau and I lost all sense of what was going on as it over took me. I felt weak in my knees and collapsed underneath her as it hit me. Her naked body fell on top of me, filling my asshole with the dildo one last time.

I felt tears on my cheeks, but I was one very happy slut.