[M/F] Losing my anal virginity…

*A continuation of my story about my first time with an older man. Sorry about the last part being so short. I’m hoping this one will make up for it :) So where did I leave off?*

“Will you cum inside me?” I said, looking up at him and smiling.

“Fuck” he moaned, pumping faster again.

“I’ve been thinking about you filling me up with your cum for soooo long” I managed to say, whimpering and moaning while he fucked me as hard as he could. He had been saving his cum all weekend just for me and groaned loudly as he filled me completely.

He fell back on the bed, but wasn’t done just yet. “I want you to lick the cum off my cock” he ordered. I obeyed.

After the sex we laid in silence for a little while until he started small talk. Trying to be funny (I guess?) He said something about not being able to drink anymore at his friend’s house because they have kids, making it a joke by saying he told his friends “We’ll just give them hard cider.” and laughing to himself. I really should have given a courtesy laugh, but instead thought to myself *I love hard cider. Am I a child? Whatever I’m 20 I don’t need to have sophisticated drinking habits*

Snapping out of it and realizing I had created an awkward silence, I hopped off the bed and grabbed my bag.

“Wanna smoke now?” I asked pulling out my grinder. He agreed and I packed a bowl, and another after that. Halfway through the second bowl I noticed his dick was still hard. Looking back at him, he was already smiling at me, noticing me staring. I couldn’t help myself and moved in between his legs, holding up his cock and licking it all the way up before putting just the tip in my mouth.

His breath staggered as I took as much of his cock in my mouth as I could. Hearing his excitement got me so wet and I reached around to touch my pussy while I continued to use my mouth and hand on his thick cock. I spit on it and said, “You wanna fill up my mouth, too?” He nodded quickly and I took his cock in my mouth again, tightening my grip.

He grabbed my head and pushed his cock in deeper as he came in the back of my throat. Surprised he was able to cum so quickly, but happy that his cum tasted so good (pineapple juice I suspect), I moved back to his side and said, “Thanks for the treat”

“Damn, I only smoke like 5 times a year, I’m so high” he said putting his hand on his forehead.

*Oops* I thought and scolded myself *Just because someone says they smoke weed doesn’t mean they just sit around smoking all day like you*

“My bad. Are you ok?” I asked.

“No, I’m fine, that just felt so good” he laughed.

*Phew.*

Unfortunately, there was a break in the sex to satisfy both of our muchies and we ate some pizza while watching Mockingjay Pt 2 (I hadn’t seen or read any of The Hunger Games at all, but agreed to watch it since we were gonna fuck more anyways)

Ten minutes into the movie and I was expectedly lost and bored. I curled closer to him, and looked up, asking “Wanna fuck me again?”

He barely looked away from the screen, his eyes totally glazed over “I don’t know… I think I’m a little too high right now”

*Fuck* I thought *I did get him too high.*

And so followed the longest, most boring 137 minutes of my life. (I’m sure it’s a fine movie, I’m just more of a Von Trier or Kieslowski kind of a gal myself)

When it finally ended I couldn’t hide my impatience. “So… now?” He seemed back to normal and more amused than annoyed by my obvious indifference to the movie. He took my hand to lead my upstairs. Skipping reasonable foreplay, we started fucking with him on top. And all of a sudden I felt an urge to have him fuck me in the ass for the first time.

In our previous conversations he was always trying to convince me to let him put “just the tip” in my ass, something I said no to because I had never really wanted it and hadn’t even let my boyfriend do that.

So, because it was the first time I’d ever felt truly open to the experience, or maybe just because I wanted to please him and make him really remember me, I said, “Do you promise just the tip?”

He needed no context and didn’t even answer, almost growling while he flipped me over and bent me over the bed again, kneeling down.

“Spread for me like you do for everyone on Reddit” he ordered (he was referring to a GW account I’d prefer to keep separate, but here’s a visual aid: https://gfycat.com/AjarGiganticKatydid… for science is the go to GW joke right?)

I moaned as he licked my asshole and fingered my pussy, but suddenly I felt him disappear from behind me. I heard him fumbling around in the dark before I felt two fingers covered in lube rubbing and then entering my asshole and two others rubbing my clit. He pushed his fingers completely in my ass and spanked me before pulling them out and rubbing lube on his cock. Then, he stood up, turning gentle and slowly sticking the tip in.

No lies here, he was slightly above average and it *did* hurt. Not being able to help it, I recoiled and tried to stand up, whimpering slightly.

“Sh, it’s ok” he said, pushing me back down, but stopping. “Calm down.” It surprised me how much this dominance made me more comfortable. He rubbed even more lube on my asshole and put the tip in again without me moving. Very very slowly, he put half of his cock in me.

“Oh my god, you’re so fucking tight baby” he moaned, running his hands down my back and grabbing my ass. Only then did he start moving his cock in and out of me faster but still very slow, never giving me more than half.

“Do you like that, baby?” He said, running the nails of one hand gently down my thigh.

He was going slow enough so that it barely hurt anymore and I was starting to feel some pleasure when he had the full half inside me.

“Yes” I moaned as he filled me again.

“Tell me what you like,” he said, going just a little bit faster.

“I like you fucking my ass like that.” I whimpered slightly, feeling more pleasure, but also more pain.

“I wanna cum in your asshole so bad, please” he begged.

“Mmm, yes” I said, hoping the pain would recede like before. But as soon as he picked up speed, I couldn’t help but regret saying that and recoiling again.

Luckily, he sensed the pain and slowed, “It’s okay, baby, I don’t have to cum there tonight,” he said, pulling out. “Let’s take a shower.”

I followed him to the bathroom, thanking the booty gods when I saw that I hadn’t made a “mess” on his cock, one of my main fears with anal.

“You did a good job,” he said as he turned on the shower.

“Um thanks.” I said looking down, my shyness coming out for the first time.

We cleaned ourselves and he stepped out of the shower just as I stepped into the stream of water completely.

“Wow you just don’t give a fuck huh” he said laughing at me for getting my waist-length hair completely wet for no real reason.

“I’m sorry it just feels sooo good,” I said, “I’ll meet you in your room.”

I stayed under the hot stream for another couple of minutes before reluctantly turning off the shower (can you tell I love showers?) Wrapping myself in a towel, I walked into the room to see him sitting on the bed holding his hard cock ready for me. “Sexy” he said, seeing me in the towel.

I dropped the towel and walked towards him, straddling his lap and taking his cock in my pussy again.

“I *need* more of your cum in me” I begged, riding his fat cock slow while he sucked on my nipples.

“You wanna go to sleep full of my cum huh baby?” He smiled.

“Pleeaaassse” I moaned.

He spanked my ass and took over, grabbing my waist and bouncing me hard and fast on his cock. Then, thinking about our previous sexting conversations, I thought of what I could say to push him over the edge.

“Pleeaase give me your cum. I wanna be your little cum slut.”

“Oh fuck,” he moaned, fucking me harder “say it again, baby.”

His speed had pushed me to the point of screaming with pleasure again, but I managed to get out, “Make me your little cum slut, daddy!”

“Fuck!” He yelled as he gave me all the cum he had left, holding me hard against his him even after he had finished.

He turned on his side so we were laying facing each other until he finally let go and pulled out. It was late and I started to drift off while he touched my hair and asked me mundane questions about my life that I answered half asleep…

*There’s a bit more to add about the next morning and aftermath, so hopefully I’ll get to that soon. Thanks for reading :)*

Source: reddit.com/r/gonewildstories/comments/52lgx1/mf_losing_my_anal_virginity