*This is the second part to my birthday surprise for my boyfriend. You can check my profile and find the previous story if you haven’t read Part 1.*
Once I returned home from our dinner adventure, I started getting ready for Phil to come home.
You see, Phil had never had anal sex before and what better time for me to take his cherry than on his birthday? I just hoped that I wouldn’t have to wait too long. Though I had had anal sex more than a handful of times at that point, the last time I did butt stuff was in my previous relationship.
I took a shower, and washed myself. I used a bulb syringe to wash out any excess yuckiness, then dried off and went to my stash of toys and pulled out the new pink jewelled medium plug I had ordered for the occasion.
I applied a generous amount of lube around my asshole and on the plug itself. It had been a while since I used one and spread my legs and bent over a bit to get the right angle for insertion. Once the tip of the butt plug made contact with my anus, I made small circles around my rim and rocked myself from side to side, which helps with initial insertion. Another minute or so and I successfully inched my toy fully into my butt and that distantly familiar feeling of fullness returned; I liked it.
Now for the bait.
I got my tripod out and took several pictures showing off my newly stuffed ass. I decided on one then texted it to Phil. Accompanied with the picture, I texted:
“I want you to fuck my ass tonight.”
Less than 10 seconds later the response came through.
“FUCK.”
Satisfied with his response, I texted back:
“Take your time though! Finish what you have to, I’ll just call up the girls for book club.”
The “girls” are three of my besties from college, Katie, Abby, and Emily. Unfortunately, we lived in three different states, so getting together wasn’t really a thing. Our best way of staying in contact was periodic texts and, well, book club.
Our book club was a little different from what you would imagine though. There were no meetups of cakes and wine, sitting around gossiping, or pretending that we actually read the thing. No, ours was an unapologetic smutty book club–we only read erotica, and then talked about it over the phone. Our first series was obviously the fifty shades series, but we’ve read so many since then, and I have so many favorites. Anyway we were reading one by K Webster, one of my favorite novelists on the scene.
I texted Katie, Abby, and Em, and pretty soon we were on a call. On more than one occasion during book club (i.e. pretty much every time) I ended up with a hand in my pants as we re-read and remembered the scenes. Lying naked in bed with a plug in my ass wasn’t going to be any different. We started talking about the book, the relationships, the motivations–but most important–the sex.
I didn’t hear him come in, and I think that was the point. I was laying on my stomach with a hand under my hips, slowly gyrating my clit against my fingers when I felt his hands grip my ass cheeks.
“Aahh!” I screamed.
“What the hell, are you ok, Jenn?” Emily asked.
I had already spotted Phil behind me with a finger to his mouth telling me to stay quiet.
“Sorry! I thought I saw a bug!” I lied.
The girls laughed and kept talking. I muted my line and turned to face my guy with a smile.
“You ready for your final birthday present?”
“Are you sure?” His pants were already off.
“Yes, baby. I’m all ready for you.” I reached for his cock and put it in my mouth, getting it nice and ready.
“Grab the lube from the nightstand.” He handed it to me and I squeezed a generous amount into my hands and onto his penis, then coated it.
I turned back around on my knees, gripped the headboard to present myself.
“You’re going to need to take the plug out of my ass for me.”
“Jenn, you there?” Katie asked
I took myself off mute. “I’m here. Sorry I zoned out a bit.” I held in a moan as Phil gently pulled on my plug until it popped out.
“That’s ok. I asked what you thought about their first encounter.”
“Oh.” Phil placed his meat between my ass cheeks and paused, as if waiting for me to answer. “I think it was really well written and sets the stage well for the kinkier scenes.”
I look back at my lover. “I just love it when a man knows how to take control.”
I think Phil knew that I needed this as much as he wanted it. That I wanted to surrender my entire being to him.
He slowly pushed his erection past my tight entrance and into my ass. Suddenly I was full again. I liked it even more, but Phil definitley felt bigger than the plug.
I put myself on mute again so I wouldn’t make any unseemly noises. And once most of Phil’s cock was inside of me he lingered a bit, enjoying the feeling of my ass around his cock for the first time.
I looked back. “Keep going, baby, I want it all.”
Phil obeyed and slowly pushed forward until his hips were pressed all the way against my ass.
“Now fuck my ass, baby” I begged. “I can’t wait to feel you fill my ass with your cum.”
He grabbed my ass in both hands and built a consistent slow rhythm, I think trying to be careful not to hurt me. My friends were still carrying the conversation between themselves without much mention of me thankfully. I checked my phone again to make sure I was on mute, then began to moan, showing Phil how much I was enjoying it.
“Fuck me faster, baby.”
He obliged. I was getting it hard. Feelings of intense pleasure and sweet pain swept through me with every thrust.
“Oh God. Yes, baby, fuck my ass. Fill my ass with your cum.”
I think my word choice sent him over the edge, because he threw his head back, and groaned into the air as he shot his second hot load of the day inside of me from behind, no longer as an anal virgin. I loved the feeling of it, and he *almost* sent me over the edge as well.
When he finished pumping his cum into my backdoor, Phil took his cock out of my ass and he flipped me onto my back and dove into my pussy with fingers and tongue, still teasing and fingering my taint while he treated me.
I turned off my phone. It was too hard to concentrate on my orgasm with them talking.
A couple minutes later, I screamed and gushed onto my partner’s lips. My orgasm was only amplified by his finger in my ass and the recent sensation of getting fucked there. He crawled back up to me; we kissed and cuddled before getting ready for bed. Before we got up, I said “if you liked your birthday present, just wait and see what I have in mind for Christmas.”
But that’s another story.
Source: reddit.com/r/gonewildstories/comments/mo67jo/fm_birthday_surprise_part_2_anal_sex_goes_well