My wife, Sally and I were approaching our 10 year anniversary and we decided on a trip to northern Italy.
We decided to split the trip in two spots, we were going to start the trip in the mountains then a few nights on the coast. As the trip grew closer Sally started shopping for some new outfits to wear on our trip. She order a couple dresses and tops. We were laying in bed with about two weeks to go before our trip and I looked over at her and she was scrolling through some very sexy lingerie. I was instantly focused and she noticed me staring at her phone.
Sally said, “I was thinking about getting something new for our trip”
I felt my heart pick up. I love a good set of sexy undies and Sally was still very attractive by any standard. Even after being together for a total of 15 years I much rather get off to a picture or video of her then any porn.
Even after having our little one she still had an ass that turned heads every time she wore leggings out, perfect skin and hair and the only change in her tits from when we were dating was they were slightly bigger after having the kiddo. Her legs were nice and petite with a little waist.
She pointed out something here and there and asked me if I liked them. I liked them all and my cock was rock hard thinking about her body in these sexy little sets.
She surprised me and googled, “best silk crotchless panties” she looked at several and I held my cards close to my chest. I didn’t want to be overly excited. She said, “I think these are naughty…”
I responded, “why don’t you get the ones with the pearl string… I think that would be fun and more than sexy”
She reached under the covers and her hand wrapped around my rock hard cock and said, “I guess this means you’re not lying”
“I’d love eating you out and swirling my tongue over your clit and having these pearls help my goal of giving you the best orgasm” I responded
She rotated herself on top of me. We have a great sex life but she rarely gets in top. It’s my weakness and typically she has me cumming quicker than I’d like to admit. If she was on top it was usually because she had already gotten hers at least a couple of times and was treating me to an extra sexy treat. She guided my cock with her hand to her slit. She was soaked.
“Feels like I’m not the only one who’s getting excited over shopping for our trip” I said into her ear.
She lowered herself on to me and I felt her warmth and wetness wrap around my rod. She sat up and started to ride me. Her perfect tits we’re bouncing and she was biting her lip. I felt my cock swelling and Sally felt the change and leaned back towards me and her chest was against mine. She slowed her pace significantly and I felt my balls relax a little.
“Grab my ass” she demanded in my ear.
Sally wasn’t typically very vocal and I loved it.
I loved it more because any time she wanted her ass grabbed it usually ended with her getting dp’ed with at minimum a finger in her ass or if it was a wild night a toy.
I reach around her and took a cheek in each hand with my index fingers just inside her crack and squeezed hard and pulled her down so I was as deep in her as possible.
She moaned in my ear and her breathe became heavy.
She I slipped my right index finger further into her cheek and just applied a little pressure against her rose bud and she took a sharp breathe in.
I love having both spots filled at the same time. It felt great, the extra pressure and tightness was amazing. More importantly she came so intensely whenever we did it. Her pleasure and orgasm was like a drug for me. I lived for how her body tensed and her moans while she came and how her body completely relaxed after her orgasms subsided.
Giving her two real cocks at the same time was a fantasy I’d had since the first time I took her holes at the same time and she had a leg shaking, full body spasm orgasm. If she got off that hard with just a finger in her ass I couldn’t even imagine how much more pleasure she’d get from two cocks.
This naughty thought returned to me each time she wanted to be dp’ed.
She breathed “more” into my ear.
I responded, “more what?” I wanted her to say it.
She responded by biting my next and pushing back into my hands.
My mind pushed the thought into my head that she was in the perfect position with her ass up for another cock to fill her ass.
My mouth spoke before my filter worked,
“You want two cocks in you?”
She didn’t respond but seemed to tense a little at my words. Fuck it, I just put that out there and I was going to run with it.
I teased her ass more by pushing a little harder. I asked, “do you want to be filled by two cocks”
She said very quietly, “yes”
I pushed a little harder and the tip of my finger slipped into her ass.
“Yes what? “ I prompted
Her hips were grinding against me and said, “take my ass, I want two cocks in me”
My cock swelled with her words and I pushed my finger deep in her ass. She moaned and let out a long “yesssssss”
I couldn’t believe she said it and was playing along with me. The only thing that has ever been off the table was bringing someone else into the bedroom. Her playing along was the ultimate taboo for me.
I moved my finger in and out of her in opposite thrust of my cock. Her breathing was getting quicker. I knew she was close.
“You love it don’t you, you need two cocks in you? I said while reached up and pulled her hair.
“Yes, give them both to me” she panted.
I pushed my middle finger in and felt her tight ass squeeze tight around my digits and I could feel my fingers against the back of my cock from inside her. She was so fucking tight.
I started to pound into her with vertical thrust keeping her pinned to my chest by pulling her head into mine by her hair. I pumped my fingers in out of her and she started to cum and I said, “we’re going to fill both your holes with cum” and I started spilling deep in her. She groaned and squeezed my dick tight and we came together.
She rolled to her side and my cock slipped out of her sling with my fingers. She faced me and smiled looking bashful like it was our first time. I just said, “wow”
She kissed me and rolled facing the other way and I spooned her. She quickly fell asleep. I drifted off switching between being very turned on from what just happened and worrying in post nut clarity that I took it too far.
Source: reddit.com/r/eroticliterature/comments/vul6ka/anniversary_trip