"Use this," she said and I saw that she had slid a condom along the kitchen counter. Next to the prophylactic was some lubricant. We had a recipe for fun.
I was still kneeling. I unbuckled my belt, then undid the button and zipper of my pants. As I stood up I pushed my boxers and pants down to my ankles. My erection brushed against Stephi's ass.
I leaned to get the lube and my hips pressed against Stephi. She pressed back and wiggled her tush. I wiggled back, with my cock nuzzling in the crevice of her ass. Both of us were filled with the abandon of desire.
I squeezed some of the lube on the tip of my middle finger. I didn't know how much experience Stephi had had, but I was guessing this might be her first time, so I knew I would have to be extra gentle. Though I didn't have a lot of experience with anal sex, over the years I did have some. My wife and I had tried it a couple times, she didn't like it much, but because of the taboo nature of it, I often came quickly. Standing behind Stephi, I knew another quick orgasm was ahead. Just the feel of her nylons against my thighs made me giddy.
I backed away, placing my left hand on the small of Stephi's back. This allowed me to keep her dress up and provided me with another point for balance. I put my finger on her sphincter. Her back tensed and arched under my hand. It seemed I could feel her sphincter tingling with the tip of my finger.
I began to push my finger in and Stephi relaxed, to permit access. I worked the finger in and out. The more I worked the finger the more she relaxed. On entry I would angle the finger to expand her sphincter.
Once I was felt she was comfortable, I relubed my middle finger and added some to my index finger. This entry required some work for entry, but slowly my fingers when deeper. Using a scissor motion, I could open my fingers and stretch Stephi's tight anal ring. I would slowly work the fingers in and out, just short of removing them. The rhythm was to slowly push the fingers in and expand, then quickly pull them to the edge of Stephi's sphincter.
"Ummph," moaned and grunted with each reverse thrust. I reached around to his cock, she started to purr and rotate her hips. Displaying exuberance of youth, I could feel her cock stiffen.
After a few minutes of this, I lubed my index, ring and middle finger. Curling them I pushed into Stephi's tight bum.
My cock had slackened some, so I started to hump her thigh, gliding against her thigh-high nylons. We started to rock into a lustful frenzy. Cum was dribbling out of my cock.
"Please," moaned Stephi, then she added in an almost inaudible whisper, "in me."
"My fingers are too slippery to open the condom," I said. She grabbed the rubber and started to open it. I made it difficult, because I kept thrusting my fingers into her ass and stroking her cock.
Pushing up, she stood up from being bent over the counter. She twisted her torso and moaned: "Let me...umph, let me awwhh, put it on."
I pulled my fingers out, but held my grip of her penis. She grabbed my wrist with her fingers and said, "No... I want you in me."
When I released her cock, her dress fell down, but the erect penis darted against the front. She kneeled before me and slide her tongue along my shaft.
"Careful," I said pulling him hip away, "I'm ready to explode."
Stephi put the condom on the head of my penis. She rolled it down an inch, then pulled up the tip, then rolled the rest of the way down my cock.
"There," she smiled. "We are both ready."
She reached to the hem of the dress and pulled it up as she turned around. She bent over the counter again. The black dress clinged to her waist and with her bent over only side to the cleft at the top of her ass. I pushed my three fingers in her ass one last time to push her open.
Lining my cock up to her sphincter, I squirted lube on my shaft and then I started to press. She tensed.
"Relax honey, I want in you," I said softly trying to soothe her, with my free hand I caressed her hips and reached around and founder her still hard. I felt her force her sphincter open and my cock slid into her. As soon as I was past her anal ring, I was able to slide all the way in. In that motion I heard Stephi gasp.
She held me in with her clenched sphincter, I slowly slid back and waited. I had released her cock and put both hands on her hips. I my cock in and out, slowly. I only enter an inch or two and slipped back. She was clenching her sphincter, but was accepting my small thrusts.
I pulled out to the head of my penis. Looking down I could see most of my cock lined up with her soft, round ass. I stood there admiring the view and waiting for her to untense.
When she relaxed I slammed into her.
"Aaaaaa," she groaned.
"Did that hurt," I asked.
"Noooo," she whispered dreamily. "more."
More she got. Her ass had loosened up and I was humping her in ernest.
"Hmmph," she groaned with the first four or five thrusts, but soon her grunts were yielding to moans. If she was a virgin, as I suspect, she would be sore tomorrow, but now she was pushing against my thrusts. She was alternating between a series of: "Ummmph, ummmph, ummmph," as she breathed in and "yessss, yessss yessss," as she exhaled.
I kept working her. I could feel my balls bumping against hers.
But not much longer. My mind was spinning with, the tight grip of her ass, the sounds of her groans and of her head bumping against the cupboards.
"Awwwwhht," I groaned as I came hard in her ass.
I collapsed over her and my hands had slipped down to her thighs. I felt them trembling and I squeezed them.
"Thank you."
I think it was me who said that between breaths as I tried to regain my composure. I reached down and tickled her testicles. I slide the fingers of my left hand along her cock.
I still owed her a blowjob, dinner was on the table and, at least once more, I wanted to fuck her ass. There was a lot on my list, but we had time.
I wasn't sure where this adventure would lead, but it would continue on...