We’ve been married for nineteen wonderful years. Our beautiful daughter graduated from high school with honors and is now comfortably settled in her college dorm room.

Even after all these years, James is still so caring and attentive to me. I love him now, just as much as the first time I saw him in a shared class during our senior year in college. We dated throughout our last year of school before marrying a year after graduation. I became pregnant with our daughter, Millie, a year later.

We both struggled to decide how to celebrate our upcoming twentieth anniversary.  James surprised me by reserving an overnight stay at a beautiful rustic inn on the coast and booking a dinner reservation at a romantic, beachside restaurant overlooking the ocean.

I closed my eyes. With a sigh, I envisioned his tight embrace, as we gently swayed to soft music on the restaurant’s patio dance floor, bathed in the moonlight.

Having already taken care of his end of the anniversary planning, I struggled to come up with a suitable expression of my love to gift him in return. 

Suddenly, I had an epiphany.

Our early sexual journey had been spontaneous, intense, and creative. We tried every position in the Kama Sutra.  All save one.

James had asked multiple times to try anal sex. He let me know he really wanted to experience fucking my ass.

I always refused his requests for many reasons. 

It seemed dirty.  Not so much morally dirty, but physically dirty. 

It would be painful, especially with a well-endowed man like James. I confirmed this when I broached the subject with my trusted coworkers and friends. 

A few had tried it. Most said it hurt too much and said, “Never again.” Others shared, “It did nothing for me.” 

Although it frustrated him, I told him anal wasn’t something that aroused me.

Eventually, he gave up asking.

Nonetheless, our sex life continued to be fulfilling. 

That is, until our daughter Millie was born.

While still incredibly satisfying when it did occur, the frequency and adventurousness naturally declined as we settled into parenthood. 

This was especially true as Millie got older and began to walk, talk, and, most importantly, ask questions we weren’t ready to answer at that point.

Now, with our daughter a young adult and away in college, I decided to try to regain the vigor we had experienced previously and allow my husband to deflower my butt and fuck me in the ass.

I was incredibly nervous, no, scared, about letting James buttfuck me. However, I was sure this would rekindle the spark we once shared and add the spice we were missing back into our marriage.

It would be the most special gift I could give to James to celebrate our shared love on this special anniversary.

I prepared for the trip by purchasing some expensive new lingerie as an additional surprise for James.

A beautiful black lace bra, panty, and garter belt set, along with a pair of very sheer black stockings. The saleswoman agreed James would love seeing me in it after I told her I was looking for something to surprise my husband for our anniversary.

Although I was committed, I still had reservations about taking James’ cock up my ass. I Googled the topic online, trying to learn as much as I could about anal intercourse.

I learned that many women try anal sex with their partners once, but never again, because of the intense pain it caused them. This meshed with what I'd heard from my friends earlier.

It was especially true for those who used no, or very little, lube. I also learned it helped if the woman, with or without her partner, stretched herself beforehand, using fingers and toys such as plugs or dildos.

Learning all of this, I knew I needed to prepare myself prior to our anniversary.

I visited a local sex shop, purchasing a set of step-sized butt plugs and multiple tubes of anal lube. I read that there is no such thing as too much lube when it comes to anal sex.

A month before our anniversary getaway started, I carefully began using the different-sized plugs to get my ass ready for my husband. With lots of lube, I inserted the plugs, starting with the smallest and moving to each larger size when I was ready. Each increase caused me some pain and a distinct burning sensation at first, but I found that with time it became easier to take the penetration with less and less discomfort. It even became more pleasant the longer I used them. I also found it to be easier if I stimulated myself while masturbating as I inserted the plugs.

"This just might work," I said to myself.

Finally, our anniversary weekend arrived.  James and I could barely contain our excitement about getting away to relax and reconnect as a couple again, even if it would only be for a few days.

“A second honeymoon,” I thought as we left and our car headed down the road.

The drive to the coast was exhilarating. A bright blue, cloudless sky welcomed us to the exciting weekend ahead. We drove with the top down on our convertible, allowing the sun to shine on our faces and the wind to blow in our hair.

Taking the scenic route through green rolling hills, we enjoyed each other's company, talking about everything and nothing. We reconnected, like we hadn’t in years.

Seeing James’ love for me shining in his eyes, I felt a familiar tingle between my legs.

 He turned and smiled at me.

“This is going to be such a fun weekend,” I told him.

"Yes, it will be," James replied, nodding.

An hour later, we turned onto the coast highway, the ocean coming into view and salt air greeting us.

Soon afterward, we pulled into the parking lot of the charming, rustic inn. White stucco walls graced the building sitting on a bluff overlooking the Pacific.

We checked in quickly, then found our room. Like an impatient newlywed, I gasped audibly as James quickly opened the door.

The room was gorgeous. A king-sized, four-poster bed filled most of the space. A large sliding glass door opened to a balcony with a stunning view of the ocean.

As the door closed, I wrapped my arms around James and gave him a passionate kiss, sliding my tongue into his mouth, dueling with his. He responded with a similar urgency.

I pulled away and whispered, "Thank you, my love," resting my head on his shoulder. "We have needed this for far too long."

James nodded.

"Yes, I have the same feeling. We really needed this, Diana."

He kissed me again, my toes curling as his incredible kiss reignited something in me that had been dormant for years.

Finally breaking our kiss, I looked deeply into my husband's eyes, saying, "There will be more time for this later. I have a special gift planned for you later that I know you’ll really enjoy."

"Oh, yeah. What might that be, my darling?"

Smiling and winking, I give him another peck on the lips.

"You'll see. Be patient, my love. I don’t want to spoil your surprise."

The afternoon passed quickly. We strolled hand in hand along the boardwalk overlooking the ocean. Our unhurried conversations relaxed me, slowly shedding the daily grind as we totally immersed ourselves in the beautiful surroundings.

An underlying excitement began to surface between us as the evening drew near.

James asked me several times about the surprise in store for him, but each time I just smiled and told him he just needed to wait.

As the sun set, we returned to the room and prepared for our dinner.

After showering, I sat at the vanity and carefully applied my makeup.

I was still nervous about what I would be giving James later, but I did my best to push that anxiety out of my mind. I wanted everything to be perfect and to not let my fears spoil the evening.

Rising from my seat, I put on my new bra, adjusting my breasts within it to fully enhance their appearance.  Next, I fastened my garter belt around my waist before carefully sliding the stockings up my freshly shaven legs and fastening them to the garter clips.

James watched me intently as I dressed.

I smiled, relishing the moment longer than necessary to tease him a little.  He always loved it when I wore my fanciest lingerie for him.

Stepping into my silky lace panties, I slid them up past the garter straps and into place.

James came up behind me and wrapped his arms around my waist. I felt his erection pressing firmly against my ass. I gasped in anticipation as the evening's expectations flooded my mind.

Kissing my neck, he whispered, "God, you're so sexy, Diana. You can't imagine the hold you have over me."

It took all my willpower to keep myself from just pulling him into bed that very moment and ravishing him.

"No, not yet, my love. Let's go enjoy our dinner. Then, we will have the rest of the evening for this and my special gift I’ve planned for you."

James groaned, "Damn, girl. You are such a tease. You've got me all worked up now, wondering about this gift you keep hinting at. I don't know if I can wait much longer."

Smiling, I said, "Come on, lover boy. You can wait until after dinner."

Slipping into my black velvet dress and four-inch pumps, I pulled my long blonde hair to one side.

“Please zip me up, honey.”

The sound of the zipper sent shivers through me.

Turning to James and smiling, I told him, "Give me a moment to freshen up a bit in the bathroom before we head out."

"Hurry, my love." James responded. "Our reservation is in twenty minutes.”

Quickly, I pulled the medium-sized butt plug from my makeup bag. I lifted the hem of my dress and pulled my panties down my thighs. Applying a liberal amount of lube to my finger, I slide it around and into my virgin butthole.

Coating the plug with more lube, I bent over, balancing myself with one hand. Taking a deep breath, with the other hand, I slowly pushed the plug into my ass.

It burned initially, as always, but my previous stretching helped, and it soon slipped past my sphincter and fully into my ass. I exhaled the breath I'd been holding before cleaning the excess lube from my ass and fingers with a clean washcloth.

I pulled my panties back into place and smoothed down my dress.

Prepared as best as I could for now, I took a quick look in the mirror before I exited the bathroom to rejoin James.

"Ready, my dear," I said, giving James another quick kiss before we left.

It was only a short walk to the restaurant.  We were seated on the patio with a stunning view of the moonlit ocean. Dinner was perfect. We shared a bottle of wine with the perfectly prepared meal.

For the most part, I was able to forget the plug that was filling and stretching my ass. Occasionally, however, a twinge of discomfort would occur as I shifted my weight upon the chair.

At one point I visibly grimaced. James noticed and asked, “Is something wrong, Diana?”

"No," I said trying to reassure him. "Just trying to get a little more comfortable on this chair." I lied.

As the evening progressed, we finished our meal holding hands, looking longingly into each other's eyes and talking softly together. We agreed to forego dessert, both of us wanting to get back to our room for the dessert we really wanted.

As we got back to our room, the door had barely closed behind us before James roughly backed me against the wall.

His mouth claimed mine with hungry kisses we both desired. Dueling tongues ignited a passion sorely missed as of late. Breaking from our kissing, I turned and swept the hair from my shoulders. James, taking the hint, reached behind me and began lowering the zipper on my dress. 

My heart raced, and my pulse quickened.

Looking into his eyes, I let my dress slide off and pool at my feet. Reaching behind myself, I unfastened my bra, which fell to the floor, joining my discarded dress.  My breasts were now exposed to James, my nipples already hard. I smiled and kissed him again, now dressed in only my panties, garter belt, stockings, and heels.

He looked back at me with an intensity I hadn't seen recently. "So, what is this surprise you have for me, my love?"

Taking his hand, I slid it down my back and over my panties until he felt the plug at my rear entrance.

His eyes went wide.

Stumbling for words, he whispered, "Is this what I think it is?"