The First Step
May 18 2026
Please be gentle with me. I haven’t done any writing for some years… Thanks Bri.
The Step
My husband and I decided we wanted to spice things up.
We had been married for quite some time and were adventurous in our youth. We wanted to dip our toes slowly into the “Lifestyle”. Our son had finished high school and so with no more school fees to pay, we had a budget for fun.
We decided baby steps. We would both experience erotic massage’s with happy endings. We had both had 3 before with mixed results but no sex.
This time I has going for the full experience.
I had seen my masseur a couple of times before so I felt safe and comfortable and we had a good rapport.
A really nice guy with strong hands and a muscly physic and nice eyes.
He is big on reinforcing consent at each stage of the massage. I really like that.
So today as I complete the indemnity, I finally circle “Yes” on the question about do you want sex as part of your session. I turn my page over and walk to the massage room while he checks the document.
I nervously undress and lay on the massage table face down and don’t bother with the towel for draping. I had worn a beautiful set of bright fushia pink sexy lingerie under my clothes to give myself the little confidence boost and these now lay nicely folded on top of my clothes.
I like sexy lacy lingerie. It’s knowing what’s underneath my clothes and that they look good, gives me that boost to my confidence.
I am a short woman only 5”1 but curvy, around a size 14 ladies with decent size D boobs for my age, but I am aware I am not a fit girl.
My masseur D, walks in. “That is a change - Are you sure you are ready for that?”. I smile and reply softly “Yes, I think so”. He walks out to retrieve a new box of Condoms. Safety first.
We had previously discussed the journey I was on and he had listened with interest.
We discussed the rules that hubby and I had discussed and number 1 was safe sex for any penetrative sex.
I wait nervously while he sets the back ground music and strips down. He was naked for my last massage and I had sneakily looked and touched. He was muscly with a nicely defined chest having played contact sports in his younger years. A decent dick with nice girth.
The massage starts with the normal flowing strokes down my back. He uses a really nice coconut oil that my skin adores. Then he gets into my shoulders, back and neck moving on those troubling knots. He is a trained masseur so is skilled in his massage. The rest of my body gets attention, and my calves rejoice at the release of the tightness. The massage progresses ending on my butt. I like it when he kneeds my butt cheeks. It is surprising how much those muscles can be tight.
It is time to turn over.
The massage continues as normal with my neck being worked on before he lengthens his touches to my chest. D had already told me previously I had great breasts. He massages around them and my stomach before returning to my nipples. Long strokes around and over my breasts before he touches my round areolas. Circular strokes around and over those big targets.
Now we are getting to the spicy bit.
He takes his time touching before his mouth is on my nipple. Kissing and licking before doing the same to her twin on the other side.
He returns to the flowing touches down my body. Touching close and going past the place I am waiting to be touched. Closer and closer those strokes go until he moves over my pubic mound and past down to move over my centre. The first brush past there is so exciting. I wait until another few passes with his hands and then his fingers are running over my clit. The touches are like satin and they continue.
My breathing rate increases.
I then feel his fingers from his other hand waiting at my entrance. He confirms with me that I am ready for more and I nod, not having the sense to speak while I am concentrating on the touches to my body.
He slowly slides 2 fingers in and angles so his thumb is on my clit. The pace is slower this time. I like it and I can feel that feeling start where you know it’s building.
I feel his other thumb on my clit beside his other. Oh My God. Where did he learn to do this? It is amazing and my orgasm is starting to build. I know it won’t be too far away. It feels so good and I start to pant and little moans come out of my lips and then I am tipped over the edge.
Oh my god, the orgasm is intense, I am moaning and riding the high and when it is still going, his mouth is suddenly on my clit as well. Licking and sucking and that just intensifies it further and my orgasm continues on and on. So powerful. I have not climaxed with that sort of power or length for quite some time. His strokes slow at the end of it and I finally need to stop the touch. I am a pile of skin with no bones, utterly shattered.
I feel like a puddle of goo.
I tell him I don’t think I can move so he may need to climb on for sex and confirm I am good for that. He gently positions me so my butt is on the end of the massage table and slips on a condom.
I am still vibrating from my orgasm so I know that first entry will be amazing.
He confirms again I am ready (gotta love the continuing confirmation of consent!) and pushes in. It feels good. Different. This is the first man other than my husband I have had sex with in around 19 years. He starts slowly. Nice thrusts. I want more and I tell him so. He increases pace. It feels good. I put my ankles up on his shoulders. I won’t come again after that giant orgasm but it feels very good. His breathing increases and he tells me he is going to come. I tell him to go for it. The thrusts speed up and then he is climaxing. I can feel the way his body is shaking that it must have been good.
We stay that way for a minute or two then I slowly peel my legs back down and he withdraws and goes to the bathroom. I lie there with a huge smile on my face and wonder how I am going to get up and get dressed now.
After a few minutes I am able to move and sit up, we hug chest to chest for a minute before I get up to towel off and get dressed. We say our goodbyes and Thanks.
One very big step into the world of swinging and I feel ecstatic. Hubby and I have talked about playing at a party next and I know I am almost ready for that. Now to go home for lots of aftercare cuddling with my hubby and to sleep that amazingly satisfied sleep.
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