My desire to include Tom in the fun was going nowhere. I tried to think of a way he could be in the room when I enjoyed other men. The adult bookstore/theater had worked out well but we couldn't expect it to go so well the next time.
We decided to go back to Louisville, to the Holiday Inn, for a weekend with thoughts of not only bar play but possibly including a theater visit... We discussed the coming weekend as we laid on the bed, windows open, and the Wednesday evening breeze cooling the room. it was having the perfect effect on my nipples!
I was playing with my husband's testicles, which we both enjoyed. His limp cock was dangling above for me to stretch and often slip a fingernail in the opening. He could feel it but no erection. Scraping my fingernails over his balls, lightly at first, and eventually increasing to just short of drawing blood.
I openly asked him if he thought I could be a hooker. He replied with a grin, saying he would be able to quit work and let me support both of us. I told him I was being serious.
I had thought about the idea of being an escort, not really a prostitute, and the benefits it could bring. Maybe a steady clientele, a 'showpiece' so to speak but then considered running into someone who recognized me. Not a pleasing thought.
As I continued to squeeze his balls, I joked with him and said I should just jerk them off. To my surprise, he moaned. I questioned further. Would you like that I asked? No response.
To push it further, I told him maybe I should just make him my 'pussy' and fuck his ass. Another moan. Aha, was I touching on something he has fantasized about?
To test him further, I put my forefinger in his puckered anus and slip it in up to my middle knuckle. Another moan. I was learning about his desires.
Still nude, I got up and retrieved a lube I used on my vibrator and returned to bed.
Without further discussion, I lubricated my forefinger and middle one while kneeling between his legs, I played with the outside area around is the anus. Looking down at him, I could see he was enjoying it.
I cupped my breast with my left hand, and then reached between my legs to my wet opening and inserted a couple of fingers. I withdrew them and leaned forward to allow him to lick them clean.
Seeing him totally involved in my activities, I slipped my fingers, one initially and eventually both, into his anus. He pushed back. I worked my fingers in and out a few times as he continued to lick my left hand.
I whispered to him I thought he might enjoy being my 'pussy boy'. Not only would he still clean me after fucking other men, but I would also be able to show him just how hard they had fucked me. I asked if he thought I should? He nodded immediately. To continue to pleasure him, I said those men really liked to pound my pussy and now I would be able to do the same to him.
I was pleasantly surprised to see him ejaculate cum. Mmm, I loved knowing he was so excited with my manipulation of his body.
As I talked, I knew I was on the verge of changing our lifestyle tremendously,
And I hoped the weekend was going to be one neither of us would ever forget.
Much to my surprise, I discovered sex toys on Amazon! Check it out.
I looked at the various dildos, harnesses, and other equipment to allow me to 'peg', my lover. I didn't order from them but had a knowledge of what to look for in the adult bookstores.
As I packed for our weekend, I only picked out the most revealing clothing for the bar and a few outfits that would allow immediate action if we visited a theater.
I visited Literotica to read stories of other's experiences in theaters and found only a few with negative results. I made a mental note of telling Tom to get condoms.
As we drove to the hotel, I spotted a larger adult bookstore than we had visited previously. I had Tom stop so we could go in. I imagine he knew exactly what I wanted him to purchase.
We looked at the various sex toys and eventually found the strap on selection. As we considered the various sizes, colors, and harnesses, I looked around to see if anyone was watching. A couple of men where watching, so I played up us making our selection.
I found a smaller outfit with a penis about an inch in diameter, five inches long, and commented for all to hear, that this would be good enough to start with, but gradually moved down to one that must have been 4'' plus in thickness and as long as my forearm. Saying I couldn't decide which one to get.
Seeing the men were locked on to us, I told my hubby I thought the one about an inch in diameter would be good in turning him into my 'pussy boy'. Tom blushed at the thought of them hearing me.
I had him get it off the wall and moved to the other sizes. I ran my hand over the largest and commented to all, I didn't want him to take that much, hesitated, and add, yet.
Finally, we ended up with two selections, one inch and another slightly larger. As Tom played for them, I looked at the guys and winked. They both smiled and I think I could see a boner on one of them.
We arrived at the hotel around 5, Realizing it was 'happy hour time, we hurried up to our room. I changed into a short black skirt, no panties, put on a demi-cup bra that barely contained my breasts and to tease, even more, I raised my breasts to a point where my nipples would show. I put on a white blouse, unbuttoned to below the bra and then freshened my makeup, I put on my four-inch stiletto heels. I was ready.
I surprised Tom by telling him I wanted him in the bar. I said it as the time for him to see me at work in picking up a new man.
I sent him down and waited a few minutes before I followed. When I walked in, I saw him at the far end of the bar and receiving a drink from the bartender. I stayed at the bar on the opposite end.
I was attempting to move up closer to order a glass of wine but was failing to make any movement. Two men were chatting, so I thought, hell, ask them to order for me. I touched on of them on the arm to get his attention. He turned and looked me over. I turned on the charm.
I asked 'what's a girl got to do to get a drink around her'? He said he would be glad to order for me, but only if I was drinking with them. I assured them I would.
I learned their names were Charlie and Walter, local businessmen, looking for a place to have a drink and fun. Smiling, I said I was local, an owner of a shop in Shelbyville.
Knowing Tom was watching, I moved forward and managed to rub my breasts against the arms of both men. I glanced to see Tom smile at me. I wedged myself between them and asked what type of fun they were looking for? I nonchalantly ran my fingers between over my cleavage. Charlie said I would do just fine. I said I thought the same of them. Both men liked my response. We discussed the possibilities, bantering it back and forth, with me telling them I had a few hours before I was expected home. I suggested they get a room and we could see what we could get into. Both liked the idea. Walter left to get the room and I told Charlie I needed to visit the ladies' room.
Tom saw I leave the bar and followed in a minute or so. I was already on the cell to tell him what was happening. He said he would wait in the lobby and get on the elevator with us so he could see what floor we go off.
I checked myself in the mirror and returned to the lobby. Both men were waiting. When the elevator arrived, all four us got on. Brazenly, I nuzzled up to Walter and loudly whispered I was so turned on. We stopped on the third floor. As we existed I glanced at my husband. He allowed the door to close.
.
The three of us entered the room and I went to the bathroom to 'get more comfortable'. I told them they should use the time to do the same. I called Tom and when he answered I said the room number and quickly hung up. I checked my makeup, tweaked my nipples and admired their response.