Double Penetrations

by Anonymous (Kelowna, BC)

As I mentioned in my last couple of stories, my ex was a woman from the Philippines. Gigi was 5’ – 3” and under 100 pounds when we first met and 125 pounds when we divorced.

She had large, 36C breasts, with nipples that were larger than those on feeding bottles. When aroused they stuck out about an inch and were over ½ inch in diameter and very sensitive. After about 10 years of marriage, she had her breasts enlarged to 36D, but lost sensitivity in her nipples.

When we got married, Gigi had very little public hair and after having our kids, she plucked herself bald. Her clit was bigger than her nipples and about the size of my thumb. When aroused, it stuck out between her lips. Her nipples and clit would cause a stir on a beach, as they were both noticeable when she was aroused.

I am 6 feet and 185 pounds, fairly good shape with a 7 1/2 “cock that is just under 2” thick. In my last story, Gigi and I had purchased a sleeve that added about an inch in length and ½” in girth to my cock. Gigi found it immensely pleasing so she went back to the store and bought a second sleeve that she wanted me to wear over the first sleeve.

I really enjoy having my nipples sucked as it makes me rock hard. With Gigi sucking on my nipples, I slipped on one of the sleeves. Gigi got on top and lowered herself down onto its full length while continuing to play with my nipples. I was so hard it was almost painful and Gigi was now riding an 8 ½” x 2 ¼” cock. After cuming a couple of times, Gigi asked me to add the second sleeve. The second sleeve made me 9 1/2” long and over 2 ½” thick and I thought there was no way was Gigi going to handle something so big.

I lay back on the bed with this pole sticking straight up in the air. Gigi added some lube and planted her feet on either side of my hips and squatted over this huge shaft. The first inch slid in easy as did the second inch, then came the part that contained my cock head. Gigi lower herself down onto her knees, as her legs were shaking so much, then started to lower herself onto the thickest part of the sleeve. I watched amazed as her lips stretched out to accommodate the size and felt my head pop inside her.

She gasped, then shuttered as her first orgasm rolled through her. After a few minutes, she lifted herself more upright and started to lower herself. Down 2 inches then up 2 inches. Down 3 inches then up 2 inches. Down 3 inches then up 2 inches, slowly working the length in. With about 2 inches to go, she started to fuck herself, up 6 inches, down 6 inches. When I fuck her with my 7 ½” cock, my stroke is about 6” as well except now she has something 2 ½” thick doing it.

On one of her down strokes, she shuttered and passed out falling onto my chest. I held her like that for a few minutes with my cock and sleeve still buried in her. When she revived, I rolled her over into the mission position and fucked her. She rolled her hips up as I pounded her for a good 20 minutes. The fake cock head of the sleeve was hitting her cervix, but she loved it. The discomfort of the thickness and her cervix put her over the top several times.

With 2 sleeves over my cock, I could feel very little, so after fucking Gigi, I removed them, climbed back on and relieved myself with ‘sloppy second’.

The next day, Gigi told me she loved the sensation of being ‘full’. That being stretched out with 2 ½” left her tingling all over. She wanted it again, right then, but we had kids to get to day care and work. Sometimes life gets in the way.

That night, Gigi asked that I think of some way to get the thickness but reduce the length, so I cut the head off of one sleeve so it was 6 ½” long and pulled it over my shaft then added the second sleeve. This became our go to way of fucking for quite a while.

During one of our sessions, Gigi was riding me Cowgirl facing away from me. This presented her butt to me for easy access. With a lubed finger, I stroked her butt hole and stuck my finger in her ass. With 2 ½” in her cunt and my finger in her ass, she exploded. The added pressure / thickness was just what Gigi wanted.

We talked about it the next day and decided to explore her ass some more.

That night, I worked 2 fingers into her ass and with no other stimulation, she had her first anal orgasm. I tried to add a third finger, but it was too tight. Gigi then lubed up my cock and sat on it taking a couple of inches. Tight but doable. More prep was needed.

An enema the following night worked wonders and I was fucking Gigi in the ass with all 7 ½”. The next night, Gigi added her favorite 8” dildo to her cunt and we were off to double penetration.

After about a month of either using the 2 sleeves or using both me and the dildo, Gigi asked how I would feel about adding another cock to our fuck sessions. Just a cock, no personal involvement. Little did I know what was to follow.

2 months later we had Guy join us in bed. Guy was 8” x 2” and with me in Gigi’s ass and Guy in Gigi’s cunt (or visa versa) we were set for the next five years.